Informace o publikaci

Photosensitized Cross-Linking of Tryptophan and Tyrosine Derivatives by Rose Bengal in Aqueous Solutions

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LUDVÍKOVÁ Lucie ŠTACKO Peter SPERRY Jonathan KLÁN Petr

Rok publikování 2018
Druh Článek v odborném periodiku
Časopis / Zdroj Journal of Organic Chemistry
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
www https://pubs.acs.org/doi/10.1021/acs.joc.8b01545
Doi http://dx.doi.org/10.1021/acs.joc.8b01545
Klíčová slova LASER FLASH-PHOTOLYSIS; AROMATIC-AMINO-ACIDS; EXCITED-STATE CHEMISTRY; SINGLET OXYGEN; SENSITIZED PHOTOOXIDATION; MEMBRANE-PROTEINS; OXIDATION; PEPTIDES; RESIDUES; SKIN
Popis Photosensitized cross-linking of N-acetyl derivatives of tryptophan and tyrosine by rose bengal in phosphate buffer saline was studied by steady-state absorption and emission spectroscopy, nanosecond transient absorption spectroscopy, and chemical analyses. These amino acids undergo cross-linking to form dimeric and higher oligomeric products under anoxic conditions with rose bengal as a sacrificial oxidant, whereas they react predominantly with singlet oxygen produced by rose bengal in aerated solutions. This investigation provides a comprehensive view into the first steps of rose bengal photosensitized cross-linking of these two amino acids. The results can be helpful for future applications of rose bengal and related dyes, such as photochemical tissue bonding or visible light photocatalysis.
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