Isolation and characterization of pyrimidine-psoralen-pyrimidine photodiadducts from DNA. [Ultraviolet radiation]

Journal Article · Wed Dec 01 00:00:00 EST 1982 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00388a046· OSTI ID:6336200

Kanne, D; Straub, K; Hearst, J E; Rapoport, H

The isolation and characterization of pyrimidine-psoralen-pyrimidine photodiadducts from DNA are reported for the first time. For each of the four psoralens studied, a single pair of diastereomeric thymidine-psoralen-thymidine photodiadducts, each with cis-syn stereochemistry, was found to account for > 90% of the diadducts formed. Additionally, pulse-chase experiments that establish that these photo cross-links are formed by cycloaddition of a second thymidine residue to the 3,4 double bond (pyrone side) of an initially formed 4',5' (furan-side) psoralen-thymidine photomonoadduct have been carried out.

• Research Organization: Lawrence Berkeley Lab., CA
• OSTI ID: 6336200
• Journal Information: J. Am. Chem. Soc.; (United States), Vol. 104:24
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ADDUCTS
MASS SPECTROSCOPY
DNA
ULTRAVIOLET RADIATION
PSORALEN
THYMIDINE
CHEMOTHERAPY
CROSS-LINKING
EXPERIMENTAL DATA
NMR SPECTRA
PHOTOCHEMISTRY
PSORIASIS
STEREOCHEMISTRY
ANTICOAGULANTS
AZINES
CHEMICAL REACTIONS
CHEMISTRY
COUMARINS
DATA
DISEASES
DRUGS
ELECTROMAGNETIC RADIATION
HEMATOLOGIC AGENTS
HETEROCYCLIC COMPOUNDS
INFORMATION
NUCLEIC ACIDS
NUCLEOSIDES
NUCLEOTIDES
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
POLYMERIZATION
PYRIMIDINES
RADIATIONS
RIBOSIDES
SKIN DISEASES
SPECTRA
SPECTROSCOPY
THERAPY
400500* - Photochemistry
560100 - Biomedical Sciences
Applied Studies- Radiation Effects