158094-91-8Relevant academic research and scientific papers
Biotransformation of a biosynthetic intermediate mimic of nonactin by Streptomyces griseus
Hanadatea, Tadaatsu,Takaia, Kentaro,Abe, Naoki,Yamada, Teiko,Kuwahara, Shigefumi,Kiyota, Hiromasa
, p. 93 - 98 (2011)
A mimic of a plausible biosynthetic intermediate of bishomononactic acid, one of the monomers of macrotetrolide antibiotics (polynactin), was synthesized as a thiol ester. FAB-MS analysis showed that fermentation of polynactin producing Streptomyces griseus with the compound, afforded the unnatural polynactins containing bishomononactic acid(s). Copyright by Walter de Gruyter.
Enantioselective microbial hydrolysis of dissymmetrical cyclic carbonates with disubstitution
Nogawa, Masaki,Sugawara, Satomi,Iizuka, Rie,Shimojo, Megumi,Ohta, Hiromichi,Hatanaka, Minoru,Matsumoto, Kazutsugu
, p. 12071 - 12083 (2007/10/03)
Enantioselective microbial hydrolysis of C1 and C2 dissymmetrical cyclic carbonates with disubstitution (methyl and another groups) has been developed. Pseudomonas diminuta (FU0090), a bacterium, efficiently catalyzes the hydrolysis of five-membered cyclic carbonates. While the trans-substrates are hydrolyzed with low enantioselectivities and/or reactivities, the microbe hydrolyzes the cis-substrates with very high enantioselectivities to afford the corresponding almost optically pure anti-(2R,3S)-diols. On the other hand, six-membered trans-cyclic carbonates are enantioselectively hydrolyzed to afford the corresponding optically active syn-(2R,4R)-diols, although the hydrolysis of the cis-substrates gives racemic compounds. In all cases, the enzyme prefers the (R)-enantiomer for the carbon atom bearing a methyl group.
