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Enzymatic synthesis of vanillin
- Source :
- Journal of Agricultural and Food Chemistry, 49(6), 2954-2958, Journal of Agricultural and Food Chemistry, 49(6), 2954-2958. AMER CHEMICAL SOC, Journal of Agricultural and Food Chemistry 49 (2001) 6
- Publication Year :
- 2001
-
Abstract
- Due to increasing interest in natural vanillin, two enzymatic routes for the synthesis of vanillin were developed. The flavoprotein vanillyl alcohol oxidase (VAO) acts on a wide range of phenolic compounds and converts both creosol and vanillylamine to vanillin with high yield. The VAO-mediated conversion of creosol proceeds via a two-step process in which the initially formed vanillyl alcohol is further oxidized to vanillin. Catalysis is limited by the formation of an abortive complex between enzyme-bound flavin and creosol. Moreover, in the second step of the process, the conversion of vanillyl alcohol is inhibited by the competitive binding of creosol. The VAO-catalyzed conversion Of vanillylamine proceeds efficiently at alkaline pH values. Vanillylamine is initially converted to a vanillylimine intermediate product, which is hydrolyzed nonenzymatically to vanillin. This route to vanillin has biotechnological potential as the widely available principle of red pepper, capsaicin, can be hydrolyzed enzymatically to vanillylamine.
- Subjects :
- MECHANISM
Vanillyl-alcohol oxidase
RAT-LIVER
Biochemie
Flavin group
Biochemistry
Antioxidants
Vanillyl alcohol
chemistry.chemical_compound
Hydrolysis
Creosol
ANTIOXIDANT
Organic chemistry
Vanillyl alcohol oxidase
ALCOHOL OXIDASE
VLAG
Vanillin
Vanillylamine
General Chemistry
PENICILLIUM-SIMPLICISSIMUM
4-ALKYLPHENOLS
Alcohol oxidase
SUBSTRATE-SPECIFICITY
Flavoprotein
Alcohol Oxidoreductases
Kinetics
CREOSOTE
chemistry
Benzaldehydes
Capsaicin
General Agricultural and Biological Sciences
FLAVOR
Subjects
Details
- Language :
- English
- ISSN :
- 00218561
- Database :
- OpenAIRE
- Journal :
- Journal of Agricultural and Food Chemistry, 49(6), 2954-2958, Journal of Agricultural and Food Chemistry, 49(6), 2954-2958. AMER CHEMICAL SOC, Journal of Agricultural and Food Chemistry 49 (2001) 6
- Accession number :
- edsair.doi.dedup.....e0731abb0a2cde6e10e435e680dd65e8