Medizinische Universität Graz Austria/Österreich - Forschungsportal - Medical University of Graz
Gewählte Publikation:
Kovac, A; Stadler, P; Haalck, L; Spener, F; Paltauf, F.
Hydrolysis and esterification of acylglycerols and analogs in aqueous medium catalyzed by microbial lipases.
Biochim Biophys Acta. 1996; 1301(1-2):57-66
Doi: 10.1016/0005-2760(96)00018-5
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- Co-Autor*innen der Med Uni Graz
- Spener Friedrich
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- Abstract:
- 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.
- Find related publications in this database (using NLM MeSH Indexing)
- Chromobacterium - enzymology
- Esters - metabolism
- Glycerides - metabolism
- Hydrolysis -
- Lipase - pharmacology
- Molecular Conformation -
- Rhizopus - enzymology
- Find related publications in this database (Keywords)
- lipase, microbial
- acylglycerol
- alkylglycerol
- stereoselective hydrolysis
- esterification
- isomerization