中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
Theoretical Investigation on the Dissociation of (R)-Benzoin Catalyzed by Benzaldehyde Lyase

文献类型:期刊论文

作者Zhang, Jing1,2; Sheng, Xiang3; Hou, QianQian3; Liu, Yongjun1,3
刊名international journal of quantum chemistry
出版日期2014-03-15
卷号114期号:6页码:375-382
关键词benzaldehyde lyase density functional theory method reaction mechanism THDP-dependent enzyme R-benzoin
ISSN号0020-7608
中文摘要benzaldehyde lyase (bal) is a versatile thiamin diphosphate (thdp)-dependent enzyme with widespread synthetic applications in industry. besides lyase activity, bal also performs the functions as carboligase and decarboxylase. unlike many other thdp-dependent enzymes, the active center of bal is devoid of any acid-base amino acid residues except glu50 and his29, and therefore, the catalytic mechanism of bal is unusual. in this article, the dissociation mechanism of (r)-benzoin to benzaldehyde catalyzed by bal has been studied by using density functional theory method. the calculation results indicate that the whole reaction consists of four elementary steps, and at least two steps contribute to rate-limiting. a big difference with other thdp-dependent enzymes is that, in the first stage of the reaction, the ligation of substrate and thdp ylide is not companied by proton transfer, and in the subsequent transition states and intermediates, the carbonyl oxygen always exists in the form of anion. gln113, his29, and 4-amino group of thdp are found to have the function to stabilize the transition states and intermediates. his29 acts as the proton acceptor in step 2 and proton donor in step 3 using one water molecule as mediator. (c) 2013 wiley periodicals, inc.
英文摘要benzaldehyde lyase (bal) is a versatile thiamin diphosphate (thdp)-dependent enzyme with widespread synthetic applications in industry. besides lyase activity, bal also performs the functions as carboligase and decarboxylase. unlike many other thdp-dependent enzymes, the active center of bal is devoid of any acid-base amino acid residues except glu50 and his29, and therefore, the catalytic mechanism of bal is unusual. in this article, the dissociation mechanism of (r)-benzoin to benzaldehyde catalyzed by bal has been studied by using density functional theory method. the calculation results indicate that the whole reaction consists of four elementary steps, and at least two steps contribute to rate-limiting. a big difference with other thdp-dependent enzymes is that, in the first stage of the reaction, the ligation of substrate and thdp ylide is not companied by proton transfer, and in the subsequent transition states and intermediates, the carbonyl oxygen always exists in the form of anion. gln113, his29, and 4-amino group of thdp are found to have the function to stabilize the transition states and intermediates. his29 acts as the proton acceptor in step 2 and proton donor in step 3 using one water molecule as mediator. (c) 2013 wiley periodicals, inc.
WOS标题词science & technology ; physical sciences
类目[WOS]chemistry, physical ; mathematics, interdisciplinary applications ; physics, atomic, molecular & chemical
研究领域[WOS]chemistry ; mathematics ; physics
关键词[WOS]diphosphate-dependent enzymes ; alpha-hydroxy ketones ; thiamin diphosphate ; pyruvate decarboxylase ; benzoylformate decarboxylase ; pseudomonas-fluorescens ; angstrom resolution ; crystal-structure ; mechanism ; activation
收录类别SCI
语种英语
WOS记录号WOS:000330577400002
公开日期2014-12-19
源URL[http://ir.nwipb.ac.cn/handle/363003/4245]  
专题西北高原生物研究所_中国科学院西北高原生物研究所
作者单位1.Chinese Acad Sci, Northwest Inst Plateau Biol, Xining 810001, Qinghai, Peoples R China
2.Jining Univ, Key Lab Inorgan Chem Univ Shandong, Qufu 273155, Shandong, Peoples R China
3.Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Shandong, Peoples R China
推荐引用方式
GB/T 7714
Zhang, Jing,Sheng, Xiang,Hou, QianQian,et al. Theoretical Investigation on the Dissociation of (R)-Benzoin Catalyzed by Benzaldehyde Lyase[J]. international journal of quantum chemistry,2014,114(6):375-382.
APA Zhang, Jing,Sheng, Xiang,Hou, QianQian,&Liu, Yongjun.(2014).Theoretical Investigation on the Dissociation of (R)-Benzoin Catalyzed by Benzaldehyde Lyase.international journal of quantum chemistry,114(6),375-382.
MLA Zhang, Jing,et al."Theoretical Investigation on the Dissociation of (R)-Benzoin Catalyzed by Benzaldehyde Lyase".international journal of quantum chemistry 114.6(2014):375-382.

入库方式: OAI收割

来源:西北高原生物研究所

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