Molecular structure of an anticancer drug-DNA complex: daunomycin plus d(CpGpTpApCpG). | Zendy

Gary J. Quigley | Zendy; A H Wang | Zendy; Giovanni Ughetto | Zendy; G. van der Marel | Zendy; Jacques H. van Boom | Zendy; Alexander Rich | Zendy

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Molecular structure of an anticancer drug-DNA complex: daunomycin plus d(CpGpTpApCpG).

Author(s) -

Gary J. Quigley,

A H Wang,

Giovanni Ughetto,

G. van der Marel,

Jacques H. van Boom,

Alexander Rich

Publication year - 1980

Publication title -

proceedings of the national academy of sciences

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.011

H-Index - 771

eISSN - 1091-6490

pISSN - 0027-8424

DOI - 10.1073/pnas.77.12.7204

Subject(s) - base pair , dna , helix (gastropod) , intercalation (chemistry) , stereochemistry , ring (chemistry) , chromophore , chemistry , hydrogen bond , crystallography , daunorubicin , molecule , biology , biochemistry , photochemistry , genetics , ecology , inorganic chemistry , organic chemistry , leukemia , snail

The structure of the crystalline daunomycin-d(CpGpTpApCpG) complex has been solved by x-ray diffraction analysis. The DNA forms a six-base-pair right-handed double helix with two daunomycin molecules intercalated in the d(CpG) sequences. The daunomycin aglycone chromophore is oriented at right angles to the long dimension of the DNA base pairs and the cyclohexene ring rests in the minor groove. Substituents on this ring have hydrogen bonding interactions to the base pairs above and below the intercalation site. These appear to be specific for anthracycline antibiotics. The amino sugar lies in the minor groove of the double helix without bonding to the DNA. The DNA double helix is distorted in a novel manner in accommodating the drug.

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