Cytosine-carboxylate interactions: Crystal structure of
cytosinium hydrogen maleate
By:Balasubramanian, T (Balasubramanian, T); Muthiah, PT (Muthiah, PT); Robinson, WT (Robinson,
WT)
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
Volume: 69
Issue: 10
Pages: 2919-2922
DOI: 10.1246/bcsj.69.2919
Published: OCT 1996
View Journal Information
Abstract
Interactions of carboxylate groups of proteins with nucleobases are some of the important
stereochemical patterns involved in protein-nucleic acid recognition. The title compound serves as a
model for such interactions, involving constrained carboxyl groups. Space group: <P(1)over bar>, a =
7.424(1), b = 7.952(2), c = 8.248(2) Angstrom, alpha = 106.61(3)degrees, beta = 94.97(3)degrees,
and gamma = 91.26(3)degrees. The structure was solved by direct methods. Cytosine is protonated
at N(3). The usual fork-like interaction of the carboxylate groups with cytosine is absent and a network
of hydrogen bonding involving the cytosine moiety and hydrogen maleate is present. The interaction
of carboxylate group and the amino group of cytosine observed here is reminiscent of carboxylate-GC
pair interaction observed in a protein-DNA complex (DNA repressor of phage 434 complex). There is
also a C(6)-H .... O (of maleate) interaction.
Keywords
KeyWords Plus:MOLECULAR-STRUCTURE
Author Information
Addresses:
[ 1 ] BHARATHIDASAN UNIV, DEPT CHEM, TIRUCHCHIRAPPALLI 620024, INDIA
[ 2 ] UNIV CANTERBURY, DEPT CHEM, CHRISTCHURCH 1, NEW ZEALAND
Publisher
CHEMICAL SOC JAPAN, 1-5 KANDA-SURUGADAI CHIYODA-KU, TOKYO, 101-8307, JAPAN
Categories / Classification
Research Areas:Chemistry
Web of Science Categories:Chemistry, Multidisciplinary
Document Information
Document Type:Article
Language:English
Accession Number: WOS:A1996VQ50900028
ISSN: 0009-2673
eISSN: 1348-0634
Other Information
IDS Number: VQ509
Cited References in Web of Science Core Collection: 14
Times Cited in Web of Science Core Collection: 7