Epoxide adducts at the guanine residue within single-stranded DNA chains: reactivity and stability studies.
Emphasis was placed in this work on the assessment of structural and biological features of nucleobase adducts that result from the reaction of DNA with epoxide derivatives. Thus we have prepared and characterized a set of site-specifically modified oligonucleotides at N7-position of a guanine residue, upon reaction with diepoxibutane, with the purpose of further investigating some of their biochemical features. The stability of the lesion-containing DNA fragments has also been investigated and clearly shows that the latter modified oligomers may be used as substrates for in vitro enzymatic assays, aimed at determining the biological effects within cell of these chemically induced DNA damage.
Gasparutto
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D
Laboratoire des Lesions des Acides Nucléiques, Service Chimie Inorganique Biologique-UMR CEA-UJF, DRFMC CEA-Grenoble, Grenoble Cedex 9, France. dgasparutto@cea.fr
Michel
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T
Ramirez-Fuentes
T
T
Saint-Pierre
C
C
Cadet
J
J
D002073:Butanes / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000737:chemistry*; D018736:DNA Adducts; D004249:DNA Damage; D004277:DNA, Single-Stranded / Q000737:chemistry*; D004591:Electrophoresis, Polyacrylamide Gel; D004852:Epoxy Compounds / Q000737:chemistry*; D006147:Guanine / Q000737:chemistry*; D008956:Models, Chemical; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000737:chemistry; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
D002073:Butanes; D018736:DNA Adducts; D004277:DNA, Single-Stranded; D004852:Epoxy Compounds; D009841:Oligonucleotides; D006147:Guanine; C046888:butane; D004247:DNA