Oxidation of trans- and cis-1,2-cyclohexanediol by Gluconobacter oxydans - Preparation of (R)- and (S)-2-hydroxycyclohexanone

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Bibtex

@article{ae05495c72fa4bedb76a637a9d8d8f1a,
title = "Oxidation of trans- and cis-1,2-cyclohexanediol by Gluconobacter oxydans - Preparation of (R)- and (S)-2-hydroxycyclohexanone",
abstract = "The enzymatic oxidation of 1,2-cyclohexanediol and related substrates by Gluconobacter oxydans (ATCC 621) was investigated. At low pH, membrane-bound enzymes were active and at high pH, NAD-dependent, soluble enzymes showed activity. Whole bacterial cells were used to catalyze some bioconversions. Racemic trans-1,2-cyclohexanediol was oxidized at pH 3.5 to give (R)-2-hydroxycyclohexanone (96{\%} e.e.) and at pH 8.0 the same substrate was oxidized to (S)-2-hydroxycyclohexanone (97{\%} e.e.). The latter conversion was severely inhibited by the reaction product while the former was not significantly product inhibited. (S)-2-hydroxycyclohexanone (97{\%} e.e.) was also prepared from cis-1,2-cyclohexanediol by oxidation with G. oxydans cells at pH 3.5 in a reaction which continued to 100{\%} conversion.",
author = "Patrick Adlercreutz",
year = "1989",
month = "3",
day = "1",
doi = "10.1007/BF00256215",
language = "English",
volume = "30",
pages = "257--263",
journal = "European Journal of Applied Microbiology and Biotechnology",
issn = "1432-0614",
publisher = "Springer",
number = "3",

}