Beta-Cyclodextrin Duplexes That Are Connected through Two Disulfide Bonds: Potent Hosts for the Complexation of Organic Molecules

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378271%3A_____%2F12%3A00383761" target="_blank" >RIV/68378271:_____/12:00383761 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388963:_____/12:00383761

Výsledek na webu

<a href="http://dx.doi.org/10.1002/chem.201201239" target="_blank" >http://dx.doi.org/10.1002/chem.201201239</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chem.201201239" target="_blank" >10.1002/chem.201201239</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Beta-Cyclodextrin Duplexes That Are Connected through Two Disulfide Bonds: Potent Hosts for the Complexation of Organic Molecules

Popis výsledku v původním jazyce

New tubular host molecules, which are composed of two beta-cyclodextrin macrocycles that are connected through two disulfide bonds, have been prepared by the air-promoted oxidation of 6I,6IV-dideoxy-6I,6IV-disulfanyl-beta-cyclodextrin in aqueous solution. This reaction leads to three products: monomeric intramolecular disulfide and two dimeric species, which are termed as non-eclipsed and eclipsed cyclodextrin duplexes. Oxidation at a concentration of the starting thiol of 0.1 mM gave the intramoleculardisulfide as the major product whereas a concentration in the millimolar range afforded the dimeric species as the dominant products. The tubular structure of the non-eclipsed isomer was unequivocally determined by X-ray analysis. The binding affinitiesof the duplexes to a wide range of compounds, including fluorescent dyes and clinically used drugs Imatinib and Esomeprazol, were studied in water by ITC. For most guest compounds, the experimentally determined Ka values were in the rang

Název v anglickém jazyce

Beta-Cyclodextrin Duplexes That Are Connected through Two Disulfide Bonds: Potent Hosts for the Complexation of Organic Molecules

Popis výsledku anglicky

New tubular host molecules, which are composed of two beta-cyclodextrin macrocycles that are connected through two disulfide bonds, have been prepared by the air-promoted oxidation of 6I,6IV-dideoxy-6I,6IV-disulfanyl-beta-cyclodextrin in aqueous solution. This reaction leads to three products: monomeric intramolecular disulfide and two dimeric species, which are termed as non-eclipsed and eclipsed cyclodextrin duplexes. Oxidation at a concentration of the starting thiol of 0.1 mM gave the intramoleculardisulfide as the major product whereas a concentration in the millimolar range afforded the dimeric species as the dominant products. The tubular structure of the non-eclipsed isomer was unequivocally determined by X-ray analysis. The binding affinitiesof the duplexes to a wide range of compounds, including fluorescent dyes and clinically used drugs Imatinib and Esomeprazol, were studied in water by ITC. For most guest compounds, the experimentally determined Ka values were in the rang

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CF - Fyzikální chemie a teoretická chemie

OECD FORD obor

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Projekt

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Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2012

Kód důvěrnosti údajů

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

Název periodika

Chemistry - A European Journal

ISSN

0947-6539

e-ISSN

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Svazek periodika

18

Číslo periodika v rámci svazku

39

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

13

Strana od-do

12292-12304

Kód UT WoS článku

000308879000018

EID výsledku v databázi Scopus

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