Thioester Hydrolysis and C-C Bond Formation by Carboxymethyl-proline Synthase from the Crotonase Superfamily

被引：22

作者：

Batchelar, Edward T. ^{[1
]}

Hamed, Refaat B. ^{[1
]}

Ducho, Christian ^{[1
]}

Claridge, Timothy D. W. ^{[1
]}

Edelmann, Mariola J. ^{[2
]}

Kessler, Benedikt ^{[2
]}

Schofield, Christopher J. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Oxford OX1 3TA, England

[2] Univ Oxford, Dept Clin Med, Oxford OX1 3TA, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 48期

基金：

英国医学研究理事会; 英国生物技术与生命科学研究理事会;

关键词：

biosynthesis; enols; enzyme catalysis; hydrolysis; NMR spectroscopy;

D O I：

10.1002/anie.200803906

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Enzyme in action: Labeling studies and the finding that carboxymethylproline synthase catalyzes production of deuterated (2S,5S)-6,6′-dimethyl-trans-carboxymethylproline (3) from dimethylmalonyl-CoA (1) and labeled l-pyrroline-5-carboxylate (2) limit possible mechanisms of C-C bond formation and thioester hydrolysis. A key feature in the catalysis is that intermediates are stabilized by hydrogen bonds in the oxy-anion hole" of the enzyme (dark curve in scheme). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA."

引用

页码：9322 / 9325

页数：4

共 15 条

[1] GLUTAMATE GAMMA-SEMIALDEHYDE AS A NATURAL TRANSITION-STATE ANALOG INHIBITOR OF ESCHERICHIA-COLI GLUCOSAMINE-6-PHOSPHATE SYNTHASE [J].