(S)-2-Amino-4-azidobutanoic acid hydrochloride
For research use only!
Shipping: shipped on blue ice
Storage Conditions: store at 4 °C
Shelf Life: 12 months
Molecular Formula: C4H8N4O2 * HCl
Molecular Weight: 144.13 g/mol + 36.45 g/mol
Purity: > 99 % (TLC, Titration)
Form: white powder
4-Azido-L-homoalanine (L-AHA) provides a non-radioactive alternative to analyze the global protein synthesis in cell culture. It is cell-permeable and randomly incorporated instead of methionine during translation[1,2,3]. The resulting azide-labeled full-length proteins can subsequently be detected via Cu(I)-catalyzed or Cu(I)-free click chemistry that offers the choice to introduce a Biotin group (via Azides of Biotin or DBCO-containing Biotin, respectively) for subsequent purification tasks or a fluorescent group (via Azides of fluorescent dyes or DBCO-containing fluorescent dyes, respectively) for subsequent microscopic imaging.
Presolski et al. and Hong et al. provide a general protocol for Cu(I)-catalyzed click chemistry reactions that may be used as a starting point for the set up and optimization of individual assays.
Proteins synthesis monitoring[1,2,3]
 Dieck et al. (2012) Metabolic Labeling with Noncanonical Amino Acids and Visualisation by Chemoselective Fluorescent Tagging. Current Protocols in Cell Biology 7:7.11.1.
 Kiick et al. (2002) Incorporation of azides into recombinant proteins for chemoselective modification by the Staudinger ligation. Proc. Natl. Acad. Sci. USA 99 (1):19.
 Dieterich et al. (2010) In situ visualization and dynamics of newly synthesized proteins in rat hippocampal neurons. Nature Neuroscience 13 (7): 897.
 Presolski et al. (2011) Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation. Current Protocols in Chemical Biology 3:153.
 Hong et al. (2011) Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation. Angew. Chem. Int. Ed. 48:9879.