Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii
Electron. j. biotechnol
; 10(4): 500-507, oct. 2007. ilus, graf, tab
Article
em En
| LILACS
| ID: lil-504125
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ABSTRACT
This work describes the bioconversion of (-)- and (+)-alpha-pinene (2,6,6-trimethyl-bicyclo[3.1.1]hept-2-ene), targeted at the production of (-)- and (+)-verbenone (4,6,6-trimethyl-bicyclo (3.1.1) hept-3-en-2-one), respectively, using Psychotria brachyceras and Rauvolfia sellowii cell suspension cultures. P. brachyceras showed selectivity to (-)-alpha-pinene with 80.9 percent conversion (relative integrated area gas chromatography-mass spectrometry (GC-MS)) of (-)-verbenone in 10-day-incubation, whereas R. sellowii was able to convert both pinene enantiomers (37.6% conversion of (-)-verbenone in 7-day-incubation and 32.2% conversion of (+)-verbenone in 10-day-incubation). In both systems trans-verbenol was formed as main product and then slowly biocatalyzed to verbenone. Verbenone were also present among the autoxidation products during control experiments, but in much lower amounts and accompanied by several by-products, highlighting the usefulness of the biotransformation process.
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LILACS
Assunto principal:
Terpenos
/
Monoterpenos
Idioma:
En
Revista:
Electron. j. biotechnol
Assunto da revista:
BIOTECNOLOGIA
Ano de publicação:
2007
Tipo de documento:
Article