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Titolo:
Complex of Burkholderia cepacia lipase with transition state analogue of 1-phenoxy-2-acetoxybutane - Biocatalytic, structural and modelling study
Autore:
Luic, M; Tomic, S; Lescic, I; Ljubovic, E; Sepac, D; Sunjic, V; Vitale, L; Saenger, W; Kojic-Prodic, B;
Indirizzi:
Rudjer Boskovic Inst, HR-10002 Zagreb, Croatia Rudjer Boskovic Inst Zagreb Croatia HR-10002 t, HR-10002 Zagreb, Croatia Free Univ Berlin, Inst Chem Kristallog, D-1000 Berlin, Germany Free Univ Berlin Berlin Germany D-1000 ristallog, D-1000 Berlin, Germany
Titolo Testata:
EUROPEAN JOURNAL OF BIOCHEMISTRY
fascicolo: 14, volume: 268, anno: 2001,
pagine: 3964 - 3973
SICI:
0014-2956(200107)268:14<3964:COBCLW>2.0.ZU;2-X
Fonte:
ISI
Lingua:
ENG
Soggetto:
PSEUDOMONAS-CEPACIA; SECONDARY ALCOHOLS; SEC-ALCOHOLS; CATALYZED ACETYLATION; CANDIDA-ANTARCTICA; OPEN CONFORMATION; ENANTIOSELECTIVITY; RESOLUTION; HYDROLYSIS; BINDING;
Keywords:
Burkholderia/Pseudomonas cepacia lipase; racemic sec alcohols; transition state (TS) analogue; crystal structure; molecular modelling;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
50
Recensione:
Indirizzi per estratti:
Indirizzo: Luic, M Rudjer Boskovic Inst, POB 180, HR-10002 Zagreb, Croatia Rudjer Boskovic Inst POB 180 Zagreb Croatia HR-10002 reb, Croatia
Citazione:
M. Luic et al., "Complex of Burkholderia cepacia lipase with transition state analogue of 1-phenoxy-2-acetoxybutane - Biocatalytic, structural and modelling study", EUR J BIOCH, 268(14), 2001, pp. 3964-3973

Abstract

In a series of four racemic phenoxyalkyl-alkyl carbinols, 1-phenoxy-2-hydroxybutane (1) is enantioselectively acetylated by Burkholderia cepacia (formerly Pseudomonas cepacia) lipase with an E value greater than or equal to 200, whereas for the other three racemates E was found to be less than or equal to4. To explain the high preference of B. cepacia lipase for (R)-(+)-1, a precursor of its transition state analogue with a tetrahedral P-atom, (RPSP)-O-(2R)-(1-phenoxybut-2-yl)-methylphosphonic acid chloride was prepared and crystallized in complex with B. cepacia lipase. The X-ray structure of the complex was determined, allowing to compare the conformation of the inhibitor with results of molecular modelling.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 05/12/20 alle ore 01:26:00