Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent
for Bioorthogonal Conjugations: Application for DNA-Protein
Cross-Linking

J 2015

Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking

DADOVÁ, Jitka; Milan VRÁBEL; Matej ADÁMIK; Marie BRÁZDOVÁ; Radek POHL et al.

Základní údaje

Originální název

Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking

Autoři

DADOVÁ, Jitka; Milan VRÁBEL; Matej ADÁMIK; Marie BRÁZDOVÁ; Radek POHL; Miroslav FOJTA a Michal HOCEK

Vydání

Chemistry - A European Journal, WEINHEIM, Wiley, 2015, 0947-6539

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10600 1.6 Biological sciences

Stát vydavatele

Německo

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 5.771

Označené pro přenos do RIV

Ano

Kód RIV

RIV/00216224:14740/15:00081380

Organizační jednotka

Středoevropský technologický institut

Klíčová slova anglicky

biotransformations; click chemistry; conjugation; nucleic acids; proteins

Štítky

rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 27. 1. 2017 15:41, Mgr. Matej Adámik, Ph.D.

Anotace

V originále

N-(3-Azidopropyl)vinylsulfonamide was developed as a new bifunctional bioconjugation reagent suitable for the cross-linking of biomolecules through copper(I)-catalyzed azide-alkyne cycloaddition and thiol Michael addition reactions under biorthogonal conditions. The reagent is easily clicked to an acetylene-containing DNA or protein and then reacts with cysteine-containing peptides or proteins to form covalent cross-links. Several examples of bioconjugations of ethynyl- or octadiynyl-modified DNA with peptides, p53 protein, or alkyne-modified human carbonic anhydrase with peptides are given.

Návaznosti

GBP206/12/G151, projekt VaV

Název: Centrum nových přístupů k bioanalýze a molekulární diagnostice

Citovat

DADOVÁ, Jitka; Milan VRÁBEL; Matej ADÁMIK; Marie BRÁZDOVÁ; Radek POHL; Miroslav FOJTA a Michal HOCEK. Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking. Chemistry - A European Journal. WEINHEIM: Wiley, 2015, roč. 21, č. 45, s. 16091-16102. ISSN 0947-6539. Dostupné z: https://doi.org/10.1002/chem.201502209.

@article{1322752,
   author = {Dadová, Jitka and Vrábel, Milan and Adámik, Matej and Brázdová, Marie and Pohl, Radek and Fojta, Miroslav and Hocek, Michal},
   article_location = {WEINHEIM},
   article_number = {45},
   doi = {https://doi.org/10.1002/chem.201502209},
   keywords = {biotransformations; click chemistry; conjugation; nucleic acids; proteins},
   language = {eng},
   issn = {0947-6539},
   journal = {Chemistry - A European Journal},
   title = {Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking},
   url = {http://onlinelibrary.wiley.com/doi/10.1002/chem.201502209/epdf},
   volume = {21},
   year = {2015}
}

TY  - JOUR
ID  - 1322752
AU  - Dadová, Jitka - Vrábel, Milan - Adámik, Matej - Brázdová, Marie - Pohl, Radek - Fojta, Miroslav - Hocek, Michal
PY  - 2015
TI  - Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking
JF  - Chemistry - A European Journal
VL  - 21
IS  - 45
SP  - 16091-16102
EP  - 16091-16102
PB  - Wiley
SN  - 09476539
KW  - biotransformations
KW  - click chemistry
KW  - conjugation
KW  - nucleic acids
KW  - proteins
UR  - http://onlinelibrary.wiley.com/doi/10.1002/chem.201502209/epdf
L2  - http://onlinelibrary.wiley.com/doi/10.1002/chem.201502209/epdf
N2  - N-(3-Azidopropyl)vinylsulfonamide was developed as a new bifunctional bioconjugation reagent suitable for the cross-linking of biomolecules through copper(I)-catalyzed azide-alkyne cycloaddition and thiol Michael addition reactions under biorthogonal conditions. The reagent is easily clicked to an acetylene-containing DNA or protein and then reacts with cysteine-containing peptides or proteins to form covalent cross-links. Several examples of bioconjugations of ethynyl- or octadiynyl-modified DNA with peptides, p53 protein, or alkyne-modified human carbonic anhydrase with peptides are given.
ER  -

DADOVÁ, Jitka; Milan VRÁBEL; Matej ADÁMIK; Marie BRÁZDOVÁ; Radek POHL; Miroslav FOJTA a Michal HOCEK. Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking. \textit{Chemistry - A European Journal}. WEINHEIM: Wiley, 2015, roč.~21, č.~45, s.~16091-16102. ISSN~0947-6539. Dostupné z: https://doi.org/10.1002/chem.201502209.

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