Journal
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
Volume 122, Issue -, Pages 348-352Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.molcatb.2015.10.006
Keywords
Enzymatic carboxylation; gamma-Resorcylic acid decarboxylase; Hydroxystilbene; Resveratrol; Gnetol
Funding
- Natsuhiko Sugimura of Materials Characterization Central Laboratory of Waseda University
- Advanced Low Carbon Technology Research and Development Program (ALCA) of the Japan Science and Technology Agency (Tokyo, Japan)
- Kazusa DNA Research Institute Foundation
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We examined 66 aromatics for carboxylation by the gamma-resorcylic acid decarboxylase from Rhizobium radiobacter WU-0108 under reverse reaction conditions. The enzyme carboxylated resorcinol, catechol, 5-methylresorcinol and three hydroxystilbenes (resveratrol, gnetol, and piceatannol) with high yields. Except for catechol, the structures of these substrates include a 1,3-dihydroxybenzene moiety. Other compounds gave no reaction products. The reaction products from resveratrol and gnetol were 2,6-dihydroxy-4-[(E)-2-(4-hydroxyphenyl)ethenyl]benzoic acid and 2,6-dihydroxy-4-[(E)-2-(2,6-dihydroxyphenyl)ethenyl]benzoic acid, respectively, as determined by mass spectrometry and nuclear magnetic resonance analyses. Kinetic analyses of the carboxylation reactions indicated that resveratrol and gnetol are better substrates than resorcinol or catechol. (C) 2015 Elsevier B.V. All rights reserved.
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