L-Azidohomoalanine hydrochloride

• CAT Number: I015174
• CAS Number: 942518-29-8
• Molecular Formula: C4H9ClN4O2
• Molecular Weight: 180.59
• Purity: ≥95%
• Synonyms: (2S)-2-amino-4-azidobutanoic acid;hydrochloride
• InChI: InChI=1S/C4H8N4O2.ClH/c5-3(4(9)10)1-2-7-8-6;/h3H,1-2,5H2,(H,9,10);1H/t3-;/m0./s1
• InChIKey: MHHYJRIDKLZZEO-DFWYDOINSA-N
• SMILES: C(CN=[N+]=[N-])C(C(=O)O)N.Cl

L-Azidohomoalanine hydrochloride is an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]. L-Azidohomoalanine (hydrochloride) is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.
PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[1].

Reference

[1]. An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562.
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