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"Portal‐ノート"},wgNamespaceIds={"メディア": -2, "特別": -1, "": 0, "ノート": 1, "利用者": 2, "利用者‐会話": 3, "wikipedia": 4, "wikipedia‐ノート": 5, "ファイル": 6, "ファイル‐ノート": 7, "mediawiki": 8, "mediawiki‐ノート": 9, "template": 10, "template‐ノート": 11, "help": 12, "help‐ノート": 13, "category": 14, "category‐ノート": 15, "portal": 100, "portal‐ノート": 101, "画像": 6, "画像‐ノート": 7, "image": 6, "image_talk": 7},wgMWSuggestTemplate="http://ja.wikipedia.org/w/api.php?action=opensearch\x26search={searchTerms}\x26namespace={namespaces}\x26suggest",wgDBname="jawiki",wgSearchNamespaces=[0],wgMWSuggestMessages=["検索候補を表示", "検索候補を表示しない"],wgRestrictionEdit=[],wgRestrictionMove=[],wgTrackingToken="f97ab5ee382abc484c27e31f1b24d3d0",wgClickTrackingIsThrottled=true,wgNotice="",wgNoticeLocal="";</script><script src="/skins-1.5/common/wikibits.js?urid=257z2_1254880607" type="text/javascript"></script><script src="/skins-1.5/common/ajax.js?urid=257z2" type="text/javascript"></script><script src="/skins-1.5/common/mwsuggest.js?urid=257z2" type="text/javascript"></script><script type="text/javascript" src="/w/extensions/UsabilityInitiative/js/js2.combined.min.js?8"></script><script type="text/javascript" src="/w/extensions/UsabilityInitiative/js/plugins.combined.min.js?68"></script><script type="text/javascript" src="/w/extensions/UsabilityInitiative/CollapsibleTabs/CollapsibleTabs.js?9"></script><script type="text/javascript" src="/w/extensions/UsabilityInitiative/ClickTracking/ClickTracking.js?4"></script><script type="text/javascript" src="http://upload.wikimedia.org/centralnotice/wikipedia/ja/centralnotice.js?257z2"></script><!--[if lt IE 7]><script type="text/javascript" src="/skins-1.5/common/IEFixes.js?257z2"></script> <meta http-equiv="imagetoolbar" content="no" /><![endif]--><script src="/w/index.php?title=-&action=raw&gen=js&useskin=monobook&urid=257z2_14590031" type="text/javascript"></script></head><body class="mediawiki ltr ns-0 ns-subject page-アスパラギン skin-monobook"> <div id="globalWrapper"> <div id="column-content"> <div id="content"> <a id="top"></a> <div id="siteNotice"><script type='text/javascript'>if (wgNotice != '') document.writeln(wgNotice);</script><script type="text/javascript" language="JavaScript">/* <![CDATA[ */document.writeln("\x3cp\x3e\x3c/p\x3e\n");/* ]]> */</script></div> <h1 id="firstHeading" class="firstHeading">アスパラギン</h1> <div id="bodyContent"> <h3 id="siteSub">出典: フリー百科事典『ウィキペディア（Wikipedia）』</h3> <div id="contentSub"></div> <div id="jump-to-nav">移動: <a href="#column-one">ナビゲーション</a>, <a href="#searchInput">検索</a></div> <!-- start content --> <table class="wikitable" style="background: #f6f6f6; font-size: 95%; width: 280px; float: right; clear: right; margin: 0 0 1em 1em"><tr><th colspan="2" style="background-color: #D6E0DC">アスパラギン</th></tr><tr><th colspan="2" style="background-color: #FFFFFF"><a href="/wiki/%E3%83%95%E3%82%A1%E3%82%A4%E3%83%AB:L-asparagine-skeletal.png" class="image"><img alt="L-asparagine-skeletal.png" src="http://upload.wikimedia.org/wikipedia/commons/thumb/c/c9/L-asparagine-skeletal.png/100px-L-asparagine-skeletal.png" width="100" height="118" /></a><a href="/wiki/%E3%83%95%E3%82%A1%E3%82%A4%E3%83%AB:L-asparagine-3D-sticks.png" class="image"><img alt="L-asparagine-3D-sticks.png" src="http://upload.wikimedia.org/wikipedia/commons/thumb/7/7d/L-asparagine-3D-sticks.png/100px-L-asparagine-3D-sticks.png" width="100" height="142" /></a></th></tr><tr><th colspan="2" style="background-color: #D6E0DC">一般情報</th></tr><tr><td style="width: 35%"><a href="/wiki/IUPAC%E5%91%BD%E5%90%8D%E6%B3%95" title="IUPAC命名法">系統名</a></td><td style="width: 65%">(<i>S</i>)-2-amino-3-carbamoylpropionic acid<p>（(<i>S</i>)-2-amino-3-carbamoylpropanoic acidでも可）</p></td></tr><tr><td style="width: 35%">略号</td><td style="width: 65%"><b>Asn,N</b></td></tr><tr><td style="width: 35%"><a href="/wiki/%E5%88%86%E5%AD%90%E5%BC%8F" title="分子式" class="mw-redirect">分子式</a></td><td style="width: 65%">C<sub>4</sub>H<sub>8</sub>N<sub>2</sub>O<sub>3</sub></td></tr><tr><td style="width: 35%"><a href="/wiki/%E5%88%86%E5%AD%90%E9%87%8F" title="分子量">分子量</a></td><td style="width: 65%">132.12 g/mol</td></tr><tr><td style="width: 35%"><a href="/wiki/SMILES" title="SMILES" class="mw-redirect">SMILES</a></td><td style="width: 65%"></td></tr><tr><td style="width: 35%"><a href="/wiki/CAS%E7%99%BB%E9%8C%B2%E7%95%AA%E5%8F%B7" title="CAS登録番号">CAS登録番号</a></td><td style="width: 65%">[70-47-3]</td></tr><tr><th colspan="2" style="background-color: #D6E0DC">性質</th></tr><tr><td style="width: 35%"><a href="/wiki/%E8%9E%8D%E7%82%B9" title="融点">融点</a></td><td style="width: 65%"><span lang="en" xml:lang="en">°C</span></td></tr><tr><td style="width: 35%">溶解性</td><td style="width: 65%"></td></tr><tr><td style="width: 35%">水への溶解度<br />(g/100 g)</td><td style="width: 65%"></td></tr><tr><td style="width: 35%"><a href="/wiki/%E5%B9%B3%E8%A1%A1" title="平衡">p<i>K</i><sub>a</sub></a></td><td style="width: 65%"></td></tr><tr><td style="width: 35%"><a href="/wiki/%E7%AD%89%E9%9B%BB%E7%82%B9" title="等電点">等電点</a></td><td style="width: 65%">5.41</td></tr><tr><td style="width: 35%"><a href="/w/index.php?title=%E3%83%95%E3%82%A1%E3%83%B3%E3%83%87%E3%83%AB%E3%83%AF%E3%83%BC%E3%83%AB%E3%82%B9%E4%BD%93%E7%A9%8D&action=edit&redlink=1" class="new" title="ファンデルワールス体積 (未作成ページ)">ファンデルワールス体積</a></td><td style="width: 65%"></td></tr><tr><td style="width: 35%"><a href="/wiki/%E5%AF%86%E5%BA%A6" title="密度">密度</a></td><td style="width: 65%">g/cm<small><sup>3</sup></small></td></tr><tr><td style="width: 35%"><a href="/wiki/%E5%91%B3" title="味" class="mw-redirect">味</a></td><td style="width: 65%">L体: 酸、苦味を伴う（閾値 1mg/ml）<p>D体: 甘い</p></td></tr></table><p><b>アスパラギン</b> (NH<sub>2</sub>COCH<sub>2</sub>CH(COOH)NH<sub>2</sub>) とは、<a href="/wiki/%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8" title="アミノ酸">アミノ酸</a>のひとつで、2-アミノ-3-カルバモイルプロピオン酸のこと。 スペルはasparagineで、略号はNあるいはAsn。<a href="/wiki/%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AC%E3%82%B9" title="アスパラガス">アスパラガス</a>からはじめて単離されたことによりこの名がついた。</p><p>中性極性側鎖アミノ酸に分類される。蛋白質構成アミノ酸のひとつで、非必須アミノ酸。<a href="/wiki/%E3%82%B0%E3%83%AA%E3%82%B3%E3%83%BC%E3%82%B2%E3%83%B3" title="グリコーゲン">グリコーゲン</a>生産性を持つ。