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Force field for platinum binding to adenine
Author(s) -
Kozelka Jir̆í,
Savinelli Roger,
Berthier Gaston,
Flament JeanPierre,
Lavery Richard
Publication year - 1993
Publication title -
journal of computational chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.907
H-Index - 188
eISSN - 1096-987X
pISSN - 0192-8651
DOI - 10.1002/jcc.540140109
Subject(s) - chemistry , platinum , adduct , computational chemistry , ab initio , guanine , force field (fiction) , ab initio quantum chemistry methods , stereochemistry , bond length , crystallography , molecule , crystal structure , physics , quantum mechanics , organic chemistry , biochemistry , catalysis , nucleotide , gene
The antitumor drug cis ‐diamminedichloroplatinum(II) (cisplatin) binds preferentially to GpG and ApG sequences of DNA, forming N7,N7 intrastrand chelates. Molecular modeling of the intrastrand adducts have been handicapped, so far, by the lack of force‐field data describing the Pt–guanine and Pt–adenine binding. We used ab initio calculations with relativistic pseudopotentials to evaluate three important parameters for the platinum–adenine model complex [Pt(NH 3 ) 3 (Ade)] 2+ : (1) the force constant for the PtN7 bond bending out of the adenine plane; (2) the energy profile for the torsion about PtN7; (3) a set of fractional atomic charges that reproduce the ab initio potential for a number of space points placed around the adduct. A population analysis and comparative study on the tetrammine complex [Pt(NH 3 ) 4 ] 2+ have shown that for platinum adenine is a better σ‐donor than NH 3 , but its capacity as a π‐acceptor is weak. © 1993 John Wiley & Sons, Inc.