Laccase-Catalyzed Dimerization of Piceid, a Resveratrol Glucoside, and its Further Enzymatic Elaboration

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F15%3A00445863" target="_blank" >RIV/61388971:_____/15:00445863 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1002/adsc.201500185" target="_blank" >http://dx.doi.org/10.1002/adsc.201500185</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/adsc.201500185" target="_blank" >10.1002/adsc.201500185</a>

Result language

angličtina

Original language name

Laccase-Catalyzed Dimerization of Piceid, a Resveratrol Glucoside, and its Further Enzymatic Elaboration

Original language description

The laccase-catalyzed oxidation of piceid, the 3-beta-D-glucopyranosyl derivative of the stilbenic phytoalexin resveratrol, allowed isolation of the corresponding beta-5 like trans-dehydrodimer in good yield (45%) avoiding chromatography. This compound was then submitted to the action of a small library of commercially available hydrolases. While the cellulase from Trichoderma viride was able to fully hydrolyze the diglycosylated dimer to give the corresponding beta-5 like trans-dehydrodimer of resveratrol, the beta-glucosidase from almonds allowed the isolation of a monoglycosylated intermediate in reasonable yield. The diastereoisomers and the enantiomers of the isolated dimeric products were separated using a semi-preparative chiral column. The basic antioxidant properties of these new dimers have been determined.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

<a href="/en/project/LD13041" target="_blank" >LD13041: Supramolecular antioxidants protecting proteins against oxidative damage</a><br>

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2015

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Advanced Synthesis & Catalysis

ISSN

1615-4150

e-ISSN

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Volume of the periodical

357

Issue of the periodical within the volume

8

Country of publishing house

DE - GERMANY

Number of pages

9

Pages from-to

1831-1839

UT code for WoS article

000355235700023

EID of the result in the Scopus database

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