Characterization of Aziridine-Forming α-Ketoglutarate-Dependent Oxygenase in l-Isovaline Biosynthesis.
Org Lett
; 26(3): 724-727, 2024 01 26.
Article
em En
| MEDLINE
| ID: mdl-38227980
ABSTRACT
l-Isovaline biosynthesis by TqaLFM-ti from Tolypocladium inflatum was demonstrated in vitro. The biochemical analysis of the α-ketoglutarate-dependent oxygenase TqaL-ti revealed that it produces (2S,3S)-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-ti completely exchanged its stereoselectivity to produce the C-3 stereoisomer. TqaFM-ti generates d-isovaline from (2S,3R)-aziridine-2-carboxylic acid, suggesting that the stereochemistry of the TqaL product defines that of isovaline.
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1
Base de dados:
MEDLINE
Assunto principal:
Aziridinas
/
Ácidos Cetoglutáricos
Idioma:
En
Ano de publicação:
2024
Tipo de documento:
Article