TCA cycle involved enzymes SucA and Kgd, as well as MenD: efficient biocatalysts for asymmetric C-C bond formation

MARYAM BEIGI; SIMON WALTZER; ALEXANDER FRIES; LOTHAR EGGELING; GEORG A. SPRENGER; MICHAEL MÜLLER

ORGANIC LETTERS

AMER CHEMICAL SOC

Lugar: Washington; Año: 2013 vol. 15 p. 452 - 455

1523-7060

Asymmetric mixed carboligation reactions of α-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 δ-hydroxy-γ-keto acids with moderate to excellent stereoselectivity. The high regioselectivity is due to the preserved role of α-ketoglutarate as acyl donor for these enzyme-catalyzed reactions.