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Titolo:
Oxidative damage of DNA by chromium(V) complexes: relative importance of base versus sugar oxidation
Autore:
Bose, RN; Moghaddas, S; Mazzer, PA; Dudones, LP; Joudah, L; Stroup, D;
Indirizzi:
Kent State Univ, Dept Chem, Kent, OH 44242 USA Kent State Univ Kent OH USA 44242 ate Univ, Dept Chem, Kent, OH 44242 USA NE Ohio Univ, Coll Med, Dept Biochem, Rootstown, OH 44272 USA NE Ohio Univ Rootstown OH USA 44272 Dept Biochem, Rootstown, OH 44272 USA
Titolo Testata:
NUCLEIC ACIDS RESEARCH
fascicolo: 10, volume: 27, anno: 1999,
pagine: 2219 - 2226
SICI:
0305-1048(19990515)27:10<2219:ODODBC>2.0.ZU;2-A
Fonte:
ISI
Lingua:
ENG
Soggetto:
SINGLET OXYGEN; STRAND BREAKS; CARCINOGEN CHROMIUM(VI); HYDROGEN ABSTRACTION; RADICAL FORMATION; REDOX POTENTIALS; MOLECULAR-OXYGEN; AQUEOUS-SOLUTION; NUCLEIC-ACIDS; IN-VITRO;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
71
Recensione:
Indirizzi per estratti:
Indirizzo: Bose, RN Kent State Univ, Dept Chem, Kent, OH 44242 USA Kent State Univ Kent OH USA 44242 Dept Chem, Kent, OH 44242 USA
Citazione:
R.N. Bose et al., "Oxidative damage of DNA by chromium(V) complexes: relative importance of base versus sugar oxidation", NUCL ACID R, 27(10), 1999, pp. 2219-2226

Abstract

Chromium(V)-mediated oxidative damage of deoxyribonucleic acids was investigated at neutral pH in aqueous solution by utilizing bis(2-ethyl-2-hydroxybutanato)oxochromate(V) (I) and bis(hydroxyethyl)amino-tris(hydroxymethyl)methane)oxochromate(V) (II). Single-stranded and double-stranded (ds) calf thymus and human placenta DNA, as well as two oligomers, 5'-GATCTAGTAGGAGGACAAATAGTGTPTG-3' and 5'-GATCCAAGCAAACACTATTTGTCCTCCTACTA-3', were reacted with the chromium(V) complexes. Most products were separated and characterized by chromatographic and spectroscopic methods, Polyacrylamide gel electrophoresis experiments reveal more damage at G sites in comparison to other bases. Three primary oxidation products, 5-methylene-2-furanone (5-MF), furfural and 8-oxo-2'-deoxyguanosine, were characterized, A minor product, whichappears to be thymine propenal, was also observed. The dsDNA produces morefurfural than furanone, The formation of these two products resulted from hydrogen abstraction dr hydride transfer from C1' and C5' positions of the ribose to the oxo-chromium(V) center. Since no enhancements of these products (except propenal) were observed in the presence of oxygen, mechanisms pertaining to the participation of activated oxygen species may be ruled out. The oxidation of the G base is most likely associated with an oxygen atom transfer from the oxo-metallates to the double bond between C8 and N7 of the purine ring. The formation of the propenal may be associated with an oxygen-activated species, since a marginal enhancement of this product was observed in the presence of oxygen, The formation of furfural in higher abundance over 5-MF for dsDNA was attributed to the ease of hydrogen abstraction (or hydride transfer) from the C5' compared to C1' position of the ribose within a Cr(V)-DNA intermediate in which the metal center is bound to the phosphate diester moiety.

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Documento generato il 28/09/20 alle ore 10:43:50