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Chemical structure of Fmoc-p-azido-Phe-OH

GA21766

Fmoc-p-azido-Phe-OH

Also known as (2S)-3-(4-azidophenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid

The azido group is sensitive towards piperidine· In Fmoc-SPPS, this derivative is best introduced as N-terminus or modified before elongating the peptide·B-2360 has been employed as a precursor of p-aminophenylalanine· Levinson et al· reduced the azido group on-resin with a large excess of tributylphosphine in DMF

ChemicalCAS163217-43-4MW428.45FormulaC24H20N4O4
CAS number
163217-43-4
Molecular weight
428.45
Formula
C24H20N4O4
Solubility
Soluble in DMSO
InChIKey
FDDCQWPWXJJNFA-QFIPXVFZSA-N
Catalogue number
GA21766
Brand
GLPBIO
Computed properties PubChem CID 46218137 · XLogP 5.6 · TPSA 90 Ų · H-bond donors 2
XLogP
5.6
TPSA
90 Ų
H-bond donors
2
H-bond acceptors
6
Rotatable bonds
8
Heavy atoms
32

SMILES C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=CC=C(C=C4)N=[N+]=[N-])C(=O)O

Computed descriptors from PubChem (CID 46218137), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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