Resolution of α-methylserine Derivatives via Lipase Mediated Acetylation

• Autorzy: Bartłomiej Koźniewski , Janina E. Kamińska
• Języki publikacji: EN

Abstrakty

EN

(±)-N-Benzoyl-α-methylserine ethyl ester and (±)-4- hydroxymethyl-4-methyl-2-phenyl-1,3-oxazol-5(4H)-one were synthesized and used as substrates for enzyme catalyzed kinetic resolution in organic solvents. Several lipases active for O-acetylation of both compounds were found. The most active enzymes were screened for influence of solvent, acetyl donor type, its concentration, biocatalyst quantity and reaction temperature on resolution rate and enantioselectivity ratio E. For acetylation of (±)-N-benzoyl-α-methylserine ethyl ester with isopropenyl acetate in the presence of Novozym®435 the highest enantioselectivity E = 35 was found, yielding at 54% conversion (S)-N-Benzoyl-α-methylserineethyl ester with 94% ee and (R)-O-acetyl-N-benzoyl-α-methylserine ethyl ester with 82% ee.(original abstract)

Słowa kluczowe

EN

Chemistry; Food chemistry

PL

Chemia; Chemia spożywcza

• Czasopismo: Biotechnology and Food Science
• Rocznik: 2011
• Numer: z. 75, nr 1
• Strony: 3--14

Twórcy

autor

Bartłomiej Koźniewski

• Technical University of Lodz, Poland

autor

Janina E. Kamińska

• Technical University of Lodz, Poland

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