title: Photochemistry of aqueous solutions of kynurenic acid and kynurenine yellow.
abstract: The photophysics and photochemistry of kynurenic acid (KNA) and kynurenine yellow (KNY) in neutral aqueous solutions were investigated using time-resolved optical spectroscopy. Both molecules have similar quinoline-like structures, the only difference being the absence of conjugation in the nitrogen containing cycle in KNY. The main channel of S(1) excited state decay in the case of partially-unconjugated KNY is the solvent assisted S(1) → S(0) radiationless transition via intermolecular hydrogen bonds (Φ(IC) = 0.96), whereas, in the case of fully-conjugated KNA, it is intersystem crossing to the triplet state (Φ(T) = 0.82). The major intermediate products of the singlet excited KNY deactivation are the triplet state (Φ(T) = 0.022) and, most probably, the enol form (Φ(enol) = 0.012), which decay with the formation of 2,3-dihydro-4-hydroxyquinoline and 4-hydroxyquinoline, respectively. The results obtained show that KNA and KNY, which are products of the decomposition of the UV filter kynurenine, are significantly more photoactive and less photostable than the parent molecule.
authors.affiliation: International Tomography Center SB RAS, Institutskaya str., 3A, 630090, Novosibirsk, Russia.
authors.forename: Ekaterina A
authors.initials: EA
authors.lastname: Zelentsova
authors.forename: Peter S
authors.initials: PS
authors.lastname: Sherin
authors.forename: Olga A
authors.initials: OA
authors.lastname: Snytnikova
authors.forename: Robert
authors.initials: R
authors.lastname: Kaptein
authors.forename: Eric
authors.initials: E
authors.lastname: Vauthey
authors.forename: Yuri P
authors.initials: YP
authors.lastname: Tsentalovich
mesh_terms: D007736:Kynurenic Acid / Q000737:chemistry*; D010084:Oxidation-Reduction; D010782:Photolysis; D015363:Quinolones / Q000737:chemistry*; D012996:Solutions; D013050:Spectrometry, Fluorescence; D014867:Water / Q000737:chemistry*
chemical_list: D015363:Quinolones; D012996:Solutions; D014867:Water; C001514:kynurenine yellow; D007736:Kynurenic Acid