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

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dc.contributor.author Ludvíková, Lucie en
dc.contributor.author Štacko, Peter en
dc.contributor.author Sperry, Jonathan en
dc.contributor.author Klán, Petr en
dc.date.accessioned 2019-02-28T21:41:52Z en
dc.date.issued 2018-09 en
dc.identifier.issn 0022-3263 en
dc.identifier.uri http://hdl.handle.net/2292/45634 en
dc.description.abstract 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. en
dc.format.medium Print-Electronic en
dc.language eng en
dc.relation.ispartofseries The Journal of organic chemistry en
dc.rights Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. en
dc.rights.uri https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm en
dc.title Photosensitized Cross-Linking of Tryptophan and Tyrosine Derivatives by Rose Bengal in Aqueous Solutions. en
dc.type Journal Article en
dc.identifier.doi 10.1021/acs.joc.8b01545 en
pubs.issue 18 en
pubs.begin-page 10835 en
pubs.volume 83 en
dc.rights.holder Copyright: The author en
pubs.end-page 10844 en
pubs.publication-status Published en
dc.rights.accessrights http://purl.org/eprint/accessRights/RestrictedAccess en
pubs.subtype Research Support, Non-U.S. Gov't en
pubs.subtype Journal Article en
pubs.elements-id 751943 en
pubs.org-id Science en
pubs.org-id Chemistry en
dc.identifier.eissn 1520-6904 en
pubs.record-created-at-source-date 2018-08-08 en
pubs.dimensions-id 30085660 en


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