Bacterial Aryl Sulfotransferases in Selective and Sustainable Sulfation of Biologically Active Compounds using Novel Sulfate Donors

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F22%3A00561642" target="_blank" >RIV/61388971:_____/22:00561642 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22330/22:43926404

Result on the web

<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cssc.202201253" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cssc.202201253</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/cssc.202201253" target="_blank" >10.1002/cssc.202201253</a>

Result language

angličtina

Original language name

Bacterial Aryl Sulfotransferases in Selective and Sustainable Sulfation of Biologically Active Compounds using Novel Sulfate Donors

Original language description

Regioselective sulfation of bioactive compounds is a vital and scarcely studied topic in enzyme-catalyzed transformations and metabolomics. The major bottleneck of enzymatic sulfation consists in finding suitable sulfate donors. In this regard, 3 '-phosphoadenosine 5 '-phosphosulfate (PAPS)-independent aryl sulfotransferases using aromatic sulfate donors are a favored choice due to their cost-effectiveness. This work presents a unique study of five sulfate donors differing in their leaving group pK(a) values with a new His-tagged construct of aryl sulfotransferase from Desulfitobacterium hafniense (DhAST-tag). DhAST-tag was purified to homogeneity and biochemically characterized. Two new donors (3-nitrophenyl sulfate and 2-nitrophenyl sulfate) were synthesized. The kinetic parameters of these and other commercial sulfates (4-nitrophenyl, 4-methylumbelliferyl, and phenyl) revealed large differences with respect to the structure of the leaving group. These donors were screened for the sulfation of selected flavonoids (myricetin, chrysin) and phenolic acids (gallate, 3,4-dihydroxyphenylacetate). The donor impact on the sulfation regioselectivity and yield was assessed. The obtained regioselectively sulfated compounds are authentic human metabolites required as standards in clinical trials.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10608 - Biochemistry and molecular biology

Project

<a href="/en/project/GA19-00043S" target="_blank" >GA19-00043S: Aryl-sulfotransferases and their application in sulfated metabolite preparation</a><br>

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2022

Confidentiality

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

Name of the periodical

ChemSusChem

ISSN

1864-5631

e-ISSN

1864-564X

Volume of the periodical

15

Issue of the periodical within the volume

18

Country of publishing house

DE - GERMANY

Number of pages

9

Pages from-to

e202201253

UT code for WoS article

000831332600001

EID of the result in the Scopus database

2-s2.0-85135030849