</p><table id="toc" class="toc"><tr><td><div id="toctitle"><h2>目次</h2></div><ul><li class="toclevel-1 tocsection-1"><a href="#.E7.94.9F.E5.90.88.E6.88.90"><span class="tocnumber">1</span> <span class="toctext">生合成</span></a></li><li class="toclevel-1 tocsection-2"><a href="#.E7.89.A9.E6.80.A7"><span class="tocnumber">2</span> <span class="toctext">物性</span></a></li><li class="toclevel-1 tocsection-3"><a href="#.E9.96.A2.E9.80.A3.E9.A0.85.E7.9B.AE"><span class="tocnumber">3</span> <span class="toctext">関連項目</span></a></li><li class="toclevel-1 tocsection-4"><a href="#.E5.A4.96.E9.83.A8.E3.83.AA.E3.83.B3.E3.82.AF"><span class="tocnumber">4</span> <span class="toctext">外部リンク</span></a></li></ul></td></tr></table><script type="text/javascript">//<![CDATA[if (window.showTocToggle) { var tocShowText = "表示"; var tocHideText = "非表示"; showTocToggle(); } //]]></script><h2><span class="editsection">[<a href="/w/index.php?title=%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3&action=edit&section=1" title="セクションを編集: 生合成">編集</a>]</span> <span class="mw-headline" id=".E7.94.9F.E5.90.88.E6.88.90">生合成</span></h2><p>生体内では、<a href="/wiki/%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3%E9%85%B8" title="アスパラギン酸">アスパラギン酸</a>から<a href="/wiki/%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3%E3%82%B7%E3%83%B3%E3%83%86%E3%82%BF%E3%83%BC%E3%82%BC" title="アスパラギンシンテターゼ">アスパラギンシンテターゼ</a>により生合成される。また、<a href="/wiki/%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%8A%E3%83%BC%E3%82%BC" title="アスパラギナーゼ">アスパラギナーゼ</a>によりアスパラギン酸と<a href="/wiki/%E3%82%A2%E3%83%B3%E3%83%A2%E3%83%8B%E3%82%A2" title="アンモニア">アンモニア</a>に分解される。</p><h2><span class="editsection">[<a href="/w/index.php?title=%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3&action=edit&section=2" title="セクションを編集: 物性">編集</a>]</span> <span class="mw-headline" id=".E7.89.A9.E6.80.A7">物性</span></h2><ul><li><a href="/wiki/%E5%88%86%E5%AD%90%E9%87%8F" title="分子量">分子量</a> 132.12</li><li><a href="/wiki/%E7%AD%89%E9%9B%BB%E7%82%B9" title="等電点">等電点</a> 5.41</li><li>溶解性 水にやや難溶。</li><li>溶解度（水、g/100g）2.36 (20℃)、5.94 (40℃)、13.7 (60℃)（一水和物の場合）</li><li><a href="/wiki/%E3%83%95%E3%82%A1%E3%83%B3%E3%83%87%E3%83%AB%E3%83%AF%E3%83%BC%E3%83%AB%E3%82%B9%E5%8D%8A%E5%BE%84" title="ファンデルワールス半径">ファンデルワールス半径</a> 96</li></ul><h2><span class="editsection">[<a href="/w/index.php?title=%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3&action=edit&section=3" title="セクションを編集: 関連項目">編集</a>]</span> <span class="mw-headline" id=".E9.96.A2.E9.80.A3.E9.A0.85.E7.9B.AE">関連項目</span></h2><ul><li><a href="/w/index.php?title=%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8%E7%99%BA%E9%85%B5&action=edit&redlink=1" class="new" title="アミノ酸発酵 (未作成ページ)">アミノ酸発酵</a></li><li><a href="/w/index.php?title=L-%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3%E9%85%B8%E7%99%BA%E9%85%B5&action=edit&redlink=1" class="new" title="L-アスパラギン酸発酵 (未作成ページ)">L-アスパラギン酸発酵</a></li></ul><h2><span class="editsection">[<a href="/w/index.php?title=%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3&action=edit&section=4" title="セクションを編集: 外部リンク">編集</a>]</span> <span class="mw-headline" id=".E5.A4.96.E9.83.A8.E3.83.AA.E3.83.B3.E3.82.AF">外部リンク</span></h2><ul><li><a href="http://hfnet.nih.go.jp/contents/indiv_agreement.html?597" class="external text" rel="nofollow">アスパラギン - 「健康食品」の安全性・有効性情報</a> （<a href="/wiki/%E5%9B%BD%E7%AB%8B%E5%81%A5%E5%BA%B7%E3%83%BB%E6%A0%84%E9%A4%8A%E7%A0%94%E7%A9%B6%E6%89%80" title="国立健康・栄養研究所">国立健康・栄養研究所</a>）</li></ul><table class="navbox" cellspacing="0" style=";"><tr><td style="padding:2px;"><table cellspacing="0" class="nowraplinks collapsible autocollapse" style="width:100%;background:transparent;color:inherit;;"><tr><th style=";background:#cf6" colspan="2" class="navbox-title"><div style="float:left; width:6em;text-align:left;"><div class="noprint plainlinksneverexpand" style="background-color:transparent; padding:0; font-size:75%; color:#000000; white-space:nowrap; font-weight:normal; ;background:#cf6;border:none;;"><a href="/wiki/Template:%E3%82%BF%E3%83%B3%E3%83%91%E3%82%AF%E8%B3%AA%E3%82%92%E6%A7%8B%E6%88%90%E3%81%99%E3%82%8B%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8" title="Template:タンパク質を構成するアミノ酸"><span title="このテンプレートを表示します" style=";background:#cf6;border:none;;">表</span></a><span style="font-size:80%;">・</span><a href="/wiki/Template%E2%80%90%E3%83%8E%E3%83%BC%E3%83%88:%E3%82%BF%E3%83%B3%E3%83%91%E3%82%AF%E8%B3%AA%E3%82%92%E6%A7%8B%E6%88%90%E3%81%99%E3%82%8B%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8" title="Template‐ノート:タンパク質を構成するアミノ酸"><span style="color:#002bb8;;background:#cf6;border:none;;" title="このテンプレートのノートを表示します">話</span></a><span style="font-size:80%;">・</span><a href="http://ja.wikipedia.org/w/index.php?title=Template:%E3%82%BF%E3%83%B3%E3%83%91%E3%82%AF%E8%B3%AA%E3%82%92%E6%A7%8B%E6%88%90%E3%81%99%E3%82%8B%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8&action=edit" class="external text" rel="nofollow"><span style="color:#002bb8;;background:#cf6;border:none;;" title="このテンプレートを編集します。保存の前にプレビューを忘れずに。">編</span></a><span style="font-size:80%;">・</span><a href="http://ja.wikipedia.org/w/index.php?title=Template:%E3%82%BF%E3%83%B3%E3%83%91%E3%82%AF%E8%B3%AA%E3%82%92%E6%A7%8B%E6%88%90%E3%81%99%E3%82%8B%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8&action=history" class="external text" rel="nofollow"><span style="color:#002bb8;;background:#cf6;border:none;;" title="このテンプレートの過去の版を表示します">歴</span></a></div></div><span style="font-size:110%;"><a href="/wiki/%E3%82%BF%E3%83%B3%E3%83%91%E3%82%AF%E8%B3%AA" title="タンパク質">タンパク質</a>を構成する<a href="/wiki/%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8" title="アミノ酸">アミノ酸</a></span></th></tr><tr style="height:2px;"><td></td></tr><tr><td class="navbox-group" style=";background:#df7;">ヒトの<a href="/wiki/%E5%BF%85%E9%A0%88%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8" title="必須アミノ酸">必須アミノ酸</a></td><td style="text-align:left;border-left:2px solid #fdfdfd;width:100%;padding:0px;;;" class="navbox-list navbox-odd"><div style="padding:0em 0.25em"><a href="/wiki/%E3%83%88%E3%83%AA%E3%83%97%E3%83%88%E3%83%95%E3%82%A1%E3%83%B3" title="トリプトファン">トリプトファン</a> - <a href="/wiki/%E3%83%AA%E3%82%B7%E3%83%B3" title="リシン">リシン</a> - <a href="/wiki/%E3%83%A1%E3%83%81%E3%82%AA%E3%83%8B%E3%83%B3" title="メチオニン">メチオニン</a> - <a href="/wiki/%E3%83%95%E3%82%A7%E3%83%8B%E3%83%AB%E3%82%A2%E3%83%A9%E3%83%8B%E3%83%B3" title="フェニルアラニン">フェニルアラニン</a> - <a