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Hydrolysis and esterification of acylglycerols and analogs in aqueous medium catalyzed by microbial lipases.
Kovac, A; Stadler, P; Haalck, L; Spener, F; Paltauf, F.
Afiliação
  • Kovac A; Institut für Biochemie and Lebensmittelchemie, Technische Universität Graz, Austria.
Biochim Biophys Acta ; 1301(1-2): 57-66, 1996 May 31.
Article em En | MEDLINE | ID: mdl-8652651
The stereoselectivity of microbial lipases from Chromobacterium viscosum (CVL) and Rhizopus arrhizus (RAL) towards monoacylglycerols (rac-1(3)-oleoylglycerol and 2-oleoylglycerol), diacylglycerols (1,3-dioleoylglycerol and rac-1,2(2,3)-dioleoylglycerol) and 2-O-ether analogs (rac-1(3)-oleoyl-2-O-hexadecylglycerol and rac-1(3)-octanoyl-2-O-hexadecylglycerol) was determined. The results of the hydrolysis of 2-O-ether analogs confirmed the importance of the substituent at C-2 of acylglycerols in the stereoselective recognition by microbial lipases and also showed that acylation of mono- and diradylglycerols with oleic acid overlaps the hydrolysis reaction in aqueous medium. With the short-chain, water-soluble octanoic acid no significant esterification occurred. Using rac-1,2(2,3)-dioleoylglycerol as a substrate for the hydrolysis with RAL and CVL, the appearance of 1,3-dioleoylglycerol and of 1(3)-monooleoylglycerol was demonstrated. The possibility of chemical vs. enzyme-catalyzed isomerization of 1,2-dioleoylglycerol and of 2-oleoylglycerol is discussed.
Assuntos
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Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Rhizopus / Chromobacterium / Glicerídeos / Lipase Idioma: En Ano de publicação: 1996 Tipo de documento: Article
Buscar no Google
Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Rhizopus / Chromobacterium / Glicerídeos / Lipase Idioma: En Ano de publicação: 1996 Tipo de documento: Article