Microbial reductions of the sesquiterpene quadrone
| Autor: | John P. N. Rosazza, James M. Hewitt, John M. Beale |
|---|---|
| Rok vydání: | 1984 |
| Předmět: |
chemistry.chemical_classification
Mucor Ketone biology Stereochemistry Carbonyl reduction Bioengineering Alcohol Sesquiterpene biology.organism_classification Sesquiterpene lactone Applied Microbiology and Biotechnology Biochemistry High-performance liquid chromatography chemistry.chemical_compound chemistry Biotransformation Organic chemistry Biotechnology |
| Zdroj: | Enzyme and Microbial Technology. 6:543-548 |
| ISSN: | 0141-0229 |
| DOI: | 10.1016/0141-0229(84)90083-8 |
| Popis: | One hundred microorganisms have been screened for their abilities to selectively modify the structure of the sesquiterpene lactone known as quadrone. The only products obtained were those formed when the 4-ketone functional group was reduced to the stereoisometric 4-quadronols. Quadrone alcohol isomers of ( S ) or ( R ) absolute configurations were identified by proton and carbon n.m.r., and high performance liquid chromatography (h.p.l.c.) was used to separate and quantitate these compounds in extracts of fermentations. Microorganisms were categorized according to their abilities to achieve Re - or Si -face carbonyl reduction to yield ( S )- or ( R )-alcohol isomers by h.p.l.c. Three groups of microorganisms were identified: those yielding only the ( R )-alcohol isomer; those yielding only the ( S )-alcohol isomer; and those providing mixtures of the two alcohol isomers. With quadrone as substrate, Mucor and Curvularia spp. may contain either Re- or Si- face reductases. The selection of microorganisms for their abilities to achieve enantiospecific reductions of ketones to alcohol products is discussed. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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