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Natural estolides produced by Pseudomonas sp. 42A2 grown on oleic acid: Production and characterization
Author(s) -
Peláez M.,
Orellana C.,
Marqués A.,
Busquets M.,
Guerrero A.,
Manresa A.
Publication year - 2003
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-003-0786-x
Subject(s) - chemistry , oleic acid , lipase , pseudomonas , pseudomonadaceae , incubation , stereochemistry , strain (injury) , enzyme , double bond , bacteria , organic chemistry , medicinal chemistry , biochemistry , medicine , biology , genetics
Estolides are a group of FA polyesters resulting from ester bond formation between a hydroxyl or olefinic group of one FA and the terminal carboxyl group of a second FA. These products are commonly found in trace amounts, forming tetraglycerides in several oil seed plants, and have been produced by acid clay and enzymatic catalysis in vitro . In this study, natural estolides produced by a bacterial culture are presented for the first time. Pseudomonas sp. 42A2 produced ( E )‐10‐hydroxy‐8‐octadecenoic acid and ( E )‐7,10‐dihydroxy‐8‐octadecenoic acid when grown on oleic acid. It is suggested that these FA were polymerized in culture by a lipase produced by the bacterial strain, resulting in a mixture of estolides. These compounds amounted to 3.8 g/L after 72 h of incubation. LC‐MS analysis indicated that the types of estolides formed were dimers ( m/z 560–610), trimers ( m/z 845–906), tetramers ( m/z 1122–1202), pentamers ( m/z 1328–1424), and hexamers ( m/z 1554–1788), with a relative abundance of 27.5, 19.4, 15, 9.7, and 11%, respectively. This is the first report in which hexamers were detected in a bacterial culture.