Regioselective oxidation of (+)-alpha-longipinene by Aspergillus niger.
The regioselective oxidation of (+)-alpha-longipinene (1) with sesquiterpen hydrocarbon was investigated using Aspergillus niger (NBRC 4414) as a biocatalyst. Compound 1 was converted to three new terpenoids, (+)-(5S)-5,12-dihydroxy-alpha-longipinene, (-)-(5R)-5,12-dihydroxy-alpha-longipinene, and (+)-12-hydroxy-alpha-longipinen-5-one. These structures were determined by NMR, IR, specific rotation and mass spectral studies.
Sakata
Kazuki
K
Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, Osaka.
Miyazawa
Mitsuo
M
D001234:Aspergillus niger / Q000378:metabolism*; D055162:Biocatalysis; D001711:Biotransformation; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D012717:Sesquiterpenes / Q000737:chemistry* / Q000378:metabolism*; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
D012717:Sesquiterpenes; C410907:longipinene