TCA Cycle Involved Enzymes SucA and Kgd, as well as MenD: Efficient Biocatalysts for Asymmetric C-C Bond Formation

被引:25
作者
Beigi, Maryam [1 ]
Waltzer, Simon [1 ]
Fries, Alexander [1 ]
Eggeling, Lothar [2 ]
Sprenger, Georg A. [3 ]
Mueller, Michael [1 ]
机构
[1] Univ Freiburg, Inst Pharmaceut Sci, D-79104 Freiburg, Germany
[2] Res Ctr Julich, Biotechnol IBG 1, Inst Bio & Geosci, D-52425 Julich, Germany
[3] Univ Stuttgart, Inst Microbiol, D-70569 Stuttgart, Germany
关键词
ALPHA-KETOGLUTARATE DECARBOXYLASE; 2-OXOGLUTARATE DEHYDROGENASE; THIAMIN DIPHOSPHATE; ESCHERICHIA-COLI; ACYLOIN CONDENSATIONS; CARBOLIGASE ACTIVITY; DEPENDENT ENZYMES; GENE; BIOSYNTHESIS; SEQUENCE;
D O I
10.1021/ol3031186
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric mixed carboligation reactions of alpha-ketoglutarate with different aldehydes were explored with the thiamine diphosphate dependent enzymes SucA from E. coli, Kgd from Mycobacterium tuberculosis, and MenD from E. coli. All three enzymes proved to be efficient biocatalysts to selectively deliver chiral delta-hydroxy-gamma-keto acids with moderate to excellent stereoselectivity. The high regloselectivity is due to the preserved role of alpha-ketogiutarate as acyl donor for these enzyme-catalyzed reactions.
引用
收藏
页码:452 / 455
页数:4
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