A synthetic hapten for induction of thymine-dimer-specific antibodies (original) (raw)
Related papers
Journal of Chromatography A, 1980
Cyclobutadipyrimidines (pyrimidine dimers, Pyr < > Pyr) (the abbreviation system used is that proposed in ref. 1) represent the major class of DNA lesions induced by the action of fm and near uhraviolet (I_JV) light on biological systemsz4. The four stereoisomeric thymine dimers (Thy < > Thy) produced by UV irradiation of Thy have been separated by thin-layer chromatography (ILQs and by gas-liquid chromatography (GLC) after N-methylation 6. Surprisingly, in view of the large number of separations of mixtures of nucleic acid components7-'o and modified bases or nuckosides"-'5 by high-performance liquid chromatography (HPLC) using chemically bonded reversed-phase packings, to our knowledge the only reported separation of pyrimidine dimers (cis_svn Thy < > Thy and Ura < > Thy) by HPLCF was by ion exchange. This paper reports the deveIopment of an HPLC method for rapid and complete separation of the four Thy c> Thy dimers on a conventional octadecyl reversed-phase column and on the new radial-PAK A cartridge with the Waters radial compression separaticn system (RC 55). Separations of the optically active stereoisomers as well as the meso pairs of cyclobutadithymidine (thymidine dimers, Thd < > Thd) by reversed-phase HPLC and two-dimensional TLC are also described. MAERIAIS AND METHODS High-performance Iiquid citronzfzrography A Model HIOOA dual-piston pump, a Model U6K universal injector (Waters Assoc.
Identification of the cis-thymine glycol moiety in oxidized deoxyribonucleic acid
Biochemistry, 1981
5,6-Dihydroxy-5,6-dihydrothymine (thymine glycol) is formed in DNA by reaction with oxidizing agents and as a result of ionizing and near-ultraviolet radiation. We describe a rapid purification of cis-5,6-dihydroxy-5,6-dihydrothymine and cis-5,6-dihydroxy-5,6-dihydrothymidine I Abbreviations used: thymine glycol (TG), 5,6-dihydroxy-5,6-dihydrothymine; thymidine glycol, 5,6-dihydroxy-5,6-dihydrothymidine; BSA, bovine serum albumin; Cl3CCOOH, trichloroacetic acid; NMR, nuclear magnetic resonance; IR, infrared; UV, ultraviolet, TLC, thinlayer chromatography; high-pressure LC, high-pressure liquid chromatography; LH-20, Sephadex LH-20.
ON THE MECHANISM OF THYMINE PHOTODIMERIZATION
Proceedings of the National Academy of Sciences, 1968
We wish to report some results of a continuing study aimed at establishing the mechanism(s) by which the absorption of a photon by DNA leads to the formation of stable pyrimidine dimers.
Para-aminobenzoic acid-photosensitized dimerization of thymine I. In DNA-related model systems
Journal of Photochemistry and Photobiology A: Chemistry, 1993
acid (PAPA) is able to photosensitize the dimerization of two adjacent thymines in aqueous solutions of free thymine base or thymidylyl-3',5'-thymidine at wavelengths greater than 300 nm where thyrnine does not absorb. The dependence of dimer yield on a variety of reaction conditions when these two DNArelated systems were irradiated in the presence of PABA has been investigated. Reaction mechanisms have been proposed to account for the major processes taking place. The rate constants for the various constituent reactions have been assigned on the basis of experiment, values cited in the literature and calculations based upon these values as well as calculation based upon Stern-Volmer steady state analysis of the proposed mechanisms. Computer simulation of these mechanisms gave dimer yields which were in reasonable agreement with the experimental data.
The reduction of thymine residues in DNA by the combined action of UV light and hypophosphite
Journal of Photochemistry and Photobiology B: Biology, 1995
UV irradiation (A = 254 nm) of thymine and uracil in aqueous solution containing salts of phosphinic acid (hypophosphites) results in the formation of the corresponding dihydropyrimidine derivatives. The peculiarities of this new photochemical reaction consist of a specificity towards 2,4-dioxopyrimidines, a high quantum yield and a neutral pH optimum. The quantum yield of photoconversion of thymine at pH 7.0 ~s equal to 1.9× 10 -2 in 1 M NaH2PO2; it is diminished to 8.5× 10 -3 in 0.1 M NaH2PO 2. The same decrease in quantum yield with concentration is also found for uracil and uridine; quantum yields of their transformations in 0.1 M NaH2PO2 at pH 7.0 are 6.6 × 10-2 and 1.5 × 10-~ respectively.
Journal of Polymer Science Part A: Polymer Chemistry, 1988
Polyamides containing thymine photodimer units in the main chain were synthesized, and their photolysis by ultraviolet irradiation below 260 nm were studied in film state. Photodimers of thymine derivatives were obtained by photochemical reaction of the carboxylic acid derivatives of thymine in aqueous solution irradiated above 270 nm. An attempt w a~ made to resolve the isomers of the photodimem, and the two kinds of cis isomers [cis-syn(head to head), and cis-antifiead to tail)] were isolated succassfully. The polyamidea were prepared by condensation of the photadimers with diamine wing an activated ester method. The photodissociation of the thymine photcdimer in the polymer main chain caused the breakage of the polymer chains, leading to the production of oligomers and dimer compounds containing thymine bases at the ends of the molecule. The dissociation rate of the polymer did not depend on the kind of the thymine photcdimer which was in the main chain of the polymer.