| LUDVÍKOVÁ, Lucie, Peter ŠTACKO, Jonathan SPERRY and Petr KLÁN. Photosensitized Cross-Linking of Tryptophan and Tyrosine Derivatives by Rose Bengal in Aqueous Solutions. Journal of Organic Chemistry. WASHINGTON: AMER CHEMICAL SOC, 2018, vol. 83, No 18, p. 10835-10844. ISSN 0022-3263. Available from: https://dx.doi.org/10.1021/acs.joc.8b01545. |
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@article{1488106,
author = {Ludvíková, Lucie and Štacko, Peter and Sperry, Jonathan and Klán, Petr},
article_location = {WASHINGTON},
article_number = {18},
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},
language = {eng},
issn = {0022-3263},
journal = {Journal of Organic Chemistry},
title = {Photosensitized Cross-Linking of Tryptophan and Tyrosine Derivatives by Rose Bengal in Aqueous Solutions},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.8b01545},
volume = {83},
year = {2018}
}
TY - JOUR
ID - 1488106
AU - Ludvíková, Lucie - Štacko, Peter - Sperry, Jonathan - Klán, Petr
PY - 2018
TI - Photosensitized Cross-Linking of Tryptophan and Tyrosine Derivatives by Rose Bengal in Aqueous Solutions
JF - Journal of Organic Chemistry
VL - 83
IS - 18
SP - 10835-10844
EP - 10835-10844
PB - AMER CHEMICAL SOC
SN - 00223263
KW - LASER FLASH-PHOTOLYSIS
KW - AROMATIC-AMINO-ACIDS
KW - EXCITED-STATE CHEMISTRY
KW - SINGLET OXYGEN
KW - SENSITIZED PHOTOOXIDATION
KW - MEMBRANE-PROTEINS
KW - OXIDATION
KW - PEPTIDES
KW - RESIDUES
KW - SKIN
UR - https://pubs.acs.org/doi/10.1021/acs.joc.8b01545
L2 - https://pubs.acs.org/doi/10.1021/acs.joc.8b01545
N2 - 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.
ER -
LUDVÍKOVÁ, Lucie, Peter ŠTACKO, Jonathan SPERRY and Petr KLÁN. Photosensitized Cross-Linking of Tryptophan and Tyrosine Derivatives by Rose Bengal in Aqueous Solutions. \textit{Journal of Organic Chemistry}. WASHINGTON: AMER CHEMICAL SOC, 2018, vol.~83, No~18, p.~10835-10844. ISSN~0022-3263. Available from: https://dx.doi.org/10.1021/acs.joc.8b01545.
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