4-Fluoro-Phe-OH

Names

[ Name ]:
4-Fluoro-Phe-OH

[Synonym ]:
L-4-FLUOROPHE
(2R)-2-Amino-3-(4-fluorophenyl)propanoic acid
D,L-p-fluorophenylalanine
L-4-F-Phe-OH
L-p-fluorophenylalanine
4-Fluorophenylalanine
H-Phe(4-F)-OH
H-L-PHE(4-F)-OH
L-4-Fluorophenylalanine
4-fluoroPhe
RARECHEM BK PT 0031
(2R)-2-amino-3-(4-fluorophenyl)propionic acid
D-4-Fluorophenylalanine
Phenylalanine, 4-fluoro-
para-fluoro-l-phenylalanine
H-PHE(P-F)-OH
D-4-Fluorophe
H-P-FLUORO-PHE-OH
(S)-2-Amino-3-(4-fluorophenyl)propanoic acid
4-Fluoro-Phe-OH
MFCD00063064
S-(-)-p-Fluorophenylalanine
para-fluorophenylalanine
p-Fluoro-L-phenylalanine
L-4-Fluoro-Phenylalanine
D,L-4-fluorophenylalanine
L-4-Fluoro-phe-OH
(2S)-2-amino-3-(4-fluorophenyl)propanoic acid
H-D-Phe(4-F)-OH
(S)-4-Fluorophenylalanine
4-Fluoro-L-phenylalanine
(S)-2-Amino-3-(4-fluorophenyl)propionic Acid
4-FLUOROPHENYLALANINE, D-

Biological Activity

[Description]:

p-Fluoro-L-phenylalanine (4-Fluoro-L-phenylalanine) is a substrate for tyrosine hydroxylase (TH) that can be used to study the regulation of that enzyme. p-Fluoro-L-phenylalanine binds to the L-leucine specific receptor of Escherichia coli (KD=0.26 μM)[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Luck LA, et al. Fluorescence and 19F NMR evidence that phenylalanine, 3-L-fluorophenylalanine and 4-L-fluorophenylalanine bind to the L-leucine specific receptor of Escherichia coli. Protein Sci. 2000;9(12):2573-2576.

[2]. Hillas PJ, et al. A mechanism for hydroxylation by tyrosine hydroxylase based on partitioning of substituted phenylalanines. Biochemistry. 1996;35(22):6969-6975.

[3]. Luck LA, et al. Fluorescence and 19F NMR evidence that phenylalanine, 3-L-fluorophenylalanine and 4-L-fluorophenylalanine bind to the L-leucine specific receptor of Escherichia coli. Protein Sci. 2000;9(12):2573-2576.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
313.3±32.0 °C at 760 mmHg

[ Melting Point ]:
~255 °C (dec.)

[ Molecular Formula ]:
C₉H₁₀FNO₂

[ Molecular Weight ]:
183.180

[ Flash Point ]:
143.3±25.1 °C

[ Exact Mass ]:
183.069550

[ PSA ]:
63.32000

[ LogP ]:
1.16

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.555

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S23-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DW1765000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Chemical genetics reveals a complex functional ground state of neural stem cells.

Nat. Chem. Biol. 3(5) , 268-273, (2007)

The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain canc...

Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Nat. Chem. Biol. 5 , 765-71, (2009)

Studies of gene function and molecular mechanisms in Plasmodium falciparum are hampered by difficulties in characterizing and measuring phenotypic differences between individual parasites. We screened...

Regulation of rat liver phenylalanine hydroxylase. I. Kinetic properties of the enzyme's iron and enzyme reduction site.

J. Biol. Chem. 269 , 24637, (1994)

Tetrahydropterins react with phenylalanine hydroxylase at a redox site, a regulatory site, and the catalytic site, but neither the properties of nor relationships among these sites are well understood...