Boc-L-Phe(4-CH2-N3)-OH

Chemical name: N-alpha-t-Butyloxycarbonyl-4-azidomethyl-L-phenylalanine // Synonyms: (S)-3-(4-(azidomethyl)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid, N-alpha-t-Butyloxycarbonyl-4-azidomethyl-phenylalanine, Boc-Phe(4-CH2-N3)-OH

  • Product code:BAA4660
  • CAS No.:205127-59-9
  • Formula:C15H20N4O4
  • Molecular weight:320.35 g/mol

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description

This unnatural Boc-protected Phenylalanine derivative bears an azidomethyl 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.

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