Photochemical conversion of oligonucleotides containing 2-chloro-2'-deoxyadenosine: enhanced UV sensitivity of a modified purine base induced by the nearest neighbor.
Irradiation of alternating dodecamers containing 2-chloro-2'-deoxyadenosine (Cl2dAdo) with ultraviolet light (254 nm) has been investigated. The photoconversion of Cl2dAdo into 2'-deoxyisoguanosine (isodGuo) and the completeness of the reaction were studied by reversed-phase HPLC and UV absorption spectra. The photosensitivity of Cl2dAdo within an oligonucleotide was found to be sequence-specific and depends on the nearest neighbor; 2'-deoxyguanosine residues accelerate the rate of photoconversion by a factor of 3.
Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Germany.
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Ramzaeva
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Seela
D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D017338:Cladribine / Q000138:chemical synthesis / Q000737:chemistry* / Q000528:radiation effects; D006868:Hydrolysis; D008969:Molecular Sequence Data; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry* / Q000528:radiation effects; D010777:Photochemistry; D011687:Purines / Q000737:chemistry* / Q000528:radiation effects; D013056:Spectrophotometry, Ultraviolet; D013816:Thermodynamics; D014466:Ultraviolet Rays
D009841:Oligonucleotides; D011687:Purines; D017338:Cladribine