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1 H‐nmr studies of a monointercalating drug into a d[CpGpCpG] 2 minihelix
Author(s) -
Delepierre Muriel,
Delbarre A.,
D'Estaintot B. Langlois,
Igolen J.,
Roques B. P.
Publication year - 1987
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.360260702
Subject(s) - chemistry , intercalation (chemistry) , monomer , sulfonate , intermolecular force , piperidine , proton nmr , crystallography , aqueous solution , stereochemistry , molecule , organic chemistry , sodium , polymer
The structure of the complex formed between the 7H‐pyridocarbazole monomer [{(2‐piperidyl)‐2,1‐ethane‐yl} {10‐methoxy‐7H‐pyrido[4,3‐c]carbazolium} dimethane sulfonate] and the autocom‐plementary tetranucleotide d(CpGpCpG) 2 in aqueous solution is analyzed by 270‐MHz and 400‐MHz 1 H‐nmr. The strong upfield shifts observed on most aromatic resonances of both the drug and the nucleotide are interpreted as the result of intercalation of the 7H‐pyridocarbazole monomer in the base‐paired minihelix of d(CpGpCpG). The observation of intermolecular negative nuclear Overhauser effects induced in some drug resonances by irradiation of sugar protons confirms this conclusion. A privileged orientation of the drug in the intercalation site with the quaternizing ethyl piperidine chain protruding in the major groove is proposed.