A Vinylogous Photocleavage Strategy Allows Direct Photocaging of Backbone Amide Structure

Alicia E. Mangubat-Medina; Samuel C. Martin; Kengo Hanaya; Zachary T. Ball

doi:10.1021/jacs.8b04893

A Vinylogous Photocleavage Strategy Allows Direct Photocaging of Backbone Amide Structure

Alicia E. Mangubat-Medina, Samuel C. Martin, Kengo Hanaya, Zachary T. Ball

Research output: Contribution to journal › Article

7 Citations (Scopus)

Abstract

Side-chain modifications that respond to external stimuli provide a convenient approach to control macromolecular structure and function. Responsive modification of backbone amide structure represents a direct and powerful alternative to impact folding and function. Here, we describe a new photocaging method using histidine-directed backbone modification to selectively modify peptides and proteins at the amide N-H bond. A new vinylogous photocleavage method allows photorelease of the backbone modification and, with it, restoration of function.

Original language	English
Pages (from-to)	8401-8404
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	140
Issue number	27
DOIs	https://doi.org/10.1021/jacs.8b04893
Publication status	Published - 2018 Jul 11
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/jacs.8b04893

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Mangubat-Medina, A. E., Martin, S. C., Hanaya, K., & Ball, Z. T. (2018). A Vinylogous Photocleavage Strategy Allows Direct Photocaging of Backbone Amide Structure. Journal of the American Chemical Society, 140(27), 8401-8404. https://doi.org/10.1021/jacs.8b04893

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