Study and application of noncatalyzed photoinduced conjugation
of azides and cycloocta-1,2,3-selenadiazoles

J 2016

Study and application of noncatalyzed photoinduced conjugation of azides and cycloocta-1,2,3-selenadiazoles

JEDINAKOVA, Petra, Peter ŠEBEJ, Tomáš SLANINA, Petr KLÁN, Jan HLAVAC et. al.

Basic information

Original name

Study and application of noncatalyzed photoinduced conjugation of azides and cycloocta-1,2,3-selenadiazoles

Authors

JEDINAKOVA, Petra (203 Czech Republic), Peter ŠEBEJ (703 Slovakia, belonging to the institution), Tomáš SLANINA (203 Czech Republic, belonging to the institution), Petr KLÁN (203 Czech Republic, guarantor, belonging to the institution) and Jan HLAVAC (203 Czech Republic)

Edition

Chemical communications, Cambridge, Royal Society of Chemistry, 2016, 1359-7345

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 6.319

RIV identification code

RIV/00216224:14310/16:00087940

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1039/c6cc01789d

UT WoS

000372662100013

Keywords in English

FREE CLICK CHEMISTRY; COPPERFREE CLICK; SELENIUM HETEROCYCLES; PHENYL AZIDE; PHOTOLYSIS; SELENADIAZOLE; PHOTOCHEMISTRY; CYCLOADDITION; NANOPARTICLES; CYCLOOCTYNES

Abstract

V originále

The non-catalyzed cycloaddition of eight structurally different azides with cyclooctyne generated in situ by the photolysis of cycloocta-1,2,3- selenadiazole gives 1,2,3-triazole derivatives as the main products. The application of this reaction was demonstrated by the photoconjugation reaction of cycloocta-1,2,3-selenadiazole with an avidin-modified biotin complex to introduce a new strategy in the non-catalyzed synthesis of bioconjugates.

Links

GA13-25775S, research and development project

Name: Vývoj viditelným světlem aktivovatelných skupin a fluorescenčních značek pro chemii a biologii

Investor: Czech Science Foundation

LM2015051, research and development project

Name: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX RI)

Investor: Ministry of Education, Youth and Sports of the CR

LO1214, research and development project

Name: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX)

Investor: Ministry of Education, Youth and Sports of the CR

Citovat

JEDINAKOVA, Petra, Peter ŠEBEJ, Tomáš SLANINA, Petr KLÁN and Jan HLAVAC. Study and application of noncatalyzed photoinduced conjugation of azides and cycloocta-1,2,3-selenadiazoles. Chemical communications. Cambridge: Royal Society of Chemistry, 2016, vol. 52, No 26, p. 4792-4795. ISSN 1359-7345. Available from: https://dx.doi.org/10.1039/c6cc01789d.

@article{1345782,
   author = {Jedinakova, Petra and Šebej, Peter and Slanina, Tomáš and Klán, Petr and Hlavac, Jan},
   article_location = {Cambridge},
   article_number = {26},
   doi = {http://dx.doi.org/10.1039/c6cc01789d},
   keywords = {FREE CLICK CHEMISTRY; COPPERFREE CLICK; SELENIUM HETEROCYCLES; PHENYL AZIDE; PHOTOLYSIS; SELENADIAZOLE; PHOTOCHEMISTRY; CYCLOADDITION; NANOPARTICLES; CYCLOOCTYNES},
   language = {eng},
   issn = {1359-7345},
   journal = {Chemical communications},
   title = {Study and application of noncatalyzed photoinduced conjugation of azides and cycloocta-1,2,3-selenadiazoles},
   url = {http://pubs.rsc.org/en/Content/ArticleLanding/2016/CC/C6CC01789D#!divAbstract},
   volume = {52},
   year = {2016}
}

TY  - JOUR
ID  - 1345782
AU  - Jedinakova, Petra - Šebej, Peter - Slanina, Tomáš - Klán, Petr - Hlavac, Jan
PY  - 2016
TI  - Study and application of noncatalyzed photoinduced conjugation of azides and cycloocta-1,2,3-selenadiazoles
JF  - Chemical communications
VL  - 52
IS  - 26
SP  - 4792-4795
EP  - 4792-4795
PB  - Royal Society of Chemistry
SN  - 13597345
KW  - FREE CLICK CHEMISTRY
KW  - COPPERFREE CLICK
KW  - SELENIUM HETEROCYCLES
KW  - PHENYL AZIDE
KW  - PHOTOLYSIS
KW  - SELENADIAZOLE
KW  - PHOTOCHEMISTRY
KW  - CYCLOADDITION
KW  - NANOPARTICLES
KW  - CYCLOOCTYNES
UR  - http://pubs.rsc.org/en/Content/ArticleLanding/2016/CC/C6CC01789D#!divAbstract
L2  - http://pubs.rsc.org/en/Content/ArticleLanding/2016/CC/C6CC01789D#!divAbstract
N2  - The non-catalyzed cycloaddition of eight structurally different azides with cyclooctyne generated in situ by the photolysis of cycloocta-1,2,3- selenadiazole gives 1,2,3-triazole derivatives as the main products. The application of this reaction was demonstrated by the photoconjugation reaction of cycloocta-1,2,3-selenadiazole with an avidin-modified biotin complex to introduce a new strategy in the non-catalyzed synthesis of bioconjugates.
ER  -

JEDINAKOVA, Petra, Peter ŠEBEJ, Tomáš SLANINA, Petr KLÁN and Jan HLAVAC. Study and application of noncatalyzed photoinduced conjugation of azides and cycloocta-1,2,3-selenadiazoles. \textit{Chemical communications}. Cambridge: Royal Society of Chemistry, 2016, vol.~52, No~26, p.~4792-4795. ISSN~1359-7345. Available from: https://dx.doi.org/10.1039/c6cc01789d.

Detailed Information on Publication Record