New Insights into the Reaction Paths of Hydroxyl Radicals with 2'-Deoxyguanosine (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• New Insights into the Reaction Paths of Hydroxyl Radicals with 2'-Deoxyguanosine (Articolo in rivista) (literal)

Anno

• 2011-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1021/tx2003245 (literal)

Alternative label

• Chatigilialoglu C.; D'Angelantonio M.; Kciuk G.; Bobrowski K. (2011)
  New Insights into the Reaction Paths of Hydroxyl Radicals with 2'-Deoxyguanosine
  in Chemical research in toxicology; American Chemical Society, Washington (Stati Uniti d'America)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Chatigilialoglu C.; D'Angelantonio M.; Kciuk G.; Bobrowski K. (literal)

Pagina inizio

• 2200 (literal)

Pagina fine

• 2206 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 24 (literal)

Rivista

• Chemical research in toxicology (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

• 7 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

• 12 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Chatigilialoglu C. - Istituto per la Sintesi Organica e la Fotoreattività CNR - Bologna D'Angelantonio M. - Istituto per la Sintesi Organica e la Fotoreattività CNR - Bologna Kciuk G. - Institute of Nuclear Chemistry and Technology - Warsaw - Poland Bobrowski K. - Institute of Nuclear Chemistry and Technology - Warsaw - Poland (literal)

Titolo

• New Insights into the Reaction Paths of Hydroxyl Radicals with 2'-Deoxyguanosine (literal)

Abstract

• The reaction of HO(center dot) radical with 2'-deoxyguanosine is intensively studied as a model for DNA damage. Several aspects related to the reaction paths responsible for the most relevant lesions are not well understood. We have reinvestigated the reaction of HO(center dot) with 2'-deoxyguanosine by pulse radiolysis and extended our studies to a variety of substituted derivatives. The main path of hydrogen abstraction was confirmed to be from the exocyclic NH(2) group, followed by a water-assisted tautomerization. The rate constant (k = 2.3 x 10(4) s(-1)) obtained from the spectral changes at 620 rim is influenced by the substituent at the C8 position. When N1-H is replaced by N1-CH(3), the tautomerization does not occur. The spectral changes at 370 nm that correspond to a rate constant of 6.9 x 10(5) s(-1) were assigned to the cyclization of 2'-deoxyguanosin-5'-yl radical with formation of 5',8-cyclo-2'-deoxyguanosine as the product. When NEt(2) replaces the exocyclic NH(2), the spectral changes at all wavelengths follow second-order kinetics, suggesting a \"slow\" ring-opening of the 8-hydroxyl adduct of 2'-deoxyguanosine. (literal)

Editore

• American Chemical Society (Editore)

Prodotto di

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)
• Modelli biomimetici di stress radicalico e biomarcatori correlati (PM.P06.006.001) (Modulo)

Autore CNR

• CHRYSSOSTOMOS CHATGILIALOGLU (Unità di personale interno)
• MILA D'ANGELANTONIO (Unità di personale interno)

Insieme di parole chiave

• Keywords of "New Insights into the Reaction Paths of Hydroxyl Radicals with 2'-Deoxyguanosine" (Insieme di parole chiave)

Incoming links:

Prodotto

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)
• Modelli biomimetici di stress radicalico e biomarcatori correlati (PM.P06.006.001) (Modulo)

Autore CNR di

• CHRYSSOSTOMOS CHATGILIALOGLU (Unità di personale interno)
• MILA D'ANGELANTONIO (Unità di personale interno)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Chemical research in toxicology (Rivista)

Editore di

• American Chemical Society (Editore)

Insieme di parole chiave di

• Keywords of "New Insights into the Reaction Paths of Hydroxyl Radicals with 2'-Deoxyguanosine" (Insieme di parole chiave)