F5126
m-Fluoro-DL-phenylalanine
≥98%
Synonym(s):
3-Fluoro-DL-phenylalanine
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About This Item
Linear Formula:
FC6H4CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
183.18
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
220-104-1
MDL number:
Beilstein/REAXYS Number:
2939807
Product Name
m-Fluoro-DL-phenylalanine,
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)
SMILES string
NC(Cc1cccc(F)c1)C(O)=O
InChI key
VWHRYODZTDMVSS-UHFFFAOYSA-N
assay
≥98%
form
powder
color
white to off-white
mp
240-250 °C
application(s)
cell analysis
peptide synthesis
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Biochem/physiol Actions
m-Fluoro-DL-phenylalanine, a toxic antimetabolite, is a racemic mixture of a substituted (halogenated) benzoyl D and L phenylalanine with potential use in antiviral and antimicrobial drug development.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Monica N Kinde et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(48), 13762-13767 (2016-11-20)
Voltage-gated sodium channels (NaV) play an important role in general anesthesia. Electrophysiology measurements suggest that volatile anesthetics such as isoflurane inhibit NaV by stabilizing the inactivated state or altering the inactivation kinetics. Recent computational studies suggested the existence of multiple
Nick J P Wierckx et al.
Applied and environmental microbiology, 71(12), 8221-8227 (2005-12-08)
Efficient bioconversion of glucose to phenol via the central metabolite tyrosine was achieved in the solvent-tolerant strain Pseudomonas putida S12. The tpl gene from Pantoea agglomerans, encoding tyrosine phenol lyase, was introduced into P. putida S12 to enable phenol production.
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
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
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
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