href="/wiki/%E3%83%88%E3%83%AC%E3%82%AA%E3%83%8B%E3%83%B3" title="トレオニン">トレオニン</a> - <a href="/wiki/%E3%83%90%E3%83%AA%E3%83%B3" title="バリン">バリン</a> - <a href="/wiki/%E3%82%A4%E3%82%BD%E3%83%AD%E3%82%A4%E3%82%B7%E3%83%B3" title="イソロイシン">イソロイシン</a> - <a href="/wiki/%E3%83%AD%E3%82%A4%E3%82%B7%E3%83%B3" title="ロイシン">ロイシン</a> - <a href="/wiki/%E3%83%92%E3%82%B9%E3%83%81%E3%82%B8%E3%83%B3" title="ヒスチジン">ヒスチジン</a></div></td></tr><tr style="height:2px"><td></td></tr><tr><td class="navbox-group" style=";background:#df7;">ヒトの非必須アミノ酸</td><td style="text-align:left;border-left:2px solid #fdfdfd;width:100%;padding:0px;;;" class="navbox-list navbox-even"><div style="padding:0em 0.25em"><a href="/wiki/%E3%82%A2%E3%83%A9%E3%83%8B%E3%83%B3" title="アラニン">アラニン</a> - <a href="/wiki/%E3%82%A2%E3%83%AB%E3%82%AE%E3%83%8B%E3%83%B3" title="アルギニン">アルギニン</a> - <strong class="selflink">アスパラギン</strong> - <a href="/wiki/%E3%82%BB%E3%83%AA%E3%83%B3" title="セリン">セリン</a> - <a href="/wiki/%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3%E9%85%B8" title="アスパラギン酸">アスパラギン酸</a> - <a href="/wiki/%E3%82%B7%E3%82%B9%E3%83%86%E3%82%A4%E3%83%B3" title="システイン">システイン</a> - <a href="/wiki/%E3%82%B0%E3%83%AB%E3%82%BF%E3%83%9F%E3%83%B3" title="グルタミン">グルタミン</a> - <a href="/wiki/%E3%82%B0%E3%83%AB%E3%82%BF%E3%83%9F%E3%83%B3%E9%85%B8" title="グルタミン酸">グルタミン酸</a> - <a href="/wiki/%E3%82%B0%E3%83%AA%E3%82%B7%E3%83%B3" title="グリシン">グリシン</a> - <a href="/wiki/%E3%83%97%E3%83%AD%E3%83%AA%E3%83%B3" title="プロリン">プロリン</a> - <a href="/wiki/%E3%83%81%E3%83%AD%E3%82%B7%E3%83%B3" title="チロシン">チロシン</a></div></td></tr><tr style="height:2px"><td></td></tr><tr><td class="navbox-group" style=";background:#df7;">語句</td><td style="text-align:left;border-left:2px solid #fdfdfd;width:100%;padding:0px;;;" class="navbox-list navbox-odd"><div style="padding:0em 0.25em"><a href="/wiki/%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8%E3%81%AE%E4%BB%A3%E8%AC%9D%E5%88%86%E8%A7%A3" title="アミノ酸の代謝分解">アミノ酸の代謝分解</a> - <a href="/w/index.php?title=%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8%E7%99%BA%E9%85%B5&action=edit&redlink=1" class="new" title="アミノ酸発酵 (未作成ページ)">アミノ酸発酵</a> - <a href="/wiki/%E5%BF%85%E9%A0%88%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8" title="必須アミノ酸">必須アミノ酸</a> - <a href="/wiki/%E3%83%9A%E3%83%97%E3%83%81%E3%83%89" title="ペプチド">ペプチド</a> - <a href="/wiki/%E3%82%B3%E3%83%89%E3%83%B3" title="コドン">コドン</a> - <a href="/wiki/%CE%93-%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%AA%E9%85%B8" title="Γ-アミノ酪酸">GABA</a></div></td></tr><tr style="height:2px;"><td></td></tr><tr><td class="navbox-abovebelow" style=";background:#df7" colspan="2"><b>主要な<a href="/wiki/%E7%94%9F%E4%BD%93%E7%89%A9%E8%B3%AA" title="生体物質">生体物質</a></b><br /><a href="/wiki/%E3%83%9A%E3%83%97%E3%83%81%E3%83%89" title="ペプチド">ペプチド</a> - <a href="/wiki/%E3%82%A2%E3%83%9F%E3%83%8E%E9%85%B8" title="アミノ酸">アミノ酸</a> - <a href="/wiki/%E6%A0%B8%E9%85%B8" title="核酸">核酸</a> - <a href="/wiki/%E7%82%AD%E6%B0%B4%E5%8C%96%E7%89%A9" title="炭水化物">炭水化物</a> - <a href="/wiki/%E8%84%82%E8%82%AA%E9%85%B8" title="脂肪酸">脂肪酸</a> - <a href="/wiki/%E3%83%86%E3%83%AB%E3%83%9A%E3%83%8E%E3%82%A4%E3%83%89" title="テルペノイド">テルペノイド</a> - <a href="/wiki/%E3%82%AB%E3%83%AD%E3%83%86%E3%83%8E%E3%82%A4%E3%83%89" title="カロテノイド">カロテノイド</a><br /><a href="/wiki/%E3%83%86%E3%83%88%E3%83%A9%E3%83%94%E3%83%AD%E3%83%BC%E3%83%AB" title="テトラピロール">テトラピロール</a> - <a href="/wiki/%E8%A3%9C%E5%9B%A0%E5%AD%90" title="補因子">補因子</a> - <a href="/wiki/%E3%82%B9%E3%83%86%E3%83%AD%E3%82%A4%E3%83%89" title="ステロイド">ステロイド</a> - <a href="/wiki/%E3%83%95%E3%83%A9%E3%83%9C%E3%83%8E%E3%82%A4%E3%83%89" title="フラボノイド">フラボノイド</a> - <a href="/wiki/%E3%82%A2%E3%83%AB%E3%82%AB%E3%83%AD%E3%82%A4%E3%83%89" title="アルカロイド">アルカロイド</a> - <a href="/wiki/%E3%83%9D%E3%83%AA%E3%82%B1%E3%83%81%E3%83%89" title="ポリケチド">ポリケチド</a> - <a href="/wiki/%E9%85%8D%E7%B3%96%E4%BD%93" title="配糖体">配糖体</a></td></tr></table></td></tr></table><!-- NewPP limit reportPreprocessor node count: 441/1000000Post-expand include size: 17772/2048000 bytesTemplate argument size: 4901/2048000 bytesExpensive parser function count: 0/500--><!-- Saved in parser cache with key jawiki:pcache:idhash:40204-0!1!0!!ja!2 and timestamp 20100104204809 --><div class="printfooter">「<a 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class="portlet"> <h5 lang="ja" xml:lang="ja">他の言語</h5> <div class="pBody"> <ul> <li class="interwiki-ca"><a href="http://ca.wikipedia.org/wiki/Asparagina">Català</a></li> <li class="interwiki-cs"><a href="http://cs.wikipedia.org/wiki/Asparagin">Česky</a></li> <li class="interwiki-de"><a href="http://de.wikipedia.org/wiki/Asparagin">Deutsch</a></li> <li class="interwiki-en"><a href="http://en.wikipedia.org/wiki/Asparagine">English</a></li> <li class="interwiki-eo"><a href="http://eo.wikipedia.org/wiki/Asparagino">Esperanto</a></li> <li class="interwiki-es"><a href="http://es.wikipedia.org/wiki/Asparagina">Español</a></li> <li class="interwiki-eu"><a href="http://eu.wikipedia.org/wiki/Asparagina">Euskara</a></li> <li class="interwiki-fa"><a href="http://fa.wikipedia.org/wiki/%D8%A2%D8%B3%D9%BE%D8%A7%D8%B1%D8%A7%DA%98%DB%8C%D9%86">فارسی</a></li> <li class="interwiki-fi"><a href="http://fi.wikipedia.org/wiki/Asparagiini">Suomi</a></li> <li class="interwiki-fr"><a href="http://fr.wikipedia.org/wiki/Asparagine">Français</a></li> <li class="interwiki-he"><a href="http://he.wikipedia.org/wiki/%D7%90%D7%A1%D7%A4%D7%A8%D7%92%D7%99%D7%9F">עברית</a></li> <li class="interwiki-id"><a href="http://id.wikipedia.org/wiki/Asparagina">Bahasa Indonesia</a></li> <li class="interwiki-io"><a href="http://io.wikipedia.org/wiki/Asparagino">Ido</a></li> <li class="interwiki-it"><a href="http://it.wikipedia.org/wiki/Asparagina">Italiano</a></li> <li class="interwiki-ko"><a href="http://ko.wikipedia.org/wiki/%EC%95%84%EC%8A%A4%ED%8C%8C%EB%9D%BC%EA%B8%B4">한국어</a></li> <li class="interwiki-lb"><a href="http://lb.wikipedia.org/wiki/Asparagin">Lëtzebuergesch</a></li> <li class="interwiki-lt"><a href="http://lt.wikipedia.org/wiki/Asparaginas">Lietuvių</a></li> <li class="interwiki-lv"><a href="http://lv.wikipedia.org/wiki/Asparag%C4%ABns">Latviešu</a></li> <li class="interwiki-mk"><a href="http://mk.wikipedia.org/wiki/%D0%90%D1%81%D0%BF%D0%B0%D1%80%D0%B0%D0%B3%D0%B8%D0%BD">Македонски</a></li> <li class="interwiki-nl"><a