Li, Zhengqiu Qian, Linghui Li, Lin Bernhammer, Jan C. Huynh, Han Vinh Lee, Jun-Seok Yao, Shao Q. 2024-01-20T05:01:20Z 2024-01-20T05:01:20Z 2021-09-05 2016-02-05 1433-7851 https://pubs.kist.re.kr/handle/201004/124397 The bioorthogonality of tetrazole photoclick chemistry has been reassessed. Upon photolysis of a tetrazole, the highly reactive nitrile imine formed undergoes rapid nucleophilic reaction with a variety of nucleophiles present in a biological system, along with the expected cycloaddition with alkenes. The alternative use of the tetrazole photoclick reaction was thus explored: tetrazoles were incorporated into Bodipy and Acedan dyes, providing novel photo-crosslinkers with one- and two-photon fluorescence Turn-ON properties that may be developed into protein-detecting biosensors. Further introduction of these photo-activatable, fluorogenic moieties into staurosporine resulted in the corresponding probes capable of photoinduced, no-wash imaging of endogenous kinase activities in live mammalian cells. English John Wiley & Sons Ltd. IN-VIVO TARGET IDENTIFICATION FLUORESCENT-PROBES KINASE INHIBITORS SMALL MOLECULES CROSS-LINKERS CELL PROTEIN FUNCTIONALIZATION CONJUGATION Tetrazole Photoclick Chemistry: Reinvestigating Its Suitability as a Bioorthogonal Reaction and Potential Applications Article 10.1002/anie.201508104 1 Angewandte Chemie International Edition, v.55, no.6, pp.2002 - 2006 Angewandte Chemie International Edition 55 6 2002 2006 scie scopus 000369854700007 2-s2.0-84957922622 Chemistry, Multidisciplinary Chemistry Article IN-VIVO TARGET IDENTIFICATION FLUORESCENT-PROBES KINASE INHIBITORS SMALL MOLECULES CROSS-LINKERS CELL PROTEIN FUNCTIONALIZATION CONJUGATION affinity-based probes bioorthogonality imaging photo-crosslinking tetrazoles