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Generation of thiols by biotransformation of cysteine-aldehyde conjugates with baker's yeast.

Journal of agricultural and food chemistry (2003-05-29)
Tuong Huynh-Ba, Walter Matthey-Doret, Laurent B Fay, Rachid Bel Rhlid
RESUMEN

Baker's yeast was shown to catalyze the transformation of cysteine-furfural conjugate into 2-furfurylthiol. The biotransformation's yield and kinetics were influenced by the reaction parameters such as pH, incubation mode (aerobic and anaerobic), and substrate concentration. 2-Furfurylthiol was obtained in an optimal 37% yield when cysteine-furfural conjugate at a 20 mM concentration was anaerobically incubated with whole cell baker's yeast at pH 8.0 and 30 degrees C. Similarly to 2-furfurylthiol, 5-methyl-2-furfurylthiol (11%), benzylthiol (8%), 2-thiophenemethanethiol (22%), 3-methyl-2-thiophenemethanethiol (3%), and 2-pyrrolemethanethiol (6%) were obtained from the corresponding cysteine-aldehyde conjugates by incubation with baker's yeast. This work indicates the versatile bioconversion capacity of baker's yeast for the generation of thiols from cysteine-aldehyde conjugates. Thanks to its food-grade character, baker's yeast provides a biochemical tool to produce thiols, which can be used as flavorings in foods and beverages.

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Sigma-Aldrich
Furfuryl mercaptan, ≥97%, FG
Sigma-Aldrich
2-Furanmethanethiol, 98%
Sigma-Aldrich
3-Methyl-2-thiophenecarboxaldehyde, 90%, technical grade
Sigma-Aldrich
Furfuryl mercaptan, natural, 98%, FG