A study of 7-deaza-2′-deoxyguanosine-2′-deoxycytidine base pairing in DNA

Manjori Ganguly, Feng Wang, Mahima Kaushik, Michael P. Stone, Luis A Marky, Barry Gold

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

The incorporation of 7-deazaguanine modifications into DNA is frequently used to probe protein recognition of H-bonding information in the major groove of DNA. While it is generally assumed that 7-deazaguanine forms a normal Watson-Crick base pair with cytosine, detailed thermodynamic and structural analyses of this modification have not been reported. The replacement of the 7-N atom on guanine with a C-H, alters the electronic properties of the heterocycle and eliminates a major groove cation-binding site that could affect the organization of salts and water in the major groove. We report herein the characterization of synthetic DNA oligomers containing 7-deazaguanine using a variety of complementary approaches: UV thermal melting, differential scanning calorimetry (DSC), circular dichroism (CD), chemical probing and NMR. The results indicate that the incorporation of a 7-deazaguanine modification has a significant effect on the dynamic structure of the DNA at the flanking residue. This appears to be mediated by changes in hydration and cation organization.

Original languageEnglish (US)
Pages (from-to)6181-6195
Number of pages15
JournalNucleic acids research
Volume35
Issue number18
DOIs
StatePublished - Sep 1 2007

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Deoxycytidine
Base Pairing
DNA
Cations
Cytosine
Differential Scanning Calorimetry
Guanine
Circular Dichroism
Thermodynamics
Freezing
Salts
Hot Temperature
Binding Sites
7-deazaguanine
7-deaza-2'-deoxyguanosine
Water
Proteins

ASJC Scopus subject areas

  • Genetics

Cite this

A study of 7-deaza-2′-deoxyguanosine-2′-deoxycytidine base pairing in DNA. / Ganguly, Manjori; Wang, Feng; Kaushik, Mahima; Stone, Michael P.; Marky, Luis A; Gold, Barry.

In: Nucleic acids research, Vol. 35, No. 18, 01.09.2007, p. 6181-6195.

Research output: Contribution to journalArticle

Ganguly, M, Wang, F, Kaushik, M, Stone, MP, Marky, LA & Gold, B 2007, 'A study of 7-deaza-2′-deoxyguanosine-2′-deoxycytidine base pairing in DNA', Nucleic acids research, vol. 35, no. 18, pp. 6181-6195. https://doi.org/10.1093/nar/gkm670
Ganguly, Manjori ; Wang, Feng ; Kaushik, Mahima ; Stone, Michael P. ; Marky, Luis A ; Gold, Barry. / A study of 7-deaza-2′-deoxyguanosine-2′-deoxycytidine base pairing in DNA. In: Nucleic acids research. 2007 ; Vol. 35, No. 18. pp. 6181-6195.
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