Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii
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 cul...
Guardado en:
| Autores principales: | , , , |
|---|---|
| Lenguaje: | English |
| Publicado: |
Pontificia Universidad Católica de Valparaíso
2007
|
| Materias: | |
| Acceso en línea: | http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582007000400003 |
| Etiquetas: |
Agregar Etiqueta
Sin Etiquetas, Sea el primero en etiquetar este registro!
|
| id |
oai:scielo:S0717-34582007000400003 |
|---|---|
| record_format |
dspace |
| spelling |
oai:scielo:S0717-345820070004000032009-01-19Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowiiLimberger,Renata PereiraAleixo,Adriana MendesFett-Neto,Arthur GermanoHenriques,Amélia T alpha-pinene biotransformation verbenol verbenone 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% 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.info:eu-repo/semantics/openAccessPontificia Universidad Católica de ValparaísoElectronic Journal of Biotechnology v.10 n.4 20072007-10-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582007000400003en10.4067/S0717-34582007000400003 |
| institution |
Scielo Chile |
| collection |
Scielo Chile |
| language |
English |
| topic |
alpha-pinene biotransformation verbenol verbenone |
| spellingShingle |
alpha-pinene biotransformation verbenol verbenone Limberger,Renata Pereira Aleixo,Adriana Mendes Fett-Neto,Arthur Germano Henriques,Amélia T Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii |
| description |
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% 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. |
| author |
Limberger,Renata Pereira Aleixo,Adriana Mendes Fett-Neto,Arthur Germano Henriques,Amélia T |
| author_facet |
Limberger,Renata Pereira Aleixo,Adriana Mendes Fett-Neto,Arthur Germano Henriques,Amélia T |
| author_sort |
Limberger,Renata Pereira |
| title |
Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii |
| title_short |
Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii |
| title_full |
Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii |
| title_fullStr |
Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii |
| title_full_unstemmed |
Bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii |
| title_sort |
bioconversion of (+)- and (-)-alpha-pinene to (+)- and (-)-verbenone by plant cell cultures of psychotria brachyceras and rauvolfia sellowii |
| publisher |
Pontificia Universidad Católica de Valparaíso |
| publishDate |
2007 |
| url |
http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-34582007000400003 |
| work_keys_str_mv |
AT limbergerrenatapereira bioconversionofandalphapinenetoandverbenonebyplantcellculturesofpsychotriabrachycerasandrauvolfiasellowii AT aleixoadrianamendes bioconversionofandalphapinenetoandverbenonebyplantcellculturesofpsychotriabrachycerasandrauvolfiasellowii AT fettnetoarthurgermano bioconversionofandalphapinenetoandverbenonebyplantcellculturesofpsychotriabrachycerasandrauvolfiasellowii AT henriquesameliat bioconversionofandalphapinenetoandverbenonebyplantcellculturesofpsychotriabrachycerasandrauvolfiasellowii |
| _version_ |
1718441773688160256 |