href="http://nl.wikipedia.org/wiki/Asparagine">Nederlands</a></li> <li class="interwiki-oc"><a href="http://oc.wikipedia.org/wiki/Asparagina">Occitan</a></li> <li class="interwiki-pl"><a href="http://pl.wikipedia.org/wiki/Asparagina">Polski</a></li> <li class="interwiki-pt"><a href="http://pt.wikipedia.org/wiki/Asparagina">Português</a></li> <li class="interwiki-ru"><a href="http://ru.wikipedia.org/wiki/%D0%90%D1%81%D0%BF%D0%B0%D1%80%D0%B0%D0%B3%D0%B8%D0%BD">Русский</a></li> <li class="interwiki-sk"><a href="http://sk.wikipedia.org/wiki/Asparag%C3%ADn">Slovenčina</a></li> <li class="interwiki-sl"><a href="http://sl.wikipedia.org/wiki/Asparagin">Slovenščina</a></li> <li class="interwiki-sr"><a href="http://sr.wikipedia.org/wiki/%D0%90%D1%81%D0%BF%D0%B0%D1%80%D0%B0%D0%B3%D0%B8%D0%BD">Српски / Srpski</a></li> <li class="interwiki-sv"><a href="http://sv.wikipedia.org/wiki/Asparagin">Svenska</a></li> <li class="interwiki-tr"><a href="http://tr.wikipedia.org/wiki/Asparajin">Türkçe</a></li> <li class="interwiki-uk"><a href="http://uk.wikipedia.org/wiki/%D0%90%D1%81%D0%BF%D0%B0%D1%80%D0%B0%D0%B3%D1%96%D0%BD">Українська</a></li> <li class="interwiki-zh"><a href="http://zh.wikipedia.org/wiki/%E5%A4%A9%E5%86%AC%E9%85%B0%E8%83%BA">中文</a></li> </ul> </div> </div> </div><!-- end of the left (by default at least) column --> <div class="visualClear"></div> <div id="footer"> <div id="f-poweredbyico"><a href="http://www.mediawiki.org/"><img src="/skins-1.5/common/images/poweredby_mediawiki_88x31.png" height="31" width="88" alt="Powered by MediaWiki" /></a></div> <div id="f-copyrightico"><a href="http://wikimediafoundation.org/"><img src="/images/wikimedia-button.png" width="88" height="31" alt="Wikimedia Foundation"/></a></div> <ul id="f-list"> <li id="lastmod"> 最終更新 2009年12月4日 (金) 00:32 （日時は<a 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Asn
N
Asparagine
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type="text/javascript"></script></head><body class="mediawiki ltr ns-0 ns-subject page-Asparagine skin-monobook"> <div id="globalWrapper"> <div id="column-content"> <div id="content"> <a id="top"></a> <div id="siteNotice"><script type='text/javascript'>if (wgNotice != '') document.writeln(wgNotice);</script></div> <h1 id="firstHeading" class="firstHeading">Asparagine</h1> <div id="bodyContent"> <h3 id="siteSub">From Wikipedia, the free encyclopedia</h3> <div id="contentSub"></div> <div id="jump-to-nav">Jump to: <a href="#column-one">navigation</a>, <a href="#searchInput">search</a></div> <!-- start content --> <div class="dablink">For other articles using the abbreviation or acronym <b>asn</b>, see <a href="/wiki/ASN" title="ASN">ASN</a>.</div><table class="infobox bordered" style="border-collapse: collapse; width: 22em; font-size: 88%"><tr><th colspan="2" style="background-color: #f8eaba; text-align: center; font-size: 125%"><small>L</small>-Asparagine</th></tr><tr><td style=""><div class="center"><div class="floatnone"><a href="/wiki/File:L-asparagine-skeletal.png" class="image"><img alt="L-asparagine-skeletal.png" src="http://upload.wikimedia.org/wikipedia/commons/thumb/c/c9/L-asparagine-skeletal.png/120px-L-asparagine-skeletal.png" width="120" height="142" /></a></div></div></td><td style=""><div class="center"><div class="floatnone"><a href="/wiki/File:L-asparagine-3D-sticks.png" class="image"><img alt="L-asparagine-3D-sticks.png" src="http://upload.wikimedia.org/wikipedia/commons/thumb/7/7d/L-asparagine-3D-sticks.png/120px-L-asparagine-3D-sticks.png" width="120" height="170" /></a></div></div></td></tr><tr><td><a href="/wiki/International_Union_of_Pure_and_Applied_Chemistry_nomenclature" title="International Union of Pure and Applied Chemistry nomenclature" class="mw-redirect">IUPAC name</a></td><td><div class="NavFrame collapsed" style="border:none; padding:0;"><div class="NavHead" style="width:96%; background:transparent;" align="left"> </div><div class="NavContent" style="text-align:left;">Asparagine</div></div></td></tr><tr><td>Other names</td><td>2-Amino-3-carbamoylpropanoic acid</td></tr><tr><th style="background: #F8EABA; text-align: center;" colspan="2">Identifiers</th></tr><tr><td><a href="/wiki/CAS_registry_number" title="CAS registry number">CAS number</a></td><td><span class="reflink plainlinks nourlexpansion"><a href="http://www.commonchemistry.org/ChemicalDetail.aspx?ref=70-47-3" class="external text" rel="nofollow">70-47-3</a></span> <sup><a href="/wiki/File:Yes_check.svg" class="image"><img alt="Yes check.svg" src="http://upload.wikimedia.org/wikipedia/commons/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" width="7" height="7" /></a><span style="display:none">Y</span></sup></td></tr><tr><td><a href="/wiki/PubChem" title="PubChem">PubChem</a></td><td><span class="reflink plainlinks nourlexpansion"><a href="http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=236" class="external text" rel="nofollow">236</a></span></td></tr><tr><td><a href="/wiki/EC_number_(chemistry)" title="EC number (chemistry)">EC-number</a></td><td><span class="reflink plainlinks nourlexpansion"><a href="http://ecb.jrc.ec.europa.eu/esis/index.php?GENRE=ECNO&ENTREE=200-735-9" class="external text" rel="nofollow">200-735-9</a></span></td></tr><tr><td><a href="/wiki/Simplified_molecular_input_line_entry_specification" title="Simplified molecular input line entry specification">SMILES</a></td><td><div class="NavFrame collapsed" style="border:none; padding:0;"><div class="NavHead" style="width:96%; background:transparent;" align="left"><small><tt> </tt></small></div><div class="NavContent" style="text-align:left;"><small><tt>N[C@@H](CC(N)=O)C(O)=O</tt></small></div></div></td></tr><tr><th style="background: #F8EABA; text-align: center;" colspan="2">Properties</th></tr><tr><td><a href="/wiki/Molecular_formula" title="Molecular formula" class="mw-redirect">Molecular formula</a></td><td>C<sub>4</sub>H<sub>8</sub>N<sub>2</sub>O<sub>3</sub></td></tr><tr><td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a></td><td>132.12 g mol<sup>−1</sup></td></tr><tr><th style="background: #F8EABA; text-align: center;" colspan="2"><a href="/wiki/Asparagine_(data_page)" title="Asparagine (data page)">Supplementary data page</a></th></tr><tr><td><a href="/wiki/Asparagine_(data_page)#Structure_and_properties" title="Asparagine (data page)">Structure and<br />properties</a></td><td><a href="/wiki/Refractive_index" title="Refractive index"><i>n</i></a>, <a href="/wiki/Dielectric_constant" title="Dielectric constant" class="mw-redirect">ε<sub>r</sub></a>, etc.