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Safety Information

47355

Sigma-Aldrich

4-Fluoro-D-α-phenylglycine

≥99.0% (NT)

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About This Item

Empirical Formula (Hill Notation):
C8H8FNO2
CAS Number:
Molecular Weight:
169.15
Beilstein:
5850632
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99.0% (NT)

form

powder

optical activity

[α]20/D −138±2°, c = 1% in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

≥300 °C

application(s)

peptide synthesis

SMILES string

N[C@@H](C(O)=O)c1ccc(F)cc1

InChI

1S/C8H8FNO2/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7H,10H2,(H,11,12)/t7-/m1/s1

InChI key

JKFYKCYQEWQPTM-SSDOTTSWSA-N

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Sergii Afonin et al.
Chembiochem : a European journal of chemical biology, 4(11), 1151-1163 (2003-11-13)
The non-natural amino acid 4-fluorophenylglycine (4F-Phg) was incorporated into several representative membrane-associated peptides for dual purpose. The (19)F-substituted ring is directly attached to the peptide backbone, so it not only provides a well-defined label for highly sensitive (19)F NMR studies
L J Mienie et al.
Life sciences, 65(5), 535-542 (1999-08-26)
We report the presence of p-fluorophenylglycine (p-FPG) in the urine of six baboons treated with HPTP, the tetrahydropyridine dehydration product of haloperidol (HP). Oxidative N-dealkylation, the major metabolic pathway of HP, gives rise to 3-(4-fluorobenzoyl)propionic acid (p-FBPA). Subsequent beta-oxidation of

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