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Deoxythymidine–Pterin Fluorescent Adduct Formation through a Photosensitized Process
Author(s) -
Estébanez Sandra,
Thomas Andrés H.,
Lorente Carolina
Publication year - 2018
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201701101
Subject(s) - chemistry , pterin , fluorescence , singlet oxygen , photochemistry , adduct , moiety , quantum yield , thymine , nucleobase , aqueous solution , molecule , stereochemistry , organic chemistry , dna , oxygen , cofactor , biochemistry , physics , quantum mechanics , enzyme
A new fluorescent compound was isolated from UVA‐irradiated aqueous solutions containing pterin (Ptr) and 2′deoxythymidine (dT) in anaerobic conditions. Pterins are widespread in living systems in small amounts, but they are accumulated in some pathological situations. Under UVA radiation, pterins are photochemically active, fluorescent, and photosensitize the generation of singlet oxygen [ 1 O 2 ( 1 Δ g )]. The isolated compound was structurally characterized by using liquid chromatography coupled to tandem mass spectrometry, and its photophysical properties were studied with the time‐correlated single‐photon‐counting technique. The molecular weight and the analysis of the fragmentation correspond to a molecule where the pterinic moiety is attached to the thymine nucleobase. The product exhibits photophysical properties similar to those of Ptr, including relatively high fluorescence and 1 O 2 production quantum yields.