T. Kaneshiro et al., 9(Z)-OCTADECENAMIDE AND FATTY AMIDES BY BACILLUS-MEGATERIUM (B-3437) CONVERSION OF OLEIC-ACID, Journal of the American Oil Chemists' Society, 71(5), 1994, pp. 491-494
9(Z)-Octadecenamide, hexadecenamide, tetradecenamide and tetradecanami
de were produced by a novel bioconversion of oleic acid with Bacillus
megaterium NRRL B-3437. Although chemical synthesis is more practical,
the bioconversion to fatty amides (5-7% of total recovered lipids) wa
s unique for its requirement of both enzymatic catalysis and equimolar
oleic acid/ammonium salt substrates. Purified octadecenamide was obta
ined by silica gel and high-pressure liquid chromatographic procedures
and was characterized by gas chromatography, mass spectrometry, infra
red and nuclear magnetic resonance.