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Microbial Hydroxylation of 1,4-cineole

J P Rosazza, J J Steffens, F S Sariaslani, A Goswami, J M Beale, S Reeg, R Chapman

Appl Environ Microbiol. 1987 Oct;53(10):2482-6.

PMID: 16347465

Abstract:

Microorganisms were examined for their potential to hydroxylate the oxygenated monoterpene 1,4-cineole. Using gas chromatography and thin-layer chromatography, screening experiments revealed that hydroxylation at position 2 was the most commonly observed microbial transformation reaction. In most microorganisms, the predominant alcohol metabolite was the 2-endo-alcohol isomer. Preparative-scale incubations were conducted in order to isolate and characterize microbial transformation products by comparison of proton nuclear magnetic resonance, mass spectrometry, and chromatography profiles with those of cineole standards. Streptomyces griseus yielded 8-hydroxy-1,4-cineole as the major hydroxylation product together with 2-exo- and 2-endo-hydroxy-1,4-cineoles.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP470677 1,4-Cineole 1,4-Cineole 470-67-7 Price
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