TY - JOUR
T1 - A Vinylogous Photocleavage Strategy Allows Direct Photocaging of Backbone Amide Structure
AU - Mangubat-Medina, Alicia E.
AU - Martin, Samuel C.
AU - Hanaya, Kengo
AU - Ball, Zachary T.
N1 - Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/7/11
Y1 - 2018/7/11
N2 - 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.
AB - 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.
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U2 - 10.1021/jacs.8b04893
DO - 10.1021/jacs.8b04893
M3 - Article
C2 - 29924590
AN - SCOPUS:85048989163
SN - 0002-7863
VL - 140
SP - 8401
EP - 8404
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 27
ER -