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Trifurcated (four-center) hydrogen bond in solid state crystal structure of 5'-amino-5'-deoxyadenosine p-toluenesulfonate

Padiyar, GS and Seshadri, TP (1996) Trifurcated (four-center) hydrogen bond in solid state crystal structure of 5'-amino-5'-deoxyadenosine p-toluenesulfonate. In: Nucleosides & Nucleotides, 15 (4). 857 -865.

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Abstract

The crystal structure of 5'-amino-5'-deoxyadenosine (5'-Am.dA) p-toluenesulfonate has been determined by X-ray crystallographic methods. It belongs to the orthorhombic space group P2(1)2(1)2(1) with a = 7.754(3)Angstrom, b = 8.065(1)Angstrom and c = 32.481(2)Angstrom. This nucleoside side shows a syn conformation about the glycosyl bond and C2'-endo-C3'-exo puckering for the ribose sugar. The orientation of N5' atom is gauche-trans about the exocyclic C4'-C5' bond. The amino nitrogen N5' forms a trifurcated hydrogen bond with N3, O9T and O4' atoms. Adenine bases form A.A.A triplets through hydrogen bonding between N6, N7 and N1 atoms of symmetry related nucleoside molecules.

Item Type: Journal Article
Additional Information: copyright of this article belongs to Marcel Dekker Inc.
Keywords: stereochemistry;nucleosides;nucleotides.
Department/Centre: Division of Physical & Mathematical Sciences > Physics
Date Deposited: 18 Jan 2010 10:22
Last Modified: 18 Jan 2010 10:22
URI: http://eprints.iisc.ernet.in/id/eprint/25078

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