Issue 5, 2011
From the journal:

Organic & Biomolecular Chemistry

An indole-linked C8-deoxyguanosine nucleoside acts as a fluorescent reporter of Watson–Crick versus Hoogsteen base pairing†

Katherine M. Schlitt,a   Andrea L. Millen,b   Stacey D. Wetmore*b  and  Richard A. Manderville*a  

* Corresponding authors

a Departments of Chemistry and Toxicology, University of Guelph, Guelph, Ontario, Canada
E-mail: rmanderv@uoguelph.ca
Fax: 1-519-766-1499
Tel: 1-519-824-4120 53963

b Department of Chemistry and Biochemistry, University of Lethbridge, Lethbridge, Alberta, Canada
E-mail: stacey.wetmore@uleth.ca
Fax: 1-403-329-2057
Tel: 1-403-329-2323

Abstract

Pyrrole- and indole-linked C8-deoxyguanosine nucleosides act as fluorescent reporters of H-bonding specificity. Their fluorescence is quenched upon Watson–Crick H-bonding to dC, while Hoogsteen H-bonding to G enhances emission intensity. The indole-linked probe is ∼ 10-fold brighter and shows promise as a fluorescent reporter of Hoogsteen base pairing.

Graphical abstract: An indole-linked C8-deoxyguanosine nucleoside acts as a fluorescent reporter of Watson–Crick versus Hoogsteen base pairing

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Article information

DOI
https://doi.org/10.1039/C0OB00883D
Article type
Paper
Submitted
14 Oct 2010
Accepted
22 Nov 2010
First published
23 Nov 2010

Org. Biomol. Chem., 2011,9, 1565-1571

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An indole-linked C8-deoxyguanosine nucleoside acts as a fluorescent reporter of Watson–Crick versus Hoogsteen base pairing

K. M. Schlitt, A. L. Millen, S. D. Wetmore and R. A. Manderville, Org. Biomol. Chem., 2011, 9, 1565 DOI: 10.1039/C0OB00883D

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