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Three salts from the reactions of cysteamine and cystamine with L-(+)-tartaric acid.

Benylles, Amina; Cairns, Donald; Cox, Philip J.; Kay, Graeme

Authors

Amina Benylles

Donald Cairns

Philip J. Cox



Abstract

Reaction between cysteamine (systematic name: 2-aminoethanethiol, C 2H7NS) and l-(+)-tartaric acid [systematic name: (2R,3R)-2,3-dihydroxybutanedioic acid, C4H6O6] results in a mixture of cysteamine tartrate(1-) monohydrate, C2H 8NS+·C4H5O6-·H2O, (I), and cystamine bis[tartrate(1-)] dihydrate, C4H14N2S22+·2C4H5O6-·2H2O, (III). Cystamine [systematic name: 2,2′-dithiobis(ethylamine), C4H12N2S 2], reacts with l-(+)-tartaric acid to produce a mixture of cystamine tartrate(2-), C4H14N2S22+·C4H4O62-, (II), and (III). In each crystal structure, the anions are linked by O-H ⋯ O hydrogen bonds that run parallel to the a axis. In addition, hydrogen bonding involving protonated amino groups in all three salts, and water molecules in (I) and (III), leads to extensive three-dimensional hydrogen-bonding networks. All three salts crystallize in the orthorhombic space group P212 121.

Citation

BENYLLES, A., CAIRNS, D., COX, P.J. and KAY, G. 2013. Three salts from the reactions of cysteamine and cystamine with L-(+)-tartaric acid. Acta crystallographica section C: crystal structure communications [online], 69(6), pages 658-664. Available at: https://doi.org/10.1107/S0108270113012377

Journal Article Type Article
Acceptance Date May 6, 2013
Online Publication Date May 17, 2013
Publication Date Jun 30, 2013
Deposit Date Jul 7, 2015
Publicly Available Date Jul 7, 2015
Journal Acta crystallographica section C: crystal structure communications
Print ISSN 0108-2701
Electronic ISSN 1600-5759
Publisher International Union of Crystallography
Peer Reviewed Peer Reviewed
Volume 69
Issue 6
Pages 658-664
DOI https://doi.org/10.1107/S0108270113012377
Keywords General Biochemistry, Genetics and Molecular Biology; General Medicine
Public URL http://hdl.handle.net/10059/1228

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