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Chemical name: 4-Azido-L-homoalanine // Synonyms: AHA, L-2-amino-4-azidobutanoic acid, L-azidohomoalanine, homoAZAL, Azhal, H-Dab(N3)-OH, H-gamma-azido-Abu-OH, L-gamma-azidohomoalanine, (S)-2-Amino-4-azidobutanoic acid,4-azido-homoalanine
Starting at $163.80
H-Dab(N3)-OH is incorporated into proteins that can be further selectively modified using Staudinger ligation or Click-chemistry.
Corresponding HCl salt: HAA5730.
Incorporation of azides into recombinant proteins for chemoselective modification by the Staudinger ligation; K. L. Kiick, E. Saxon, D. A. Tirrell, C. R. Bertozzi; PNAS 2002; 99(1): 19-24. https://doi.org/10.1073/pnas.012583299.
Cell Surface Labeling of Escherichia coli via Copper(I)-Catalyzed [3+2] Cycloaddition; A. J. Link, D. A. Tirrell; J. Am. Chem. Soc. 2003; 125(37): 11164-11165. https://doi.org/10.1021/ja036765z.
Presentation and Detection of Azide Functionality in Bacterial Cell Surface Proteins; A. J. Link, M. K. S. Vink, D. A. Tirrell; J. Am.
Chem. Soc. 2004; 126(34): 10598-10602. https://doi.org/10.1021/ja047629c.
Azidohomoalanine: A Conformationally Sensitive IR Probe of Protein Folding, Protein Structure, and Electrostatics; H. Taskent-Sezgin, J. Chung, P. S. Banerjee, S. Nagarajan, R. B. Dyer, I. Carrico, D. P. Raleigh; Angew. Chem. Int. Ed. 2010; 49(41): 7473-7475. https://doi.org/10.1002/anie.201003325.
Ultrabright and Bioorthogonal Labeling of Cellular Targets Using Semiconducting Polymer Dots and Click Chemistry; C. Wu, Y. Jin, T. Schneider, D. R. Burnham, P. B. Smith, D. T. Chiu; Angew. Chem. Int. Ed. 2010; 49(49): 9436-9440. https://doi.org/10.1002/anie.201004260
Expanding the diversity of chemical protein modification allows post-translational mimicry; S. I. van Kasteren, H. B. Kramer, H. H. Jensen, S. J. Campbell, J. Kirkpatrick, N. J. Oldham, D. C. Anthony, B. G. Davis; Nature 2007; 446: 1105-109. https://doi.org/10.1038/nature05757.
Expanding One-Pot Cell-Free Protein Synthesis and Immobilization for On-Demand Manufacturing of Biomaterials; A. I. Benítez-Mateos, I. Llarena, A. Sánchez-Iglesias, F. López-Gallego; ACS Synth. Biol. 2018; 7(3): 875-884. https://doi.org/10.1021/acssynbio.7b00383.
SPAAC Pulse-Chase: A Novel Click Chemistry-Based Method to Determine the Half-Life of Cellular Proteins; T. M. Morey, M. Ali Esmaeili, M. L. Duennwald, R. J. Rylett; Front. Cell Dev. Biol. 2021; https://doi.org/10.3389/fcell.2021.722560.
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