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

Investor logo

Warning

This publication doesn't include Faculty of Education. It includes Faculty of Science. Official publication website can be found on muni.cz.
Authors

LUDVÍKOVÁ Lucie ŠTACKO Peter SPERRY Jonathan KLÁN Petr

Year of publication 2018
Type Article in Periodical
Magazine / Source Journal of Organic Chemistry
MU Faculty or unit

Faculty of Science

Citation
Web https://pubs.acs.org/doi/10.1021/acs.joc.8b01545
Doi http://dx.doi.org/10.1021/acs.joc.8b01545
Keywords LASER FLASH-PHOTOLYSIS; AROMATIC-AMINO-ACIDS; EXCITED-STATE CHEMISTRY; SINGLET OXYGEN; SENSITIZED PHOTOOXIDATION; MEMBRANE-PROTEINS; OXIDATION; PEPTIDES; RESIDUES; SKIN
Description 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.
Related projects:

You are running an old browser version. We recommend updating your browser to its latest version.