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Esterifications of 1‐ and rac ‐2‐octanols with selected acids and acid derivatives using lipases
Author(s) -
Sonnet Philip E.,
Moore Gordon G.
Publication year - 1988
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02536343
Subject(s) - candida rugosa , chemistry , lipase , organic chemistry , aspergillus niger , alcohol , triacylglycerol lipase , residue (chemistry) , chromatography , enzyme , biochemistry
Several aliphatic acids and their ethyl, isopropenyl and 2,2,2‐trichloroethyl esters were allowed to react with 1‐ and 2‐octanols catalyzed by commercial lipase preparations of porcine pancreas and the fungi Candida rugosa, Aspergillus niger and Mucor miehei . Comparisons of reactivity of the acids and esters were made in common organic solvents using the primary alcohol. Reactions of octanoic acid and its esters with 2‐octanol in hexane allowed an evaluation of stereoselectivity of the lipases with different substrates that carried the same (octanoyl) residue. A partial resolution of rac ‐2‐hexadecanol with A. niger lipase is described, and the utility of lipase selectivities (stereo, positional, fatty acid and ester) is discussed with reference to the data presented.