Sugar-assisted kinetic resolution of amino acids and amplification of enantiomeric excess of organic molecules

Cordova A; Sunden H; Xu YM; Ibrahem I; Zou WB; Engqvist M

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Sugar-assisted kinetic resolution of amino acids and amplification of enantiomeric excess of organic molecules

机译：糖的氨基酸动力学分解和对映体过量的有机分子的扩增

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The origins of biological homochirality have intrigued researchers since Pasteur's discovery of the optical activity of biomolecules. Herein, we propose and demonstrate a novel alternative for the evolution of homochirality that is not based on autocatalysis and forges a direct relationship between the chirality of sugars and amino acids. This process provides a mechanism in which a racemic mixture of an amino acid can catalyze the formation of an optically active organic molecule in the presence of a sugar product of low enantiomeric excess.

机译：自巴斯德（Basteur）发现生物分子的光学活性以来，生物同质性的起源引起了研究人员的兴趣。在本文中，我们提出并证明了一种不基于自催化作用的同手性进化的新选择，并且在糖和氨基酸的手性之间建立了直接关系。该方法提供了一种机制，其中在低对映体过量的糖产物存在下，氨基酸的外消旋混合物可催化光学活性有机分子的形成。

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《Chemistry: A European journal》 |2006年第21期|共6页
作者
Cordova A; Sunden H; Xu YM; Ibrahem I; Zou WB; Engqvist M;
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正文语种 eng
中图分类化学;
关键词
amino acids; asymmetric amplification; homochirality; kinetic resolution; sugars; ASYMMETRIC AUTOCATALYSIS; ALDOL REACTIONS; CATALYZED NEOGENESIS; ALPHA-AMINOXYLATION; CHIRAL MOLECULE; PROLINE; HOMOCHIRALITY; ALDEHYDES; ORIGINS; KETONES;

机译：氨基酸;不对称扩增;同源性;动力学拆分;糖;不对称自催化;ALDOL反应;催化新生成;α-氨氧化;手性分子;脯氨酸;同质性;醛;原糖;酮;

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1. Sugar-assisted kinetic resolution of amino acids and amplification of enantiomeric excess of organic molecules [J] . Cordova A, Sunden H, Xu YM, Chemistry: A European journal . 2006,第21期

机译：糖的氨基酸动力学分解和对映体过量的有机分子的扩增
2. Determination of enantiomeric excess of some amino acids by second-order calibration of kinetic-fluorescence data [J] . Naghashian-Haghighi Azadeh, Hemmateenejad Bahram, Shamsipur Mojtaba Analytical Biochemistry: An International Journal of Analytical and Preparative Methods . 2018,第期

机译：通过动力学 - 荧光数据的二阶校正测定一些氨基酸的对映体过量
3. Determination of enantiomeric excess of some amino acids by second-order calibration of kinetic-fluorescence data [J] . Naghashian-Haghighi Azadeh, Hemmateenejad Bahram, Shamsipur Mojtaba Analytical Biochemistry: An International Journal of Analytical and Preparative Methods . 2018,第期

机译：通过动力学 - 荧光数据的二阶校正测定一些氨基酸的对映体过量
4. Synthesis and Application of Chiral α-Amino Acids by Kinetic Resolution of Urethane-Protected α-Amino Acid N-Carboxyanhydrides with Modified Cinchona Alkaloid Catalysts [C] . Jianfeng Hang, Yutaka Ishii, Yoshiro Furukawa, Asymmetric synthesis and application of α-amino acids . 2007

机译：改性金鸡纳生物碱催化剂动力学拆分氨基甲酸酯保护的α-氨基酸N-羧酸酐合成手性α-氨基酸及其应用
5. Enzymes as catalysts for organic synthesis: Kinetic resolution of unnatural amino acids and alpha-chiral carboxylic acids using acylase I and in situ regeneration of NAD from NADH using lactate dehydrogenase [D] . Chenault, Henry Keith 1989

机译：酶作为有机合成的催化剂：使用酰基转移酶I动力学分解非天然氨基酸和α-手性羧酸，使用乳酸脱氢酶从NADH原位再生NAD
6. New Enzymatic Method of Chiral Amino Acid Synthesis by Dynamic Kinetic Resolution of Amino Acid Amides: Use of Stereoselective Amino Acid Amidases in the Presence of α-Amino-ɛ-Caprolactam Racemase [O] . Shigenori Yamaguchi, Hidenobu Komeda, Yasuhisa Asano 2007

机译：通过动态动力学拆分氨基酸酰胺合成手性氨基酸的新酶法：在α-氨基-ɛ-己内酰胺消旋酶存在下使用立体选择性氨基酸酰胺酶
7. Determination of Enantiomeric Excess and Concentration of Unprotected Amino Acids, Amines, Amino Alcohols, and Carboxylic Acids by Competitive Binding Assays with a Chiral Scandium Complex [O] . -1

机译：用手性钪络合物竞争结合测定法测定未受保护的氨基酸，胺，氨基醇和羧酸的对映体过量和羧酸

Sugar-assisted kinetic resolution of amino acids and amplification of enantiomeric excess of organic molecules

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