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Reaction of glycine with glyoxylate: Competing transaminations, aldol reactions, and decarboxylations

机译:甘氨酸与乙醛酸甲酸盐的反应:竞争剪突,醛醇反应和脱羧

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Abstract > The reactions of glycine, a simple amino acid, with glyoxylate, a simple α‐oxocarboxylate, were investigated in water as a function of time, pH, and temperature and followed using a combination of quantitative 13 C nuclear magnetic resonance and high‐resolution mass spectrometry. Three sets of experiments are reported: (1) reaction of 13 C‐labeled glycine with unlabeled glyoxylate, (2) reaction of unlabeled glycine with 13 C‐labeled glyoxylate, and (3) the reaction of 13 C‐labeled glycine with 13 C‐labeled glyoxylate. Competing transaminations, aldol reactions, and decarboxylations were observed; the mechanistic description for each of these processes is presented. 3‐Hydroxy‐2‐aminosuccinate, a product of reaction between glycine and glyoxylate, was shown to promote both the decarboxylation of glyoxylate and transamination of glyoxylate to glycine. These observations may have implications for the mechanism of attenuation of ethylene glycol toxicity. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译:</span><abstract type =“main”xml:lang =“en”> <标题类型=“main”>摘录</标题> >甘氨酸,一个简单的氨基酸,用乙醛酸,简单的α-氧化羧酸盐,作为时间,pH和温度的函数在水中进行研究,然后使用定量 13-sup> c核磁共振和高分辨率质谱法的组合。报道了三组实验:(1) 13 + C-标记的甘油的反应,其中未标记的乙酰甲磺酸盐,(2)与 13-sup> c-标记的乙醛酸甲酸酯,和(3)用 13-sup> C-标记的乙醛酸甲磺酸甲酸酯的甘油混合物的反应。观察到竞争的映敏,醛醇反应和脱羧;提出了每个过程的机械描述。 3-羟基-2-氨基琥珀酸盐,显示甘氨酸和乙醛酸甲酸盐之间的反应产物,以促进乙醛酸甲磺酸盐的脱羧和乙醛酰化到甘氨酸中的脱羧。这些观察结果可能对乙二醇毒性衰减的机制有影响。 </ p> </ abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-35546/'>《Journal of Physical Organic Chemistry》</a> <b style="margin: 0 2px;">|</b><span>2017年第12期</span><b style="margin: 0 2px;">|</b><span>共9页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Conley Mark&option=202" target="_blank" rel="nofollow">Conley Mark;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Mojica Mike&option=202" target="_blank" rel="nofollow">Mojica Mike;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Mohammed Fiaz&option=202" target="_blank" rel="nofollow">Mohammed Fiaz;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Chen Ke&option=202" target="_blank" rel="nofollow">Chen Ke;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Napoline Jonathan W.&option=202" target="_blank" rel="nofollow">Napoline Jonathan W.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Pollet Pamela&option=202" target="_blank" rel="nofollow">Pollet Pamela;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Wang Jing&option=202" target="_blank" rel="nofollow">Wang Jing;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Krishnamurthy Ramanarayanan&option=202" target="_blank" rel="nofollow">Krishnamurthy Ramanarayanan;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Liotta Charles L.&option=202" target="_blank" rel="nofollow">Liotta Charles L.;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>School of Chemical and Biomolecular EngineeringGeorgia Institute of TechnologyAtlanta GA 30332 USA;</p> <p>School of Chemistry and BiochemistryGeorgia Institute of TechnologyAtlanta GA 30332 USA;</p> <p>School of Chemical and Biomolecular EngineeringGeorgia Institute of TechnologyAtlanta GA 30332 USA;</p> <p>School of Chemistry and BiochemistryGeorgia Institute of TechnologyAtlanta GA 30332 USA;</p> <p>School of Chemistry and BiochemistryGeorgia Institute of TechnologyAtlanta GA 30332 USA;</p> <p>School of Chemistry and BiochemistryGeorgia Institute of TechnologyAtlanta GA 30332 USA;</p> <p>Department of Chemistry and BiochemistryJackson State UniversityJackson MS 39217 USA;</p> <p>Department of ChemistryThe Scripps Research InstituteLa Jolla CA 92037 USA;</p> <p>School of Chemistry and BiochemistryGeorgia Institute of TechnologyAtlanta GA 30332 USA;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/4796.html" title="有机化学一般性问题">有机化学一般性问题;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=aldol reaction&option=203" rel="nofollow">aldol reaction;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=decarboxylation&option=203" rel="nofollow">decarboxylation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=transamination&option=203" rel="nofollow">transamination;</a> </p> <div class="translation"> 机译:醛醇反应;脱羧;崩解; 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