UAA crosslinker 1 hydrochloride

• CAT Number: I018497
• CAS Number: 1994331-17-7
• Molecular Formula: C9H18ClN5O4
• Molecular Weight: 295.72
• Purity: ≥95%
• Synonyms: (2S)-2-amino-6-(2-azidoethoxycarbonylamino)hexanoic acid;hydrochloride
• InChI: InChI=1S/C9H17N5O4.ClH/c10-7(8(15)16)3-1-2-4-12-9(17)18-6-5-13-14-11;/h7H,1-6,10H2,(H,12,17)(H,15,16);1H/t7-;/m0./s1
• InChIKey: USQKPJVGUFZIJQ-FJXQXJEOSA-N
• SMILES: C(CCNC(=O)OCCN=[N+]=[N-])CC(C(=O)O)N.Cl

UAA crosslinker 1 hydrochloride is an amber codon used for non-canonical amino acids (ncAAs) incorporation. The ncAAs can be incorporated into proteins in vivo by making use of the promiscuous activity of certain wildtype and engineered aminoacyl-tRNA synthetases[1]. UAA crosslinker 1 (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.

Reference

[1]. Kofoed C, et al. Semisynthesis of an Active Enzyme by Quantitative Click Ligation. Bioconjug Chem. 2019 Apr 17;30(4):1169-1174.
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