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- Title
Untitled.
- Authors
Wakabayashi, Hidehiko; Wakabayashi, Motoko; Eisenreich, Wolfgang; Engel, Karl-Heinz
- Abstract
Stereoisomers of 8- S-cysteinyl- p-menthan-3-one synthesized from ( R)- and ( S)- pulegone by Michael addition of cysteine were characterized by means of GC, GC-MS, LC-MS, and 1H-NMR. Conjugates were treated with three sources of cysteine- S-conjugate β-lyase: (i) a crude enzyme extract prepared from Eubacterium limosum, (ii) tryptophanase from E. coli and (iii) yeast cells. The result was liberation of 8-mercapto- p-menthan-3-one, a powerful flavoring substance exhibiting a cassis-type odor note. The enzyme-catalyzed cleavage of the thio-ether bond proceeded with low enantioselectivity. Discrimination of diastereoisomers was more pronounced with a clear preference of the cis-configured substrates.
- Publication
European Food Research & Technology, 2002, Vol 215, Issue 4, p287
- ISSN
1438-2377
- Publication type
Article
- DOI
10.1007/s00217-002-0576-0