夏仕文.氨基酸氧化酶催化合成非天然手性氨基酸研究进展[J].分子催化编辑部,2015,(3):288-298
氨基酸氧化酶催化合成非天然手性氨基酸研究进展
Advances in the Amino Acid Oxidase-catalyzed Synthesis of Non-natural Chiral Amino Acids
投稿时间:2015-05-19  修订日期:2015-06-06
DOI:
中文关键词:  D-氨基酸氧化酶,L-氨基酸氧化酶,动力学拆分,去消旋化,非天然手性氨基酸
英文关键词:D-amino acid oxidase  L-amino acid oxidase  kinetic resolution  deracemization  non-natural chiral amino acid
基金项目:重庆市科技攻关计划项目(CSTC2009AC5088),重庆市“企业科技特派员-百人计划行动”项目(CSTC2009DA-B21)
作者单位E-mail
夏仕文 重庆邮电大学生物信息学院 xiasw@cqupt.edu.cn 
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中文摘要:
      氨基酸氧化酶是一种黄素结合蛋白酶,立体特异地催化α-氨基酸氧化脱氢形成亚氨基酸中间体,同时伴随分子氧还原为过氧化氢。亚氨基酸自动水解为α-酮酸和氨。氨基酸氧化酶按底物特异性分为L-氨基酸氧化酶和D-氨基酸氧化酶两大类,对映互补地催化L-氨基酸和D-氨基酸氧化脱氢。氨基酸氧化酶/过氧化氢酶组合体系催化DL-氨基酸动力学拆分同时合成非天然手性氨基酸和α-酮酸。氨基酸氧化酶与化学还原剂或其他酶如氨基酸脱氢酶或转氨酶的组合体系催化消旋氨基酸去消旋化,以高的收率合成对映纯非天然手性氨基酸。本文评述氨基酸氧化酶催化合成非天然手性氨基酸的研究进展,并对其未来发展趋势进行了展望。
英文摘要:
      Amino acid oxidase (AAO) is a flavoenzyme containing flavin adenine dinucleotide(FAD),which catalyzes the stereospecific dehydrogenation of α-amino acid to α-imino acid intermediate,along with the reduction of molecular oxygen to hydrogen peroxide. α-imino acid is hydrolyzed to α-keto acid and ammonia spontaneously. According to the substrate specificity, Amino acid oxidases are classfied into L-, and D-amino acid oxidase which catalyze the oxidative dehydrogenation of L-, and D-amino acid respectively. The simultaneous synthesis of non-natural chiral amino acid and α-keto acid is realized through the amino acid oxidase-catalyzed kinetic resolution of DL-amino acid. The combination system of the enantioselective, Enantiocomplementary L- and D-amino acid oxidase with chemical reductants or other enzymes such as amino acid dehydrogenase and transaminase enables to realize the effective deracemization of DL-amino acid and the production of enantiopure non-natural chiral amino acids in a high yield. This article reviewed the research progress in the amino acid oxidase-catalyzed synthesis of non-natural chiral amino acids and expected the future development trend.
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