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CHEBI:228211 - 4-azido-L-phenylalanine

ChEBI IDCHEBI:228211
ChEBI Name4-azido-L-phenylalanine
Stars
ASCII Name4-azido-L-phenylalanine
DefinitionA 4-azidophenylalanine that has L-configuration. It is used as a bioorthogonal click-chemistry reagent.
Last Modified14 November 2023
SubmitterMichael
DownloadsMolfile
FormulaC9H10N4O2
Net Charge0
Average Mass206.205
Monoisotopic Mass206.08038
SMILES[N-]=[N+]=Nc1ccc(C[C@H](N)C(=O)O)cc1
InChIInChI=1S/C9H10N4O2/c10-8(9(14)15)5-6-1-3-7(4-2-6)12-13-11/h1-4,8H,5,10H2,(H,14,15)/t8-/m0/s1
InChIKeyNEMHIKRLROONTL-QMMMGPOBSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
4-azido-L-phenylalanine (CHEBI:228211) is a L-phenylalanine derivative (CHEBI:84144)
4-azido-L-phenylalanine (CHEBI:228211) is a 4-azidophenylalanine (CHEBI:228217)
4-azido-L-phenylalanine (CHEBI:228211) is enantiomer of 4-azido-D-phenylalanine (CHEBI:228219)
Incoming Relation(s)
4-azido-D-phenylalanine (CHEBI:228219) is enantiomer of 4-azido-L-phenylalanine (CHEBI:228211)
IUPAC Name 
4-azido-L-phenylalanine
Synonyms  Source
(2S)-2-amino-3-(4-azidophenyl)propanoic acidIUPAC
AzFSUBMITTER
4-N3-L-phenylalanineChEBI
p-azido-L-phenylalanineChEBI
(S)-2-amino-3-(4-azidophenyl)propanoic acidChEBI
3-(p-azidophenyl)-L-alanineChEBI
Manual XrefsDatabases
4IIPDBeChem
Registry NumbersSources
CAS:33173-53-4ChEBI
Citations