3-Fluorophenylalanine

3-Fluorophenylalanine Structure
3-Fluorophenylalanine structure
Common Name 3-Fluorophenylalanine
CAS Number 19883-77-3 Molecular Weight 183.180
Density 1.3±0.1 g/cm3 Boiling Point 305.0±32.0 °C at 760 mmHg
Molecular Formula C9H10FNO2 Melting Point N/A
MSDS Chinese USA Flash Point 138.3±25.1 °C

Hidden overflow pathway to L-phenylalanine in Pseudomonas aeruginosa.

J. Bacteriol. 154(2) , 623-31, (1983)

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 inordi...

19F n.m.r. studies of conformational changes accompanying cyclic AMP binding to 3-fluorophenylalanine-containing cyclic AMP receptor protein from Escherichia coli.

Biochem. J. 287 ( Pt 2) , 627-32, (1992)

A fluorine-containing analogue of the cyclic AMP (cAMP) receptor protein (CRP) from Escherichia coli was prepared by biosynthetic incorporation of 3-fluorophenylalanine (3-F-Phe). 19F n.m.r. studies on this protein have provided direct evidence for cAMP-induc...

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...

Fungitoxicity of m-fluorophenylalanine-containing peptides towards Pythium ultimum.

Experientia 45(4) , 325-7, (1989)

The tripeptide L-m-fluorophenylalanyl-L-alanyl-L-alanine was much more fungitoxic towards Pythium ultimum than the dipeptide L-m-fluorophenylalanyl-L-alanine or m-fluorophenylalanine. The fungitoxicity of the tripeptide was reduced by L-alanyl peptides and ph...

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...

Construction of a Bacillus subtilis (natto) with high productivity of vitamin K2 (menaquinone-7) by analog resistance.

Biosci. Biotechnol. Biochem. 65(9) , 2007-15, (2001)

To invent a functional natto promoting bone formation, the construction of a strain with high productivity of vitamin K2 (menaquinone-7: MK-7), which is important in the carboxylation of a kind of bone protein participating in bone formation, osteocalcin, was...

NMR studies of fluorophenylalanine-containing carbonic anhydrase.

FEBS Lett. 196(1) , 71-4, (1986)

Rabbits ingesting 4-fluorophenylalanine are known to incorporate small amounts of this fluorinated amino acid into their proteins. Carbonic anhydrase I isolated from the erythrocytes of animals so maintained exhibits a well-resolved fluorine NMR signal for ea...

Antinociceptive effect of some carboxypeptidase A inhibitors in comparison with D-phenylalanine.

Eur. J. Pharmacol. 116(3) , 287-92, (1985)

It had previously been shown that D-phenylalanine and hydrocinnamic acid, two in vitro inhibitors of carboxypeptidase A, possess an analgesic action when injected i.p. in mice. We have studied the in vivo effects of indole-3-acetic acid, another carboxypeptid...

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...

Activity of subinhibitory concentrations of dapsone alone and in combination with cell-wall inhibitors against Mycobacterium avium complex organisms.

Eur. J. Clin. Microbiol. Infect. Dis. 12(12) , 954-8, (1993)

MICs of dapsone (p-p'-diaminodiphenylsulfone) were determined radiometrically for ten strains each of the Mycobacterium avium complex (MAC) and Mycobacterium tuberculosis. MICs ranged from 50 to 250 micrograms/ml for Mycobacterium tuberculosis and from 2 to 1...