Regioselective Oxidation of (+)-α-Longipinene by Aspergillus niger

Regioselective Oxidation of (+)-α-Longipinene by Aspergillus niger

The regioselective oxidation of (+)-α-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-α-longipinene (2), (-)-(5R)-5,12-dihydroxy-α-longipinene (3), and (+)-1...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of Oleo Science 2010, Vol.59(5), pp.261-265
Hauptverfasser: Sakata, Kazuki, Miyazawa, Mitsuo
Format: Artikel
Sprache:eng
Schlagworte:
(+)-(5S)-5,12-dihydroxy-α-longipinene
(+)-12-hydroxy-α-longipinen-5-one
(+)-α-longipinene
(-)-(5R)-5,12-dihydroxy-α-longipinene
Aspergillus niger
Aspergillus niger - metabolism
Biocatalysis
Biotransformation
Gas Chromatography-Mass Spectrometry
Magnetic Resonance Spectroscopy
Oxidation-Reduction
Sesquiterpenes - chemistry
Sesquiterpenes - metabolism
Spectrophotometry, Infrared
Stereoisomerism
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The regioselective oxidation of (+)-α-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-α-longipinene (2), (-)-(5R)-5,12-dihydroxy-α-longipinene (3), and (+)-12-hydroxy-α-longipinen-5-one (4). These structures were determined by NMR, IR, specific rotation and mass spectral studies.
ISSN:1345-8957
1347-3352
DOI:10.5650/jos.59.261