Issue 3, 2010
From the journal:

Organic & Biomolecular Chemistry

Blue fluorescent deoxycytidine analogues: convergent synthesis, solid-state and electronic structure, and solvatochromism†

David W. Dodd,a   Kalen N. Swanick,a   Jacquelyn T. Price,a   Allison L. Brazeau,a   M. J. Ferguson,b   Nathan D. Jones*a  and  Robert H. E. Hudson*a  

* Corresponding authors

a Department of Chemistry, The University of Western Ontario, London, Ontario, Canada
E-mail: rhhudson@uwo.ca, njones26@uwo.ca
Fax: +1 (0) 519 661 3022
Tel: +1 (0) 519 661 2111 ext. 86349, 84456

b Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada

Abstract

We report the synthesis and photospectroscopic characterisation of intrinsically fluorescent triazole-appended cytidines. Fluorescence was found to be highly dependent on solvent conditions. X-Ray crystallographic data show the proton of the exocyclic amine of the nucleobase and the triazole N3 engaged in a H-bond.

Graphical abstract: Blue fluorescent deoxycytidine analogues: convergent synthesis, solid-state and electronic structure, and solvatochromism

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Article information

DOI
https://doi.org/10.1039/B919921G
Article type
Paper
Submitted
12 Oct 2009
Accepted
05 Nov 2009
First published
10 Dec 2009

Org. Biomol. Chem., 2010,8, 663-666

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Blue fluorescent deoxycytidine analogues: convergent synthesis, solid-state and electronic structure, and solvatochromism

D. W. Dodd, K. N. Swanick, J. T. Price, A. L. Brazeau, M. J. Ferguson, N. D. Jones and R. H. E. Hudson, Org. Biomol. Chem., 2010, 8, 663 DOI: 10.1039/B919921G

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