47300
o-Fluoro-DL-phenylalanine
≥98%
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About This Item
Linear Formula:
FC6H4CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
183.18
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-105-7
Beilstein/REAXYS Number:
3201186
MDL number:
InChI key
NYCRCTMDYITATC-UHFFFAOYSA-N
InChI
1S/C9H10FNO2/c10-7-4-2-1-3-6(7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)
SMILES string
NC(Cc1ccccc1F)C(O)=O
assay
≥95% (NT), ≥98% (HPLC), ≥98%
form
powder
reaction suitability
reaction type: solution phase peptide synthesis
color
white to faint brown
mp
243-246 °C (lit.)
application(s)
cell analysis
peptide synthesis
Application
Reactant involved in:
- Studying mechanism of P 450-mediated oxidation and rearrangement
- Conversion of racemic α-arylalanines to (R)-β-arylalanines
- Ribosomal translation of unnatural peptides
- Synthesis of diisopropylpyridine acetamides for use as Kv1.5 potassium channel antagonists
- Enantioselective hydrolysis of esters for resolution of nonprotein amino acids
Storage Class
11 - 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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Johnny Castillo Meleán et al.
Organic & biomolecular chemistry, 9(3), 765-769 (2010-11-23)
2-[(18)F]Fluoro-L-phenylalanine and 2-[(18)F]fluoro-L-tyrosine have been developed as promising radiopharmaceuticals for molecular imaging using positron emission tomography (PET). However, the lack of a convenient radiosynthetic pathway has limited their practical use. In this work a new three-step nucleophilic synthesis of these
K Kubota et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 37(2), 320-325 (1996-02-01)
L-[methyl-11C]methionine (11C-Met) is a useful tracer for tumor imaging with PET. The drawbacks include a short half-life and high physiological accumulation in abdominal organs. To overcome these shortfalls, the feasible use of [18F]fluorophenylalanine (18F-Phe), which shares the same amino acid
Kensuke Okuda et al.
Biochemistry, 44(17), 6675-6684 (2005-04-27)
The ribosome-catalyzed peptidyl transferase reaction displays a complex pH profile resulting from two functional groups whose deprotonation is important for the reaction, one within the A-site substrate and a second unidentified group thought to reside in the rRNA peptidyl transferase
Elfriede Pittler et al.
Electrophoresis, 30(16), 2897-2904 (2009-08-06)
This work deals with the application of silica-based ligand-exchange chiral stationary phases (CSPs) for the enantioseparation of underivatized amino acids, alpha-hydroxy acids, and dipeptides with packed CEC. Two different possibilities of preparing silica-based CSPs are presented. One phase contains L-4-hydroxyproline
T T Otani et al.
Journal of pharmaceutical sciences, 71(2), 214-216 (1982-02-01)
Twelve derivatives of 0-fluoro-dl-phenylalanine containing fluorine, chlorine, methoxy, and nitro radicals in various positions of the aromatic ring of the benzoyl group were prepared and tested in a Lactobacillus casei system. It was found that most substitutions in the benzoyl
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