47306
m-Fluoro-L-phenylalanine
≥99.0% (sum of enantiomers, HPLC)
Synonym(s):
3-Fluoro-L-phenylalanine
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About This Item
Empirical Formula (Hill Notation):
C9H10FNO2
CAS Number:
Molecular Weight:
183.18
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2725762
InChI
1S/C9H10FNO2/c10-7-3-1-2-6(4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
SMILES string
N[C@@H](Cc1cccc(F)c1)C(O)=O
InChI key
VWHRYODZTDMVSS-QMMMGPOBSA-N
assay
≥99.0% (sum of enantiomers, HPLC)
optical activity
[α]20/D −25±2°, c = 1% in H2O
reaction suitability
reaction type: solution phase peptide synthesis
application(s)
peptide synthesis
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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T Ogawa et al.
European journal of nuclear medicine, 23(8), 889-895 (1996-08-01)
To elucidate the mechanism of large neutral amino acid (LNAA) transport in cerebral gliomas and to evaluate the clinical usefulness of positron emission tomography (PET) with fluorine-18 fluorophenylalanine (18F-Phe), we examined 18 patients with cerebral glioma using dynamic PET and
K Fukuda et al.
Current genetics, 20(6), 453-456 (1991-12-01)
o-Fluoro-DL-phenylalanine (OFP)-resistant mutants which overproduce beta-phenethyl-alcohol were isolated from a laboratory strain of Saccharomyces cerevisiae. Cells of one of the mutants accumulated tyrosine and phenylalanine 1.5-3 fold more than did wild-type cells. Its 3-deoxy-D-arabino-hepturosonate-7-phosphate (DAHP) synthase (EC 4.1.2.15), encoded by
Jennifer C Jackson et al.
Journal of the American Chemical Society, 129(5), 1160-1166 (2007-02-01)
19F NMR is a powerful tool for monitoring protein conformational changes and interactions; however, the inability to site-specifically introduce fluorine labels into proteins of biological interest severely limits its applicability. Using methods for genetically directing incorporation of unnatural amino acids
H D Dettman et al.
Biophysical journal, 37(1), 243-251 (1982-01-01)
The nonlytic, filamentous coliphage M13 offers an excellent model system for the study of membrane-protein interactions. We prepare derivatives of the protein containing fluorine-labeled amino acids and use 19F nuclear magnetic resonance (NMR) to study the protein in both deoxycholate
M J Fiske et al.
Journal of bacteriology, 154(2), 623-631 (1983-05-01)
Pseudomonas aeruginosa is representative of a large group of pseudomonad bacteria that possess coexisting alternative pathways to L-phenylalanine (as well as to L-tyrosine). These multiple flow routes to aromatic end products apparently account for the inordinate resistance of P. aeruginosa
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