Resolution of alpha-methylserine derivatives via lipase mediated acetylation

Koźniewski, B.; Kamińska, J. A.

Artykuł - szczegóły

Tytuł artykułu

Resolution of alpha-methylserine derivatives via lipase mediated acetylation

Autorzy

Koźniewski B. , Kamińska J. A.

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Języki publikacji

Abstrakty

(±)-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-methylserine ethyl ester with 94% ee and (R)-O-acetyl-N-benzoyl-α-methylserine ethyl ester with 82% ee.

Słowa kluczowe

alpha-methylserine racemate resolution lipase acetylation organic solvents

alfa-metyloseryna rozdział racematu lipaza acetylowanie rozpuszczalnik organiczny

Wydawca

Wydawnictwo Politechniki Łódzkiej

Czasopismo

Biotechnology and Food Science

Rocznik

2011

Tom

Vol. 75, nr 1

Strony

3--14

Opis fizyczny

Bibliogr. 16 poz.

Twórcy

autor

Koźniewski B.

autor

Kamińska J. A.

Institute of General Food Chemistry, Technical University of Lodz, 90-924 Lodz, Poland, kozniewski@o2.pl

Bibliografia

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Bibliografia

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bwmeta1.element.baztech-article-LOD7-0032-0043