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THE PHOTOSENSITIZED OXIDATION OF TYROSINE REACTION UNDER HOMOGENEOUS CONDITIONS DERIVATIVES IN THE PRESENCE OF ALGINATE‐I
Author(s) -
Seely G. R.,
Hart R. L.
Publication year - 1976
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1976.tb06762.x
Subject(s) - chemistry , thionine , monomer , tyramine , photochemistry , redox , tyrosine , crystal violet , organic chemistry , electrochemistry , biochemistry , polymer , electrode , medicine , pathology
—The rates of dye‐sensitized photooxidation of tyrosine and tyramine to brown products were compared in the presence and the absence of the anionic polysaccharide, alginate. The polyelectrolyte did not affect the reaction when it was sensitized by monochromatic light absorbed mainly by the monomeric form of the dye. In white light, the rate of oxidation sensitized by thionine or phenosafranine was increased in the presence of alginate for tyramine, but not for tyrosine. In the thionine sensitized reaction, the ratio of brown product formation to tyramine consumption increased with decreasing wavelength of monochromatic excitation. These and other phenomena are believed related to the formation of complexes between the dyes and some of the oxidation products, and to association between some of the oxidation products and alginate. A mechanism for oxidation of phenols is proposed, based on the addition of O 2 ( 1 Δ9) across a double bond ortho to the phenolate oxygen. Dyes bind to alginate in monomeric and in aggregated forms; only the monomeric forms of thiazine dyes are photochemically active, but both the monomeric and the aggregated forms of crystal violet are active.