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Nucleic Acids Research, 1984, Vol. 12, No. 15 6291-6305
© 1984

CHEMISTRY

The B–Z transition in two synthetic oligonucleotides: d(C-2-amino-ACGTG) and d(m5CGCAm5CGTGCG) studied by IR, NMR and CD spectroscopies

J.A. Taboury1, S. Adam1, E. Taillandier1, J.-M. Neumann2, S. Tran-Dinh2, T. Huynh-Dinh3, B.Langlois d'Estaintot3, M. Conti3 and J. Igolen3,*

1Laboratoire de Spectroscopie Biomoléculaire, UER Santé-Médecine Biologie Humaine 74, rue Marcel-Cachin, 93012 Bobigny, Cedex, France 2Service de Biophysique, Centre d'Etudes Nucléaires de Saclay 91191 Gif-sur-Yvette, Cedex, France 3Unité de Chimie Organique, Départment de BGM ERA-CNRS 927, Institut Pasteur, 28, rue du Docteur-Roux, 75724 Paris, Cedex 15, France

*To whom correspondence should be addressed

Received May 16, 1984. Revised July 18, 1984. Accepted July 18, 1984.

The sequences CA'CGTG (where A'=2-aminodeoxyadenosine) and m5CGCAm5CGTGCG are prepared and studied by IR, CD and 1H-NMR. Infrared spectra demonstrate the capacity of the modified hexamer and decamer to adopt a Z conformation. The influence of the NH2 substitution on the adenine or of the methylated terminal part of the decamer acting with the increase of the DNA concentration stabilizes the Z conformation at room temperature in low humidity films. Very weak proportion of Z conformation is detected in UV dilute solutions. In more concentrated NMR solutions, the Z proportion induced by high salt content is only 20–25%. The effects of the concentration and of the covalent modification of the bases are discussed.


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