2-Fluorophenylalanine

2-Fluorophenylalanine Structure
2-Fluorophenylalanine structure
Common Name 2-Fluorophenylalanine
CAS Number 2629-55-2 Molecular Weight 183.180
Density 1.3±0.1 g/cm3 Boiling Point 308.1±32.0 °C at 760 mmHg
Molecular Formula C9H10FNO2 Melting Point 243-246ºC
MSDS Chinese USA Flash Point 140.1±25.1 °C

Fluorine-19 nuclear magnetic resonance spectroscopic study of fluorophenylalanine- and fluorotryptophan-labeled avian egg white lysozymes.

Biochemistry 33(17) , 5238-45, (1994)

We report the 470-MHz (11.7 T) 19F solution nuclear magnetic resonance (NMR) spectra of 2-, 3-, and 4-fluorophenylalanine incorporated into the egg white lysozymes (EC 3.2.1.17) of chicken, pheasant, and duck, as well as spectra of 4-fluorotryptophan incorpor...

Positional effects of monofluorinated phenylalanines on histone acetyltransferase stability and activity.

Bioorg. Med. Chem. Lett. 19(18) , 5449-51, (2009)

To explore the impact of global incorporation of fluorinated aromatic amino acids on protein function, we investigated the effects of three monofluorinated phenylalanine analogs para-fluorophenylalanine (pFF), meta-fluorophenylalanine (mFF), and ortho-fluorop...

Modulating substrate specificity of histone acetyltransferase with unnatural amino acids.

Mol. Biosyst. 7(11) , 3050-5, (2011)

Controlling the substrate specificity of enzymes is a major challenge for protein engineers. Here we explore the effects of residue-specific incorporation of ortho-, meta- and para-fluorophenylalanine (oFF, mFF, pFF) on the selectivity of human histone acetyl...

Incorporation of amino acid analogs during the biosynthesis of Escherichia coli aspartate transcarbamylase.

Biochim. Biophys. Acta 615(1) , 59-69, (1980)

Amino acid-requiring mutants capable of producing derepressed levels of aspartate transcarbamylase (carbamoylphosphate:L-aspartate carbamoyltransferase, EC 2.1.3.2) were obtained and used for the incorporation in this enzyme of eight different amino acid anal...

Feasibility of fluorine-18-fluorophenylalanine for tumor imaging compared with carbon-11-L-methionine.

J. Nucl. Med. 37(2) , 320-5, (1996)

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-...

Aging effect on neutral amino acid transport at the blood-brain barrier measured with L-[2-18F]-fluorophenylalanine and PET.

J. Nucl. Med. 36(7) , 1232-7, (1995)

Neutral amino acids (NAAs) are transported from the blood to the brain using the same carrier system in a competitive fashion. The purpose of this study is to establish a method for evaluating neutral amino acid transport at the blood-brain barrier (BBB) in h...

Accumulation of L-[2-(F-18)]fluorophenylalanine in peri-infarct area in a patient with acute cerebral infarction.

Ann. Nucl. Med. 8(3) , 213-7, (1994)

We studied the brain uptake of amino acid in a patient with acute cerebral infarction with L-[2-(F-18)]fluorophenylalanine and positron emission tomography. The increased accumulation of the ligand was specifically found in the peri-infarct area where oxygen ...

Enantiospecific synthesis of 2-[18F]fluoro-L-phenylalanine and 2-[18F]fluoro-L-tyrosine by isotopic exchange.

Org. Biomol. Chem. 9(3) , 765-9, (2011)

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 pra...

Enantioseparation of amino acids, alpha-hydroxy acids, and dipeptides by ligand-exchange CEC using silica-based chiral stationary phases.

Electrophoresis 30(16) , 2897-904, (2009)

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-b...

Uncovering the enzymatic pKa of the ribosomal peptidyl transferase reaction utilizing a fluorinated puromycin derivative.

Biochemistry 44(17) , 6675-84, (2005)

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...