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Nucleic Acids Research, 2000, Vol. 28, No. 22 4531-4539
© 2000 Oxford University Press

DNA-triplex stabilizing properties of 8-aminoguanine

Robert Soliva, Ramón Güimil García1, J. Ramón Blas, Ramon Eritja1,*, Juan Luis Asensio2, Carlos González3, F. Javier Luque4 and Modesto Orozco

Departament de Bioquímica i Biologia Molecular, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1, Barcelona 08028, Spain, 1European Molecular Biology Laboratory (EMBL), Meyerhofstrasse 1, D-69117 Heidelberg, Germany, 2Instituto de Estructura de la Materia, C.S.I.C., C/ Serrano 119, Madrid 28006, Spain, 3Instituto de Química Orgánica, C.S.I.C., C/ Juan de la Cierva 3, Madrid 28006, Spain and 4Departament de Fisicoquímica, Facultat de Farmàcia, Universitat de Barcelona, Avgda Diagonal sn, Barcelona 08028, Spain

A DNA-triplex stabilizing purine (8-aminoguanine) is designed based on molecular modeling and synthesized. The substitution of guanine by 8-aminoguanine largely stabilizes the triplex both at neutral and acidic pH, as suggested by molecular dynamics and thermodynamic integration calculations, and demonstrated by melting experiments. NMR experiments confirm the triplex-stabilizing properties of 8-aminoguanine and demonstrate that few changes are found in the structure of the triplex due to the presence of this modified base.

* To whom correspondence should be addressed. Modesto Orozco, Tel: +34 93 402 1719; Fax: +34 93 402 1219; Email: modesto{at}luz.bq.ub.es Correspondence may also be addressed to Ramon Eritja, Tel: +34 93 400 6145; Fax: +34 93 204 5904; Email: recgma@cid.csic.es Present address: Ramon Eritja, Instituto de Biología Molecular de Barcelona, C.S.I.C., Jordi Girona 18-26, Barcelona 08034, Spain


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