Enzymatic preparation of silybin phase II metabolites: sulfation using aryl sulfotransferase from rat liver

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10191570" target="_blank" >RIV/00216208:11310/13:10191570 - isvavai.cz</a>

Alternative codes found

RIV/61388971:_____/13:00421796

Result on the web

<a href="http://dx.doi.org/10.1007/s00253-013-4794-0" target="_blank" >http://dx.doi.org/10.1007/s00253-013-4794-0</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s00253-013-4794-0" target="_blank" >10.1007/s00253-013-4794-0</a>

Result language

angličtina

Original language name

Enzymatic preparation of silybin phase II metabolites: sulfation using aryl sulfotransferase from rat liver

Original language description

Aryl sulfotransferase IV (AstIV) from rat liver was overexpressed in Escherichia coli and purified to homogeneity. Using the produced mammalian liver enzyme, sulfation-the Phase II conjugation reaction-of optically pure silybin diastereoisomers (silybinA and B) was tested. As a result, silybin B was sulfated yielding 20-O-silybin B sulfate, whereas silybin A was completely resistant to the sulfation reaction. Milligram-scale sulfation of silybin B was optimized employing resting E. coli cells producingAstIV, thus avoiding the use of expensive 3'-phosphoadenosine-5'-phosphate cofactor and laborious enzyme purification. Using this approach, we were able to reach 48 % conversion of silybin B into its 20-sulfate within 24 h. The sulfated product was isolated by solid phase extraction and its structure was characterized by HRMS and NMR. Sulfation reaction of silybin appeared strictly stereoselective; only silybin B was sulfated by AstIV.

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

CE - Biochemistry

OECD FORD branch

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Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2013

Confidentiality

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

Name of the periodical

Applied Microbiology and Biotechnology

ISSN

0175-7598

e-ISSN

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Volume of the periodical

97

Issue of the periodical within the volume

24

Country of publishing house

FR - FRANCE

Number of pages

8

Pages from-to

10391-10398

UT code for WoS article

000327495000014

EID of the result in the Scopus database

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