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Titolo:
METAL-STABILIZED RARE TAUTOMERS OF NUCLEOBASES .5. IMINOOXO TAUTOMER OF CYTOSINE COORDINATED TO PT(II) WITH METAL AND NUCLEOBASE IN SYN ANDANTI ORIENTATIONS
Autore:
PICHIERRI F; HOLTHENRICH D; ZANGRANDO E; LIPPERT B; RANDACCIO L;
Indirizzi:
UNIV TRIESTE,DEPT CHEM,VIA GIOGIERI 1 I-34127 TRIESTE ITALY UNIV TRIESTE,DEPT CHEM I-34127 TRIESTE ITALY UNIV DORTMUND,DEPT CHEM D-44221 DORTMUND GERMANY
Titolo Testata:
JBIC. Journal of biological inorganic chemistry
fascicolo: 5, volume: 1, anno: 1996,
pagine: 439 - 445
SICI:
0949-8257(1996)1:5<439:MRTON.>2.0.ZU;2-X
Fonte:
ISI
Lingua:
ENG
Soggetto:
LINKAGE ISOMERIZATION REACTION; HETERONUCLEAR COMPLEXES; CRYSTAL-STRUCTURES; X-RAY; LIGANDS; 1-METHYLCYTOSINE; PLATINUM(II); ADENINE; GUANINE; ACIDITY;
Keywords:
CYTOSINE; RARE IMINOOXO TAUTOMER; SYN AND ANTI ARRANGEMENT;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
37
Recensione:
Indirizzi per estratti:
Citazione:
F. Pichierri et al., "METAL-STABILIZED RARE TAUTOMERS OF NUCLEOBASES .5. IMINOOXO TAUTOMER OF CYTOSINE COORDINATED TO PT(II) WITH METAL AND NUCLEOBASE IN SYN ANDANTI ORIENTATIONS", JBIC. Journal of biological inorganic chemistry, 1(5), 1996, pp. 439-445

Abstract

A Pt-II complex containing N4 bound neutral 1-methylcytosine (1-MeC),trans-[Pt(NH3)(2)(1-MeC-N4)(2)](ClO4)(2) (5), has been prepared and characterized by X-ray analysis. The complex contains the rare iminooxotautomer form of the cytosine nucleobase. Pt-II binding is through the exocyclic N4 position of the nucleobases, with Pt and the N3 positions in a syn orientation. As a consequence, the proton at N3 is pointing toward the heavy metal, thereby allowing an agostic Pt ... HN interaction. Formation of 5 is achieved via oxidation of the linkage isomer trans-[Pt(NH3)(2)(1-MeCN3)(2)](2+) (1) to a Pt-IV species (2), followed by metal migration to N4, and subsequent reduction to Pt-II. This process is a text-book example for a redox-assisted metal migration at aheterocyclic ligand. The existence of various rotamers of 5 in aqueous solution is evident from H-1 NMR spectroscopy. The possible role of these rotamers of the metalated rare tautomer, and in particular of those having Pt and the N3 position in an anti arrangement, with regard to base mispairing is discussed.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 15/07/20 alle ore 08:24:03