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Azide Group

Azides preferentially label molecules containing either alkynes or DBCO groups. Copper-catalyzed Click Chemistry is used for initiating reactions between azides and alkynes, whereas azides spontaneously react with DBCO groups. Within physiological temperature and pH ranges, the azide group does not react with amines or hydroxyls, which are naturally present in many biomolecules. However, the azide group is unstable towards sulfhydryls (-SH, thiols) and organophosphines such as tris(2-carboxylethyl)phosphine (TCEP).

Alkyne Reaction

​Palmitoylation of Lck kinase analyzed with a Click Chemistry IRDye® reagent.​​ Lck was immunoprecipitated from metabolically-labeled Jurkat cell lysates. Palmitoylation was detected with CuAAC click chemistry and IRDye 800CW Azide Infrared Dye​ (green signals; LI-COR P/N 929-60000). Total Lck was detected with anti-Lck D88 antibody and IRDye 680RD donkey anti-rabbit IgG​ (red; P/N 926-68073). Yellow indicates overlap of signals. The mobility shift caused by palmitoylation is observed in lanes 3-5 and 7-9 (green bands migrating more slowly than red bands).

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