MADEA, Dominik, Tomáš SLANINA and Petr KLÁN. A 'photorelease, catch and photorelease' strategy for bioconjugation utilizing a p-hydroxyphenacyl group. Chemical communications. Cambridge: Royal Society of Chemistry, 2016, vol. 52, No 87, p. 12901-12904. ISSN 1359-7345. Available from: https://dx.doi.org/10.1039/c6cc07496k.
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Basic information
Original name A 'photorelease, catch and photorelease' strategy for bioconjugation utilizing a p-hydroxyphenacyl group
Authors MADEA, Dominik (203 Czech Republic, belonging to the institution), Tomáš SLANINA (203 Czech Republic, belonging to the institution) and Petr KLÁN (203 Czech Republic, guarantor, belonging to the institution).
Edition Chemical communications, Cambridge, Royal Society of Chemistry, 2016, 1359-7345.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United Kingdom of Great Britain and Northern Ireland
Confidentiality degree is not subject to a state or trade secret
WWW URL
Impact factor Impact factor: 6.319
RIV identification code RIV/00216224:14310/16:00088608
Organization unit Faculty of Science
Doi http://dx.doi.org/10.1039/c6cc07496k
UT WoS 000387025600026
Keywords in English PHOTOREMOVABLE PROTECTING GROUPS; CLICK CHEMISTRY; BIOORTHOGONAL CHEMISTRY; AMINO-ACIDS; RELEASE; PROTEINS; PHOTOTRIGGERS; BINDING; CELLS; PHOTOCHEMISTRY
Tags AKR, rivok
Tags International impact, Reviewed
Changed by Changed by: prof. RNDr. Petr Klán, Ph.D., učo 32829. Changed: 1/2/2017 11:07.
Abstract
A bioorthogonal 'catch and photorelease' strategy, which combines alkyne-azide cycloaddition between p-hydroxyphenacyl azide and alkyne derivatives to form a 1,2,3-triazole adduct and subsequent photochemical release of the triazole moiety via a photo-Favorskii rearrangement, is introduced. The first step can also involve photo-release of a strained alkyne and its Cu-free click reaction with azide.
Links
GA13-25775S, research and development projectName: Vývoj viditelným světlem aktivovatelných skupin a fluorescenčních značek pro chemii a biologii
Investor: Czech Science Foundation
LM2015051, research and development projectName: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX RI)
Investor: Ministry of Education, Youth and Sports of the CR
LO1214, research and development projectName: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX)
Investor: Ministry of Education, Youth and Sports of the CR
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