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Published December 4, 2009 | Accepted Version + Supplemental Material
Journal Article Open

A Selenide-Based Approach to Photochemical Cleavage of Peptide and Protein Backbones at Engineered Backbone Esters

Abstract

A strategy for photochemical cleavage of peptide and protein backbones is described, which is based on a selenide-mediated cleavage of a backbone ester moiety. Studies in model systems establish the viability of the chemistry and suggest the method could be a valuable tool for chemical biology studies of proteins.

Additional Information

© 2009 American Chemical Society. Received June 29, 2009. Publication Date (Web): November 10, 2009. We thank Rick Gerhart for the gift of the uranium glass filter, Mona Shahgholi for her assistance with the mass spectrometery, Michael Krout for his knowledge about the immersion lamp, and Nyssa Puskar for thoughtful discussions. This wor kwas supported by NIH (NS 34407) and an NIH training grant for A.L.E. (NRSA 5-T32-GM07616). Supporting Information Available: General experimental methods and copies of 1H and 13C NMR spectra for all new compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

Attached Files

Accepted Version - nihms241732.pdf

Supplemental Material - jo901368g_si_001.pdf

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