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

TCA Cycle Involved Enzymes SucA and Kgd, as well as MenD: Efficient Biocatalysts for Asymmetric C-C Bond Formation
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DOI:
10.1021/ol3031186
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发表时间:
2013-02-01
期刊:
影响因子:
5.2
通讯作者:
Mueller, Michael
Mueller, Michael
中科院分区:
化学1区
文献类型:
--
作者:
Beigi, Maryam;Waltzer, Simon;Mueller, Michael

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研究了α-酮戊二酸与不同醛的不对称混合醛化反应。大肠杆菌的Kgd、结核分枝杆菌的Kgd和大肠杆菌的MenD。杆菌所有三种酶都被证明是有效的生物催化剂,以中等至优异的立体选择性选择性地递送手性δ-羟基-γ-酮酸。高的再选择性是由于保留了α-酮戊二酸作为这些酶催化反应的酰基供体的作用。
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.