Synthesis of water-soluble hypervalent iodine reagents for fluoroalkylation of biological thiols

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F19%3A00518183" target="_blank" >RIV/61388963:_____/19:00518183 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.rsc.org/en/content/articlelanding/2019/OB/C9OB02115A#!divAbstract" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2019/OB/C9OB02115A#!divAbstract</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c9ob02115a" target="_blank" >10.1039/c9ob02115a</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis of water-soluble hypervalent iodine reagents for fluoroalkylation of biological thiols

Popis výsledku v původním jazyce

New open-chain and water-soluble hypervalent iodine reagents were synthesized and used for the transfer of fluoroalkyl groups to sulfur atoms of cysteine and cysteine-containing peptides under biocompatible conditions. Some of the reagents displayed excellent reactivity despite their limited stability in aqueous media. In reactions with a short cysteine-containing peptide, in addition to the expected S-fluoroalkylated product, a range of side-products were obtained. The amount of side-products depended on the conditions used (type of reagent, concentration, and pH). With highly activated hypervalent iodine reagents, a new reactive mode was observed reaction with disulfides to form fluoroalkyl thiols.

Název v anglickém jazyce

Synthesis of water-soluble hypervalent iodine reagents for fluoroalkylation of biological thiols

Popis výsledku anglicky

New open-chain and water-soluble hypervalent iodine reagents were synthesized and used for the transfer of fluoroalkyl groups to sulfur atoms of cysteine and cysteine-containing peptides under biocompatible conditions. Some of the reagents displayed excellent reactivity despite their limited stability in aqueous media. In reactions with a short cysteine-containing peptide, in addition to the expected S-fluoroalkylated product, a range of side-products were obtained. The amount of side-products depended on the conditions used (type of reagent, concentration, and pH). With highly activated hypervalent iodine reagents, a new reactive mode was observed reaction with disulfides to form fluoroalkyl thiols.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GA17-00598S" target="_blank" >GA17-00598S: Vývoj fluoralkylovaných hypervalentních sloučenin jodu pro biokonjugace thiolů</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2019

Kód důvěrnosti údajů

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

Název periodika

Organic & Biomolecular Chemistry

ISSN

1477-0520

e-ISSN

—

Svazek periodika

17

Číslo periodika v rámci svazku

47

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

6

Strana od-do

10097-10102

Kód UT WoS článku

000501223800014

EID výsledku v databázi Scopus

2-s2.0-85076122984