Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking
Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking
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DOI：
10.1002/chem.201502209
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发表时间：
2015-11-02
影响因子：
4.3
通讯作者：
Hocek, Michal
中科院分区：
文献类型：
--
作者：
Dadova, Jitka;Vrabel, Milan;Hocek, Michal
N-（3-叠氮基丙基）乙烯基磺酰胺是一种新型的双功能生物共轭试剂，可用于铜催化的叠氮-炔环加成和巯基Michael加成反应。该试剂很容易与含乙炔的DNA或蛋白质点击，然后与含半胱氨酸的肽或蛋白质反应形成共价交联。给出了乙炔基或辛二炔基修饰的DNA与肽、p53蛋白或炔修饰的人碳酸酐酶与肽的生物缀合的几个实例。
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.