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Generation of a Multicomponent Library of Disulfide Donor-Acceptor Architectures Using Dynamic Combinatorial Chemistry.

Authors :
Drożdż W
Kołodziejski M
Markiewicz G
Jenczak A
Stefankiewicz AR
Source :
International journal of molecular sciences [Int J Mol Sci] 2015 Jul 17; Vol. 16 (7), pp. 16300-12. Date of Electronic Publication: 2015 Jul 17.
Publication Year :
2015

Abstract

We describe here the generation of new donor-acceptor disulfide architectures obtained in aqueous solution at physiological pH. The application of a dynamic combinatorial chemistry approach allowed us to generate a large number of new disulfide macrocyclic architectures together with a new type of [2]catenanes consisting of four distinct components. Up to fifteen types of structurally-distinct dynamic architectures have been generated through one-pot disulfide exchange reactions between four thiol-functionalized aqueous components. The distribution of disulfide products formed was found to be strongly dependent on the structural features of the thiol components employed. This work not only constitutes a success in the synthesis of topologically- and morphologically-complex targets, but it may also open new horizons for the use of this methodology in the construction of molecular machines.

Details

Language :
English
ISSN :
1422-0067
Volume :
16
Issue :
7
Database :
MEDLINE
Journal :
International journal of molecular sciences
Publication Type :
Academic Journal
Accession number :
26193265
Full Text :
https://doi.org/10.3390/ijms160716300