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p-azido-L-phenylalanine (pAzF)

Image showing the ChemDraw Structure of p-azido-l-phenylalanine (pAzF)

ncAA Foundational Publication Support

Chin, Jason W., Stephen W. Santoro, Andrew B. Martin, David S. King, Lei Wang, and Peter G. Schultz. (aug) 2002. “Addition Of P-Azido-L-Phenylalanine To The Genetic Code Of Escherichia Coli”. Journal Of The American Chemical Society 124: 9026-9027. doi:10.1021/ja027007w.
ncAA Utility
Used as a photocrosslinker, allowing for crosslinking and bioorthogonal ligation of protein.
ncAA Source
Exogenous - Purchased
ncAA Availability
Can be purchased from https://www.sigmaaldrich.com/US/en/product/sial/909564
RS/tRNA Pair Usage Information
This RS/tRNA pair was evolved with MAGE[ multiplex automated genome engineering]. The evolved pair has been shown to have a 25-fold higher expression of pAzF in GFP[3UAG] compared to the progenitor enzyme (pAcFRS). This pair has also been shown to be promiscuous, and specifically also incorporates pAcF.

RS/tRNA Pair(s)

ncAA Synonyms
4-Azido-L-phenylalanine
H-P-AZIDO-PHE-OH
4-Azidophenylalanine
(S)-2-Amino-3-(4-azidophenyl)propanoic acid
p-azidophenylalanine
p-azido-l-phenylalanine
(2S)-2-amino-3-(4-azidophenyl)propanoic acid
L-Phenylalanine, 4-azido-
AZF
pAzF
p-azido-L-Phe
ChEBI ID
228211
ChEBI Link
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI%3A228211
PubChem Link
https://pubchem.ncbi.nlm.nih.gov/compound/4-Azido-L-phenylalanine
ncAA Additional Notes
N/A