Deoxyribonolactone lesion in DNA: Synthesis of fluorinated analogues

Nucleosides, Nucleotides and Nucleic Acids

Volumn 22, Issue 5-8, 2003, Pages 1093-1095

  Crey, Caroline ^a   Dumy, Pascal ^a   Lhomme, Jean ^a   Kotera, Mitsuharu ^a  

^a CNRS   (France)

Author keywords

Deoxyribonolactone; DNA damage; Fluorinated derivatives; Synthesis

Indexed keywords

DEOXYRIBONOLACTONE; DNA; FLUORINE DERIVATIVE; LACTONE DERIVATIVE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; CONFERENCE PAPER; DNA DAMAGE; FLUORINATION; REFORMATSKY REACTION; STEREOCHEMISTRY; SYNTHESIS;

DEOXYRIBOSE; DNA; DNA DAMAGE; FLUORINE; LACTONES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, GENETIC;

EID: 0141596297     PISSN: 15257770     EISSN: None     Source Type: Journal    
DOI: 10.1081/NCN-120022744     Document Type: Conference Paper

References (4)

1. Roupioz, Y.; Lhomme, J.; Kotera, M. Chemistry of the 2-deoxyribonolactone lesion in oligonucleotides: cleavage kinetics and products analysis. J. Am. Chem. Soc. 2002, 124, 9129-9135.
2. Kotera, M.; Roupioz, Y.; Defrancq, E.; Bourdat, A.-G.; Garcia, J.; Coulombeau, C.; Lhomme, J. The 7-nitroindole nucleoside as a photochemical precursor of 2′-deoxyribonolactone: access to DNA fragments containing this oxidative abasic lesion. Chem.-Eur. J. 2000, 6, 4163-4169.
3. Kotera, M.; Bourdat, A.-G.; Defrancq, E.; Lhomme, J. A highly efficient synthesis of oligodeoxyribonucleotides containing the 2′ -deoxyribonolactone lesion. J. Am. Chem. Soc. 1998, 120, 11,810-11,811.
4. Chou, T.S.; Heath, P.C.; Patterson, L.E.; Poteet, L.M.; Lakin, R.E.; Hunt, A.H. Stereospecific synthesis of 2-deoxy-2,2-difluororibonolactone and its use in the preparation of 2′-deoxy-2′,2′-difluoro-β -D-ribofuranosyl pyrimidine nucleosides: the key role of selective crystallization. Synthesis 1992, 6, 565-570.