Recognition of platinum(II) amine complexes by nucleotides: Role of phosphate and carbonyl groups in ([N-15(3)]diethylenetriamine)-(guanosine 5'-monophosphate)platinum(II)

被引:32
作者
Guo, ZJ [1 ]
Sadler, PJ [1 ]
Zang, E [1 ]
机构
[1] UNIV LONDON, BIRKBECK COLL, DEPT CHEM, LONDON WC1H 0PP, ENGLAND
关键词
D O I
10.1039/a606275j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two-dimensional [H-1,N-15] NMR studies show that in the model monofunctional DNA adduct [Pt([N-15(3)]dien)(5'-GMP-N-7)](2+) [5'-GMP = guanosine 5'-monophosphate, dien = 1,5-diamino-3-azapentane (prepared by a novel synthesis from glycine)], stereospecific hydrogen-bonding interactions involving Pt-NH protons are promoted by deprotonation of both the 5'-phosphate group and NIH of coordinated 5'-GMP.
引用
收藏
页码:27 / 28
页数:2
相关论文
共 19 条
[11]   Kinetic analysis of the reactions between GG-containing oligonucleotides and platinum complexes .1. Reactions of single-stranded oligonucleotides with cis-[Pt(NH3)(2)(H2O)(2)](2+) and [Pt(NH3)(3)(H2O)](2+) [J].
Gonnet, F ;
Reeder, F ;
Kozelka, J ;
Chottard, JC .
INORGANIC CHEMISTRY, 1996, 35 (06) :1653-1658
[12]   COMPLEX OF CIS-(NH3)2PTCL2 WITH GUANYLYL(3'-5')-CYTIDINE [J].
INAGAKI, K ;
KIDANI, Y .
JOURNAL OF INORGANIC BIOCHEMISTRY, 1979, 11 (01) :39-47
[13]   Hofmann's ethylene bases - Synthesis of beta beta-diaminodiethylamine and of beta beta-diaminodiethylmethylamine [J].
Mann, FG .
JOURNAL OF THE CHEMICAL SOCIETY, 1934, :461-466
[14]   DISSOCIATION OF PLATINUM(II) NUCLEOBASE COMPLEXES - EVIDENCE FOR A 3-PATH MECHANISM VIA A 5-COORDINATE INTERMEDIATE [J].
MIKOLA, M ;
VIHANTO, J ;
ARPALAHTI, J .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (17) :1759-1760
[15]   Reactions of the double-stranded oligonucleotide d(TTGGCCAA)(2) with cis-[Pt(NH3)(2)(H2O)(2)](2+) and [Pt(NH3)(3)(H2O)](2+) [J].
Reeder, F ;
Gonnet, F ;
Kozelka, J ;
Chottard, JC .
CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (09) :1068-1076
[16]   THE RELEVANCE OF HYDROGEN-BONDING IN THE MECHANISM OF ACTION OF PLATINUM ANTITUMOR COMPOUNDS [J].
REEDIJK, J .
INORGANICA CHIMICA ACTA, 1992, 198 :873-881
[17]   UNUSUAL HYDROGEN-BONDING PATTERNS OF N-7 METALATED, N-1 DEPROTONATED GUANINE NUCLEOBASES - ACIDITY CONSTANTS OF CIS-[PT(NH3)(2)(HEGUA)(2)](2+) AND CRYSTAL-STRUCTURES OF CIS-[PT(NH3)(2)(EGUA)(2)]CENTER-DOT-4H(2)O AND CIS-[PT(NH3)(2)(EGUA)(2)]CENTER-DOT HEGUA-CENTER-DOT-7H(2)O (HEGUA=9-ETHYLGUANINE) [J].
SCHRODER, G ;
LIPPERT, B ;
SABAT, M ;
LOCK, CJL ;
FAGGIANI, R ;
SONG, B ;
SIGEL, H .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1995, (23) :3767-3775
[18]   NOVEL MULTIPOINT MOLECULAR RECOGNITION OF NUCLEOBASES BY A NEW ZINC(II) COMPLEX OF ACRIDINE-PENDANT CYCLEN (CYCLEN=1,4,7,10-TETRAAZACYCLODODECANE) [J].
SHIONOYA, M ;
IKEDA, T ;
KIMURA, E ;
SHIRO, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (09) :3848-3859
[19]   A NEW TERNARY ZINC(II) COMPLEX WITH [12]ANEN(4) (=1,4,7,10-TETRAAZACYCLODODECANE) AND AZT (=3'-AZIDO-3'-DEOXYTHYMIDINE) - HIGHLY SELECTIVE RECOGNITION OF THYMIDINE AND ITS RELATED NUCLEOSIDES BY A ZINC(II) MACROCYCLIC TETRAAMINE COMPLEX WITH NOVEL COMPLEMENTARY ASSOCIATIONS [J].
SHIONOYA, M ;
KIMURA, E ;
SHIRO, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :6730-6737