The Hydroxylation of β-Terpineol and Its Acetate with the Cultured Cells of Nicotiana tabacum
- 1 March 1983
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 56 (3) , 784-787
- https://doi.org/10.1246/bcsj.56.784
Abstract
The biotransformation of c-4-p-menth-8(9)-en-r-l-ol (β-terpineol) and its acetate with the cultured suspension cells of Nicotiana tabacum were tested. It was found that the cultured cells have the ability to hydroxylate not only the allylic positions of the C–C double bond of these substrates, but also their terminal carbon-carbon double bond. The hydroxylation at the 4-position of their allylic positions was stereospecific, affording a trans-1,4-diol.Keywords
This publication has 7 references indexed in Scilit:
- An X-Ray Crystallographic Study on cis-trans Configurational Assignment to “cis-” and “trans-1,8-Terpins” and a Proposal of New Designation for Discriminating between the Configurational IsomersBulletin of the Chemical Society of Japan, 1982
- Stereoselectivity of the reduction of carvone and dihydrocarvone by suspension cells of Nicotiana tabacumPhytochemistry, 1982
- The Biotransformation of Foreign Substrates by Tissue Cultures. I. The Hydroxylation of Linalool and Its Related Compounds with the Suspension Cells of Nicotiana tabacumBulletin of the Chemical Society of Japan, 1981
- A Revised Medium for Rapid Growth and Bio Assays with Tobacco Tissue CulturesPhysiologia Plantarum, 1962
- The Oxdation of d/j9-Terpineol with Selenium Dioxide.Nippon kagaku zassi, 1961
- The Oxidation of dl-β-Terpinyl Acetate with Selenium DioxideNippon kagaku zassi, 1960
- Stereochemistry of the Reaction of Benzoin and Related Compounds with the Grignard Reagent1Journal of the American Chemical Society, 1952