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 | |
| Publication status | Published - 2018 Jul 11 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
Cite this
A Vinylogous Photocleavage Strategy Allows Direct Photocaging of Backbone Amide Structure. / Mangubat-Medina, Alicia E.; Martin, Samuel C.; Hanaya, Kengo; Ball, Zachary T.
In: Journal of the American Chemical Society, Vol. 140, No. 27, 11.07.2018, p. 8401-8404.Research output: Contribution to journal › Article
}
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.
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.
UR - http://www.scopus.com/inward/record.url?scp=85048989163&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85048989163&partnerID=8YFLogxK
U2 - 10.1021/jacs.8b04893
DO - 10.1021/jacs.8b04893
M3 - Article
C2 - 29924590
AN - SCOPUS:85048989163
VL - 140
SP - 8401
EP - 8404
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 27
ER -