</td></tr><tr><td><a href="/wiki/Asparagine_(data_page)#Thermodynamic_properties" title="Asparagine (data page)">Thermodynamic<br />data</a></td><td>Phase behaviour<br />Solid, liquid, gas</td></tr><tr><td><a href="/wiki/Asparagine_(data_page)#Spectral_data" title="Asparagine (data page)">Spectral data</a></td><td><a href="/wiki/UV/VIS_spectroscopy" title="UV/VIS spectroscopy" class="mw-redirect">UV</a>, <a href="/wiki/Infrared_spectroscopy" title="Infrared spectroscopy">IR</a>, <a href="/wiki/NMR_spectroscopy" title="NMR spectroscopy">NMR</a>, <a href="/wiki/Mass_spectrometry" title="Mass spectrometry">MS</a></td></tr><tr><td colspan="2" style="background-color: #f8eaba; text-align: center"> <a href="/wiki/File:Yes_check.svg" class="image"><img alt="Yes check.svg" src="http://upload.wikimedia.org/wikipedia/commons/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png" width="14" height="14" /></a><span style="display:none">Y</span> <a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">(what is this?)</a>  <span class="plainlinks"><a href="http://en.wikipedia.org/w/index.php?title=Asparagine&diff=cur&oldid=268446177" class="external text" rel="nofollow">(verify)</a></span><br />Except where noted otherwise, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state (at 25 °C, 100 kPa)</a></td></tr><tr><td colspan="2" style="background-color: #f8eaba; text-align: center"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></td></tr></table><p><b>Asparagine</b> (abbreviated as <b>Asn</b> or <b>N</b>; <b>Asx</b> or <b>B</b> represent either asparagine or <a href="/wiki/Aspartic_acid" title="Aspartic acid">aspartic acid</a>) is one of the 20 most common natural <a href="/wiki/Amino_acid" title="Amino acid">amino acids</a> on <a href="/wiki/Earth" title="Earth">Earth</a>. It has <a href="/wiki/Carboxamide" title="Carboxamide">carboxamide</a> as the <a href="/wiki/Side_chain" title="Side chain" class="mw-redirect">side chain</a>'s <a href="/wiki/Functional_group" title="Functional group">functional group</a>. It is not an <a href="/wiki/Essential_amino_acid" title="Essential amino acid">essential amino acid</a>. Its <a href="/wiki/Codons" title="Codons" class="mw-redirect">codons</a> are AAU and AAC.<sup id="cite_ref-0" class="reference"><a href="#cite_note-0"><span>[</span>1<span>]</span></a></sup></p><p>A reaction between asparagine and <a href="/wiki/Reducing_sugar" title="Reducing sugar">reducing sugars</a> or reactive <a href="/wiki/Carbonyl" title="Carbonyl">carbonyls</a> produces <a href="/wiki/Acrylamide" title="Acrylamide">acrylamide</a> (acrylic amide) in food when heated to sufficient temperature. These products occur in baked goods such as french fries, potato chips, and roasted coffee.</p><table id="toc" class="toc"><tr><td><div id="toctitle"><h2>Contents</h2></div><ul><li class="toclevel-1 tocsection-1"><a href="#History"><span class="tocnumber">1</span> <span class="toctext">History</span></a></li><li class="toclevel-1 tocsection-2"><a href="#Structural_function_in_proteins"><span class="tocnumber">2</span> <span class="toctext">Structural function in proteins</span></a></li><li class="toclevel-1 tocsection-3"><a href="#Sources"><span class="tocnumber">3</span> <span class="toctext">Sources</span></a><ul><li class="toclevel-2 tocsection-4"><a href="#Dietary_Sources"><span class="tocnumber">3.1</span> <span class="toctext">Dietary Sources</span></a></li><li class="toclevel-2 tocsection-5"><a href="#Biosynthesis"><span class="tocnumber">3.2</span> <span class="toctext">Biosynthesis</span></a></li></ul></li><li class="toclevel-1 tocsection-6"><a href="#Degradation"><span class="tocnumber">4</span> <span class="toctext">Degradation</span></a></li><li class="toclevel-1 tocsection-7"><a href="#Function"><span class="tocnumber">5</span> <span class="toctext">Function</span></a></li><li class="toclevel-1 tocsection-8"><a href="#Betaine_structure"><span class="tocnumber">6</span> <span class="toctext">Betaine structure</span></a></li><li class="toclevel-1 tocsection-9"><a href="#References"><span class="tocnumber">7</span> <span class="toctext">References</span></a></li><li class="toclevel-1 tocsection-10"><a href="#External_links"><span class="tocnumber">8</span> <span class="toctext">External links</span></a></li></ul></td></tr></table><script type="text/javascript">//<![CDATA[if (window.showTocToggle) { var tocShowText = "show"; var tocHideText = "hide"; showTocToggle(); } //]]></script><h2><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=1" title="Edit section: History">edit</a>]</span> <span class="mw-headline" id="History">History</span></h2><p>Asparagine was first isolated in 1806 from <a href="/wiki/Asparagus" title="Asparagus">asparagus</a> juice, in which it is abundant -- hence its name -- becoming the first amino acid to be isolated. The characteristic smell observed in the <a href="/wiki/Urine" title="Urine">urine</a> of individuals after their consumption of <a href="/wiki/Asparagus" title="Asparagus">asparagus</a> is attributed to various metabolic byproducts of asparagine.</p><h2><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=2" title="Edit section: Structural function in proteins">edit</a>]</span> <span class="mw-headline" id="Structural_function_in_proteins">Structural function in proteins</span></h2><p>Since the asparagine side chain can form hydrogen bond interactions with the peptide backbone, asparagine residues are often found near the beginning and the end of alpha-helices, and in turn motifs in beta sheets. Its role can be thought as "capping" the hydrogen bond interactions which would otherwise be satisfied by the polypeptide backbone. <a href="/wiki/Glutamine" title="Glutamine">Glutamines</a>, with an extra methylene group, have more conformational entropy and thus are less useful in this regard.</p><p>Asparagine also provides key sites for N-linked <a href="/wiki/Glycosylation" title="Glycosylation">glycosylation</a>, modification of the protein chain with the addition of carbohydrate chains.