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H-L-Tyr(2-azidoethyl)-OH*HCl
Chemical name: O-(2-azidoethyl)-L-tyrosine hydrochloride // Synonyms: 4-(2-azidoethoxy)-L-phenylalanine hydrochloride, O-(2-azidoethyl)-Tyr-OH*HCl, O-(2-azidoethyl)-tyrosine hydrochloride, 4-(2-azidoethoxy)-phenylalanine hydrochloride,(S)-2-amino-3-(4-(2-azidoethoxy)p henyl)propanoic acid hydrochloride, AePhe, H-Tyr(2
- Product code:HAA9215
- CAS No.:1567845-62-8
- Formula:C11H14N4O3*HCl
- Molecular weight:250.26*36.46 g/mol
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description
This unnatural Tyrosine derivative bears an azidoethyl substitution as reactive handle e.g. for biorthogonal conjugations, via a Cu(I)-catalyzed 1,3-dipolar Click cycloaddition with alkynes. Furthermore, azido-UAAs can be employed as IR reporters.
references
Synthesis and Incorporation of Unnatural Amino Acids To Probe and Optimize Protein Bioconjugations; J. C. Maza, J. R. McKenna, B. K. Raliski, M. T. Freedman, D. D. Young; Bioconjugate Chem. 2015; 26(9): 1884-1889. https://doi.org/10.1021/acs.bioconjchem.5b00424.
Azidoethoxyphenylalanine as a Vibrational Reporter and Click Chemistry Partner in Proteins; E. M. Tookmanian, C. M. Phillips-Piro, E. E. Fenlon, S. H. Brewer; Chem. Eur. J. 2015; 21(52): 19096-19103. https://doi.org/10.1002/chem.201503908.
The genetic incorporation of thirteen novel non-canonical amino acids; A. Tuley, Y.-S. Wang, X. Fang, Y. Kurra, Y. H. Rezenom, W. R. Liu; Chem. Commun. 2014; 50: 2673-2675. https://doi.org/10.1039/C3CC49068H.
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