(2S, 3R)-trans-4,trans-6-Oetadiene-2, 3-diol: Structure and Absolute Configuration of a Novel Metabolite of Sorbic Acid

Kawabata, Jun; Tahara, Satoshi; Mizutani, Junya

doi:10.1080/00021369.1978.10862929

Cited by 3 publications

(3 citation statements)

References 3 publications

(3 reference statements)

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“…Whereas hitherto published examples with various educts have focused on the use of yeast strains (Netraval and Vojtisek 1982;Bringer-Meyer and Sahm 1988;Fuganti et al 1988), fungi such as Mucor sp. (Kawabata et al 1978), C. cassiicola and D. gossypina (Abraham and Stumpf 1986) also contain obviously usable amounts of pyruvate decarboxylase (EC 4.1.1.1).…”

Section: Discussionmentioning

confidence: 99%

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Acyloin condensation of acyclic unsaturated aldehydes byMucor species

Stumpf¹,

Kieslich²

1991

Appl Microbiol Biotechnol

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2E, 2E, citral and geraniol as precursors of geranial form acyloins enzymatically by reaction with activated acetate during fermentation by Mucor circinelloides CBS 39468. The acyloins were reduced immediately by the fungus to (2S,3R)-diols. Reduction of the aldehyde group, including hydrogenation of the conjugated C-C double bond, hydroxylation of these alcohols and of the formed diols and some cyclizations are found as side reactions.

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Section: Discussionmentioning

confidence: 99%

“…Kawabata et al (1978), however, published the formation of (2S,3R)-trans-4-trans-6-octadien-2,3-diol as a side metabolite of sorbic acid using Mucor sp. A-73.…”

Section: Introductionmentioning

confidence: 99%

Acyloin condensation of acyclic unsaturated aldehydes byMucor species

Stumpf¹,

Kieslich²

1991

Appl Microbiol Biotechnol

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show abstract

“…[5][6][7][8][9] Recently, the enantiomeric resolution of the symmetric diols was reported with the use of lipase. [10][11][12] These studies prompted the author to apply a lipase-catalyzed transesterification reaction to rac-threo-2,3-octanediol (rac-5), an asymmetric glycol, to examine its regio-and stereoselectivity.…”

mentioning

confidence: 99%