</p><h2><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=3" title="Edit section: Sources">edit</a>]</span> <span class="mw-headline" id="Sources">Sources</span></h2><h3><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=4" title="Edit section: Dietary Sources">edit</a>]</span> <span class="mw-headline" id="Dietary_Sources">Dietary Sources</span></h3><p>Asparagine is not an <a href="/wiki/Essential_amino_acid" title="Essential amino acid">essential amino acid</a>, which means that it can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. Asparagine is found in:</p><ul><li><b>Animal sources</b>: dairy, whey, beef, poultry, eggs, fish, lactalbumin, seafood</li><li><b>Plant sources</b>: asparagus, potatoes, legumes, nuts, seeds, soy, whole grains</li></ul><h3><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=5" title="Edit section: Biosynthesis">edit</a>]</span> <span class="mw-headline" id="Biosynthesis">Biosynthesis</span></h3><p>The precursor to asparagine is <a href="/wiki/Oxaloacetate" title="Oxaloacetate" class="mw-redirect">oxaloacetate</a>. Oxaloacetate is converted to <a href="/wiki/Aspartate" title="Aspartate" class="mw-redirect">aspartate</a> using a <a href="/wiki/Transaminase" title="Transaminase">transaminase</a> enzyme. The enzyme transfers the amino group from <a href="/wiki/Glutamate" title="Glutamate" class="mw-redirect">glutamate</a> to oxaloacetate producing <a href="/wiki/%CE%91-ketoglutarate" title="Α-ketoglutarate" class="mw-redirect">α-ketoglutarate</a> and aspartate. The enzyme <a href="/wiki/Asparagine_synthetase" title="Asparagine synthetase">asparagine synthetase</a> produces asparagine, <a href="/wiki/Adenosine_monophosphate" title="Adenosine monophosphate">AMP</a>, glutamate, and <a href="/wiki/Pyrophosphate" title="Pyrophosphate">pyrophosphate</a> from aspartate, <a href="/wiki/Glutamine" title="Glutamine">glutamine</a>, and <a href="/wiki/Adenosine_triphosphate" title="Adenosine triphosphate">ATP</a>. In the asparagine synthetase reaction, ATP is used to activate aspartate, forming β-aspartyl-AMP. <a href="/wiki/Glutamine" title="Glutamine">Glutamine</a> donates an ammonium group which reacts with β-aspartyl-AMP to form asparagine and free AMP.<br style="clear: both;" /></p><div class="center"><div class="thumb tnone"><div class="thumbinner" style="width:708px;"><a href="/wiki/File:Asn_biosynthesis.gif" class="image"><img alt="" src="http://upload.wikimedia.org/wikipedia/en/e/e1/Asn_biosynthesis.gif" width="706" height="335" class="thumbimage" /></a><div class="thumbcaption">The biosynthesis of asparagine from oxaloacetate</div></div></div></div><h2><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=6" title="Edit section: Degradation">edit</a>]</span> <span class="mw-headline" id="Degradation">Degradation</span></h2><p>Aspartate is a <a href="/wiki/Glucogenic_amino_acid" title="Glucogenic amino acid">glucogenic amino acid</a>. <a href="/wiki/L-asparaginase" title="L-asparaginase" class="mw-redirect">L-asparaginase</a> hydrolyzes the amide group to form aspartate and ammonium. A transaminase converts the aspartate to oxaloacetate which can then be metabolized in the <a href="/wiki/Citric_acid_cycle" title="Citric acid cycle">citric acid cycle</a> or <a href="/wiki/Gluconeogenesis" title="Gluconeogenesis">gluconeogenesis</a>.</p><h2><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=7" title="Edit section: Function">edit</a>]</span> <span class="mw-headline" id="Function">Function</span></h2><p>The nervous system requires asparagine. It also plays an important role in the synthesis of ammonia.</p><h2><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=8" title="Edit section: Betaine structure">edit</a>]</span> <span class="mw-headline" id="Betaine_structure">Betaine structure</span></h2><div class="thumb tleft"><div class="thumbinner" style="width:352px;"><a href="/wiki/File:Betain-Asparagin.png" class="image"><img alt="" src="http://upload.wikimedia.org/wikipedia/commons/thumb/d/d8/Betain-Asparagin.png/350px-Betain-Asparagin.png" width="350" height="89" class="thumbimage" /></a><div class="thumbcaption"><div class="magnify"><a href="/wiki/File:Betain-Asparagin.png" class="internal" title="Enlarge"><img src="/skins-1.5/common/images/magnify-clip.png" width="15" height="11" alt="" /></a></div>(<i>S</i>)-Asparagine (left) and (<i>R</i>)-asparagine (right) in zwitterionic form at neutral pH</div></div></div><p><br /></p><p><br /></p><h2><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=9" title="Edit section: References">edit</a>]</span> <span class="mw-headline" id="References">References</span></h2><div class="references-small"><ol class="references"><li id="cite_note-0"><b><a href="#cite_ref-0">^</a></b> <span class="citation">"Nomenclature and symbolism for amino acids and peptides (IUPAC-IUB Recommendations 1983)", <i>Pure Appl. Chem.</i> <b>56</b> (5): 595–624, 1984, <a href="/wiki/Digital_object_identifier" title="Digital object identifier">doi</a>:<span class="neverexpand"><a href="http://dx.doi.org/10.1351%2Fpac198456050595" class="external text" rel="nofollow">10.1351/pac198456050595</a></span></span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Nomenclature+and+symbolism+for+amino+acids+and+peptides+%28IUPAC-IUB+Recommendations+1983%29&rft.jtitle=Pure+Appl.+Chem.&rft.date=1984&rft.volume=56&rft.issue=5&rft.pages=595%E2%80%93624&rft_id=info:doi/10.1351%2Fpac198456050595&rfr_id=info:sid/en.wikipedia.org:Asparagine"><span style="display: none;"> </span></span>.