Zhou Lu, Awakawa Takayoshi, Ushimaru Richiro, Kanaida Masahiro, Abe Ikuro
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1, Bunkyo-ku, Tokyo 113-0033, Japan.
RIKEN Center for Sustainable Resource Science, 2-1, Hirosawa, Wako, Saitama 351-0198, Japan.
Org Lett. 2024 Jan 26;26(3):724-727. doi: 10.1021/acs.orglett.3c04185. Epub 2024 Jan 16.
l-Isovaline biosynthesis by TqaLFM- from was demonstrated . The biochemical analysis of the α-ketoglutarate-dependent oxygenase TqaL- revealed that it produces (2,3)-3-ethyl-3-methylaziridine-2-carboxylic acid from l-isoleucine, thus exhibiting a stereoselectivity different from those of the reported homologues. Remarkably, a single mutation on I295 in TqaL- completely exchanged its stereoselectivity to produce the C-3 stereoisomer. TqaFM- generates d-isovaline from (2,3)-aziridine-2-carboxylic acid, suggesting that the stereochemistry of the TqaL product defines that of isovaline.
已证明TqaLFM-可生物合成L-异缬氨酸。对依赖α-酮戊二酸的加氧酶TqaL-的生化分析表明，它可从L-异亮氨酸生成(2,3)-3-乙基-3-甲基氮杂环丙烷-2-羧酸，因此表现出与已报道的同系物不同的立体选择性。值得注意的是，TqaL-中I295的单个突变完全改变了其立体选择性，从而生成C-3立体异构体。TqaFM-可从(2,3)-氮杂环丙烷-2-羧酸生成D-异缬氨酸，这表明TqaL产物的立体化学决定了异缬氨酸的立体化学。
