The ability of Armillariella mellea to transform cyclic monoterpenic alcohols and their acetates
✍ Scribed by B. Draczyńska-Łusiak; Prof. Dr. A. Siewiński
- Book ID
- 102388571
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- English
- Weight
- 419 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0233-111X
No coin nor oath required. For personal study only.
✦ Synopsis
An Armillariella mellea culture was found to transform trans-sobrerol to a very small extent, whereas menthol resisted its action altogether. Acetylation of both alcohols, on the other hand, reappointed their reactivity in the same A . rnellea culture. Thus, trans-sobrerol -monoacetate and menthyl acetate underwent a two-step transformation involving hydroxylation (preserving the acetate link) to 3-acetoxy-6,8-p-methen-diol and 8-hydroxymenthyl acetate, respectively, which were converted by hydrolysis to 3,6,8-p-menthen-trioI and 8-hydroxymenthol, respectively.
The transformation of racemic menthyl acetate was enantiospecific; (-) 8-hydroxymenthol that was formed after 21 days contained 98% of enantiomer l R , 3R, 4s.
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