</li></ol></div><h2><span class="editsection">[<a href="/w/index.php?title=Asparagine&action=edit&section=10" title="Edit section: External links">edit</a>]</span> <span class="mw-headline" id="External_links">External links</span></h2><ul><li><a href="http://www.discovery.com/area/skinnyon/skinnyon970115/skinny1.html?title=Why" class="external text" rel="nofollow">Asparagus Makes Your Pee Stink</a></li></ul><table class="navbox" cellspacing="0" style=";"><tr><td style="padding:2px;"><table cellspacing="0" class="nowraplinks collapsible autocollapse" style="width:100%;background:transparent;color:inherit;;"><tr><th style=";" colspan="2" class="navbox-title"><div style="float:left; width:6em;text-align:left;"><div class="noprint plainlinks navbar" style="background:none; padding:0; font-weight:normal;;;border:none;; font-size:xx-small;"><a href="/wiki/Template:AminoAcids" title="Template:AminoAcids"><span title="View this template" style=";;border:none;">v</span></a> <span style="font-size:80%;">•</span> <a href="/w/index.php?title=Template_talk:AminoAcids&action=edit&redlink=1" class="new" title="Template talk:AminoAcids (page does not exist)"><span title="Discuss this template" style=";;border:none;">d</span></a> <span style="font-size:80%;">•</span> <a href="http://en.wikipedia.org/w/index.php?title=Template:AminoAcids&action=edit" class="external text" rel="nofollow"><span title="Edit this template" style=";;border:none;;">e</span></a></div></div><span class="" style="font-size:110%;">The <a href="/wiki/Proteinogenic_amino_acid" title="Proteinogenic amino acid">20 Common</a> <a href="/wiki/Amino_acid" title="Amino acid">Amino Acids</a> ("dp" = data page)</span></th></tr><tr style="height:2px;"><td></td></tr><tr><td class="navbox-group" style=";;"><a href="/wiki/Branched-chain_amino_acids" title="Branched-chain amino acids">Branched-chain amino acids</a></td><td style="text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px;;;" class="navbox-list navbox-odd"><div style="padding:0em 0.25em"><a href="/wiki/Isoleucine" title="Isoleucine">Isoleucine</a> (<a href="/wiki/Isoleucine_(data_page)" title="Isoleucine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Leucine" title="Leucine">Leucine</a> (<a href="/wiki/Leucine_(data_page)" title="Leucine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Valine" title="Valine">Valine</a> (<a href="/wiki/Valine_(data_page)" title="Valine (data page)">dp</a>)</div></td></tr><tr style="height:2px"><td></td></tr><tr><td class="navbox-group" style=";;">Non Branch-chain</td><td style="text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px;;;" class="navbox-list navbox-even"><div style="padding:0em 0.25em"><a href="/wiki/Alanine" title="Alanine">Alanine</a> (<a href="/wiki/Alanine_(data_page)" title="Alanine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Arginine" title="Arginine">Arginine</a> (<a href="/wiki/Arginine_(data_page)" title="Arginine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <strong class="selflink">Asparagine</strong> (<a href="/wiki/Asparagine_(data_page)" title="Asparagine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Aspartic_acid" title="Aspartic acid">Aspartic acid</a> (<a href="/wiki/Aspartic_acid_(data_page)" title="Aspartic acid (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Cysteine" title="Cysteine">Cysteine</a> (<a href="/wiki/Cysteine_(data_page)" title="Cysteine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamic acid</a> (<a href="/wiki/Glutamic_acid_(data_page)" title="Glutamic acid (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Glutamine" title="Glutamine">Glutamine</a> (<a href="/wiki/Glutamine_(data_page)" title="Glutamine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Glycine" title="Glycine">Glycine</a> (<a href="/wiki/Glycine_(data_page)" title="Glycine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Histidine" title="Histidine">Histidine</a> (<a href="/wiki/Histidine_(data_page)" title="Histidine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Lysine" title="Lysine">Lysine</a> (<a href="/wiki/Lysine_(data_page)" title="Lysine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Methionine" title="Methionine">Methionine</a> (<a href="/wiki/Methionine_(data_page)" title="Methionine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Phenylalanine" title="Phenylalanine">Phenylalanine</a> (<a href="/wiki/Phenylalanine_(data_page)" title="Phenylalanine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Proline" title="Proline">Proline</a> (<a href="/wiki/Proline_(data_page)" title="Proline (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Serine" title="Serine">Serine</a> (<a href="/wiki/Serine_(data_page)" title="Serine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Threonine" title="Threonine">Threonine</a> (<a href="/wiki/Threonine_(data_page)" title="Threonine (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Tryptophan" title="Tryptophan">Tryptophan</a> (<a href="/wiki/Tryptophan_(data_page)" title="Tryptophan (data page)">dp</a>)<span style="font-weight:bold;"> ·</span> <a href="/wiki/Tyrosine" title="Tyrosine">Tyrosine</a> (<a href="/wiki/Tyrosine_(data_page)" title="Tyrosine (data page)">dp</a>)</div></td></tr><tr style="height:2px"><td></td></tr><tr><td class="navbox-group" style=";;">Other classifications</td><td style="text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px;;;" class="navbox-list navbox-odd"><div style="padding:0em 0.25em"><a href="/wiki/Essential_amino_acids" title="Essential amino acids" class="mw-redirect">Essential amino acids</a><span style="font-weight:bold;"> ·</span> <a href="/wiki/Ketogenic_amino_acid" title="Ketogenic amino acid">Ketogenic amino acid</a><span style="font-weight:bold;"> ·</span> <a href="/wiki/Glucogenic_amino_acid" title="Glucogenic amino acid">Glucogenic amino acid</a></div></td></tr><tr style="height:2px;"><td></td></tr><tr><td class="navbox-abovebelow" style=";" colspan="2"><b>Major families of <a href="/wiki/Biochemistry" title="Biochemistry">biochemicals</a></b><br /><a href="/wiki/Monosaccharide" title="Monosaccharide">Saccharides</a>/<a href="/wiki/Carbohydrate" title="Carbohydrate">Carbohydrates</a>/<a href="/wiki/Glycoside" title="Glycoside">Glycosides</a><span style="font-weight:bold;"> ·</span> <a href="/wiki/Amino_acid" title="Amino acid">Amino acids</a>/<a href="/wiki/Peptide" title="Peptide">Peptides</a>/<a href="/wiki/Protein" title="Protein">Proteins</a>/<a href="/wiki/Glycoprotein" title="Glycoprotein">Glycoproteins</a><span style="font-weight:bold;"> ·</span> <a href="/wiki/Lipid" title="Lipid">Lipids</a>/<a href="/wiki/Terpene" title="Terpene">Terpenes</a>/<a href="/wiki/Steroid" title="Steroid">Steroids</a>/<a href="/wiki/Carotenoid" title="Carotenoid">Carotenoids</a><span style="font-weight:bold;"> ·</span> <a href="/wiki/Alkaloid" title="Alkaloid">Alkaloids</a>/<a href="/wiki/Nucleobases" title="Nucleobases" class="mw-redirect">Nucleobases</a>/<a href="/wiki/Nucleic_acids" title="Nucleic acids" class="mw-redirect">Nucleic acids</a><span style="font-weight:bold;"> ·</span> <a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">Cofactors</a>/<a href="/wiki/Phenylpropanoids" title="Phenylpropanoids" class="mw-redirect">Phenylpropanoids</a>/<a href="/wiki/Polyketide" title="Polyketide">Polyketides</a>/<a href="/wiki/Tetrapyrrole" title="Tetrapyrrole">Tetrapyrroles</a></td></tr></table></td></tr></table><!