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Titolo:
OPTICAL RESOLUTION OF RACEMIC PANTOIC ACID THROUGH MICROBIAL STEREOSELECTIVE LACTONIZATION IN AN ORGANIC SOLVENT WATER 2-PHASE SYSTEM/
Autore:
KATAOKA M; HIRAKATA M; SAKAMOTO K; YAMADA H; SHIMIZU S;
Indirizzi:
KYOTO UNIV,FAC AGR,DEPT AGR CHEM,SAKYO KU,KITASHIRAKAWA OIWAKECHO KYOTO 60601 JAPAN KYOTO UNIV,FAC AGR,DEPT AGR CHEM,SAKYO KU KYOTO 60601 JAPAN
Titolo Testata:
Enzyme and microbial technology
fascicolo: 4, volume: 19, anno: 1996,
pagine: 307 - 310
SICI:
0141-0229(1996)19:4<307:ORORPA>2.0.ZU;2-P
Fonte:
ISI
Lingua:
ENG
Soggetto:
D-(-)-PANTOYL LACTONE; STEREOSPECIFIC REDUCTION; D(-)-PANTOYL LACTONE; ENZYMATIC PRODUCTION; KETOPANTOYL LACTONE; PURIFICATION; CONVERSION; OXIDATION; MIXTURE;
Keywords:
STEREOSELECTIVE; ENZYMATIC LACTONIZATION; LACTONOHYDROLASE; FUSARIUM OXYSPORUM; PANTOIC ACID; PANTOYL LACTONE;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
13
Recensione:
Indirizzi per estratti:
Citazione:
M. Kataoka et al., "OPTICAL RESOLUTION OF RACEMIC PANTOIC ACID THROUGH MICROBIAL STEREOSELECTIVE LACTONIZATION IN AN ORGANIC SOLVENT WATER 2-PHASE SYSTEM/", Enzyme and microbial technology, 19(4), 1996, pp. 307-310

Abstract

The lactonohydrolase-catalyzed stereospecific lactonization of o-pantoic acid (D-PA) to o-pantoyl lactone (D-PL) was shown to be a promising reaction for the optical resolution of racemic PA. When 385 mM DL-PAwas incubated with washed cells of Fusarium oxysporum AKU 3702 showing high lactonohydrolase activity at 30 degrees C for 14 h at pH 4.5-5,40% of the PA was lactonized with an enantioselectivity of 83% ee forthe D-isomer. In an organic solvent-water two-phase system in which an aqueous solution of 1,540 mM DL-PA (200 mg ml(-1) as DL-PL) containing 50 mM CaCl2 and cells was incubated with ethyl acetate at 30 degrees C for 20 h at pH 4.5-5, D-PA in the racemic mixture was almost stoichiometrically lactonized to D-PL (90% ee). This improvement Mms suggested to be due to a shift of the reaction equilibrium during the lactonization on extraction of the reaction product, i.e., D-PL into the organic phase.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 25/09/20 alle ore 09:47:05