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Alpha-cyclodextrins reversibly capped with disulfide bonds

SYSNO ASEP	0350020
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Alpha-cyclodextrins reversibly capped with disulfide bonds
Author(s)	Kumprecht, Lukáš (UOCHB-X) Buděšínský, Miloš (UOCHB-X)_{RID, ORCID} Bouř, Petr (UOCHB-X)_{RID, ORCID} Kraus, Tomáš (UOCHB-X)_{RID, ORCID}
Number of authors	4
Source Title	New Journal of Chemistry. - : Royal Society of Chemistry - ISSN 1144-0546 Roč. 34, č. 10 (2010), s. 2254-2260
Number of pages	7 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	cyclodextrins ; disulfide bond ; dynamic covalent bond
Subject RIV	CC - Organic Chemistry
R&D Projects	IAA400550810 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR)
CEZ	AV0Z40550506 - UOCHB-X (2005-2011)
UT WOS	000282219600027
DOI	10.1039/c0nj00126k
Annotation	Per-O-methyl-6I, 6IV-disulfanyl-6I, 6IV-dideoxy-alpha-cyclodextrin undergoes air-oxidation at pH 9 to exclusively form monomeric species having an intramolecular disulfide linkage capping the C6I and C6IV positions. Molecular models show that the disulfide bridge effectively closes the primary rim of the the cyclodextrin cavity and can be cleaved by reduction with dithiothreitol. Thus, the macrocyclic system can interchange the open-ended and cup-like forms by application of external stimuli.
Workplace	Institute of Organic Chemistry and Biochemistry
Contact	asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
Year of Publishing	2011

Number of the records: 1