Name: 4-Azido-d-homoalanine
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

H-D-Aha-OH

IUPAC Name

(2R)-2-amino-4-azidobutanoic acid

Canonical SMILES

C(CN=[N+]=[N-])C(C(=O)O)N

InChI

InChI=1S/C4H8N4O2/c5-3(4(9)10)1-2-7-8-6/h3H,1-2,5H2,(H,9,10)/t3-/m1/s1

InChIKey

NNWQLZWAZSJGLY-GSVOUGTGSA-N

4-Azido-d-homoalanine, a synthetic amino acid analog with distinctive chemical properties, serves as a valuable tool in biochemical research. Explore its diverse applications through the lens of high perplexity and burstiness:

Protein Labeling: Utilizing bioorthogonal chemistry, 4-Azido-d-homoalanine enables precise labeling of proteins at specific sites. The azide group within the molecule facilitates selective conjugation to probes like fluorescent dyes or biotin, allowing for visualization and purification of targeted proteins. This technique plays a pivotal role in dissecting protein interactions, localization, and functionality in intricate detail.

Click Chemistry: In the realm of click chemistry, 4-Azido-d-homoalanine acts as a reactive hub for swift and highly specific chemical reactions. By incorporating this amino acid into biomolecules, scientists can craft a myriad of biofunctional constructs ranging from drug conjugates to biocompatible materials. This application propels the innovation of novel therapeutic strategies and functional biomaterials, driving forward the boundaries of chemical biology.

Mutagenesis Studies: Introducing 4-Azido-d-homoalanine into proteins allows researchers to engineer site-specific mutations and explore their impact on protein structure and function. This approach aids in unraveling the significance of specific residues in enzymatic activity, stability, and protein-protein interactions, offering crucial insights into protein engineering and the creation of bespoke enzymes tailored for specific properties.

Photoaffinity Labeling: Activatable by UV light, the azide group in 4-Azido-d-homoalanine forms reactive nitrenes that covalently bind to adjacent molecules, facilitating photoaffinity labeling experiments. This method aids in identifying protein binding partners and interaction sites, capturing transient interactions and building intricate maps of protein interaction networks. Delve into the dynamic world of protein interactions and mapping using this unique amino acid analog.