-- NewPP limit reportPreprocessor node count: 4106/1000000Post-expand include size: 37909/2048000 bytesTemplate argument size: 13959/2048000 bytesExpensive parser function count: 1/500--><!-- 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<li id="n-portal"><a href="/wiki/Wikipedia:Community_portal" title="About the project, what you can do, where to find things">Community portal</a></li> <li id="n-recentchanges"><a href="/wiki/Special:RecentChanges" title="The list of recent changes in the wiki [r]" accesskey="r">Recent changes</a></li> <li id="n-contact"><a href="/wiki/Wikipedia:Contact_us" title="How to contact Wikipedia">Contact Wikipedia</a></li> <li id="n-sitesupport"><a href="http://wikimediafoundation.org/wiki/Support_Wikipedia/en" title="Support us">Donate to Wikipedia</a></li> <li id="n-help"><a href="/wiki/Help:Contents" title="Guidance on how to use and edit Wikipedia">Help</a></li> </ul> </div> </div> <div class="portlet" id="p-tb"> <h5 lang="en" xml:lang="en">Toolbox</h5> <div class="pBody"> <ul> <li id="t-whatlinkshere"><a href="/wiki/Special:WhatLinksHere/Asparagine" title="List of all English Wikipedia pages containing links to this page [j]" accesskey="j">What links here</a></li> <li id="t-recentchangeslinked"><a href="/wiki/Special:RecentChangesLinked/Asparagine" title="Recent changes in pages linked from this page [k]" accesskey="k">Related changes</a></li><li id="t-upload"><a href="/wiki/Wikipedia:Upload" title="Upload files [u]" accesskey="u">Upload file</a></li><li id="t-specialpages"><a href="/wiki/Special:SpecialPages" title="List of all special pages [q]" accesskey="q">Special pages</a></li> <li id="t-print"><a href="/w/index.php?title=Asparagine&printable=yes" rel="alternate" title="Printable version of this page [p]" accesskey="p">Printable version</a></li> <li id="t-permalink"><a href="/w/index.php?title=Asparagine&oldid=329574982" title="Permanent link to this revision of the page">Permanent link</a></li><li id="t-cite"><a href="/w/index.php?title=Special:Cite&page=Asparagine&id=329574982" title="Information on how to cite this page">Cite this page</a></li> </ul> </div> </div> <div id="p-lang" class="portlet"> <h5 lang="en" xml:lang="en">Languages</h5> <div class="pBody"> <ul> <li class="interwiki-ca"><a href="http://ca.wikipedia.org/wiki/Asparagina">Català</a></li> <li class="interwiki-cs"><a href="http://cs.wikipedia.org/wiki/Asparagin">Česky</a></li> <li class="interwiki-de"><a href="http://de.wikipedia.org/wiki/Asparagin">Deutsch</a></li> <li class="interwiki-es"><a href="http://es.wikipedia.org/wiki/Asparagina">Español</a></li> <li class="interwiki-eo"><a href="http://eo.wikipedia.org/wiki/Asparagino">Esperanto</a></li> <li class="interwiki-eu"><a href="http://eu.wikipedia.org/wiki/Asparagina">Euskara</a></li> <li class="interwiki-fa"><a href="http://fa.wikipedia.org/wiki/%D8%A2%D8%B3%D9%BE%D8%A7%D8%B1%D8%A7%DA%98%DB%8C%D9%86">فارسی</a></li> <li class="interwiki-fr"><a href="http://fr.wikipedia.org/wiki/Asparagine">Français</a></li> <li class="interwiki-ko"><a href="http://ko.wikipedia.org/wiki/%EC%95%84%EC%8A%A4%ED%8C%8C%EB%9D%BC%EA%B8%B4">한국어</a></li> <li class="interwiki-io"><a href="http://io.wikipedia.org/wiki/Asparagino">Ido</a></li> <li class="interwiki-id"><a href="http://id.wikipedia.org/wiki/Asparagina">Bahasa Indonesia</a></li> <li class="interwiki-it"><a href="http://it.wikipedia.org/wiki/Asparagina">Italiano</a></li> <li class="interwiki-he"><a href="http://he.wikipedia.org/wiki/%D7%90%D7%A1%D7%A4%D7%A8%D7%92%D7%99%D7%9F">עברית</a></li> <li class="interwiki-lv"><a href="http://lv.wikipedia.org/wiki/Asparag%C4%ABns">Latviešu</a></li> <li class="interwiki-lb"><a href="http://lb.wikipedia.org/wiki/Asparagin">Lëtzebuergesch</a></li> <li class="interwiki-lt"><a href="http://lt.wikipedia.org/wiki/Asparaginas">Lietuvių</a></li> <li class="interwiki-mk"><a href="http://mk.wikipedia.org/wiki/%D0%90%D1%81%D0%BF%D0%B0%D1%80%D0%B0%D0%B3%D0%B8%D0%BD">Македонски</a></li> <li class="interwiki-nl"><a href="http://nl.wikipedia.org/wiki/Asparagine">Nederlands</a></li> <li class="interwiki-ja"><a href="http://ja.wikipedia.org/wiki/%E3%82%A2%E3%82%B9%E3%83%91%E3%83%A9%E3%82%AE%E3%83%B3">日本語</a></li> <li class="interwiki-oc"><a href="http://oc.wikipedia.org/wiki/Asparagina">Occitan</a></li> <li class="interwiki-pl"><a href="http://pl.wikipedia.org/wiki/Asparagina">Polski</a></li> <li class="interwiki-pt"><a href="http://pt.wikipedia.org/wiki/Asparagina">Português</a></li> <li class="interwiki-ru"><a href="http://ru.wikipedia.org/wiki/%D0%90%D1%81%D0%BF%D0%B0%D1%80%D0%B0%D0%B3%D0%B8%D0%BD">Русский</a></li> <li class="interwiki-sk"><a href="http://sk.wikipedia.org/wiki/Asparag%C3%ADn">Slovenčina</a></li> <li class="interwiki-sl"><a href="http://sl.wikipedia.org/wiki/Asparagin">Slovenščina</a></li> <li class="interwiki-sr"><a href="http://sr.wikipedia.org/wiki/%D0%90%D1%81%D0%BF%D0%B0%D1%80%D0%B0%D0%B3%D0%B8%D0%BD">Српски / Srpski</a></li> <li class="interwiki-fi"><a href="http://fi.wikipedia.org/wiki/Asparagiini">Suomi</a></li> <li class="interwiki-sv"><a href="http://sv.wikipedia.org/wiki/Asparagin">Svenska</a></li> <li class="interwiki-tr"><a href="http://tr.wikipedia.org/wiki/Asparajin">Türkçe</a></li> <li class="interwiki-uk"><a href="http://uk.wikipedia.org/wiki/%D0%90%D1%81%D0%BF%D0%B0%D1%80%D0%B0%D0%B3%D1%96%D0%BD">Українська</a></li> <li class="interwiki-zh"><a href="http://zh.wikipedia.org/wiki/%E5%A4%A9%E5%86%AC%E9%85%B0%E8%83%BA">中文</a></li> </ul> </div> </div> </div><!-- end of the left (by default at least) column --> <div class="visualClear"></div> <div id="footer"> <div id="f-poweredbyico"><a href="http://www.mediawiki.org/"><img src="/skins-1.5/common/images/poweredby_mediawiki_88x31.png" height="31" width="88" alt="Powered by MediaWiki" /></a></div> <div id="f-copyrightico"><a href="http://wikimediafoundation.org/"><img src="/images/wikimedia-button.png" width="88" height="31" alt="Wikimedia Foundation"/></a></div> <ul id="f-list"> <li id="lastmod"> This page was last modified on 4 December 2009 at 00:34.</li> <li 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