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L-Phenylalanine

CAT: 0804-HY-N0215-01Size: 5 gDry Ice: NoHazardous: No
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CAT#:0804-HY-N0215-01Size:5 g
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Description
L-Phenylalanine ((S) -2-Amino-3-phenylpropionic acid) is an essential amino acid isolated from Escherichia coli. L-Phenylalanine is a α2δ subunit of voltage-dependent Ca+ channels antagonist with a Ki of 980 nM. L-phenylalanine is a competitive antagonist for the glycine- and glutamate-binding sites of N-methyl-D-aspartate receptors (NMDARs) (KB of 573 μM) and non-NMDARs, respectively. L-Phenylalanine is widely used in the production of food flavors and pharmaceuticals[1][2][3][4].
CAS Number
63-91-2
Product Name Alternative
(S) -2-Amino-3-phenylpropionic acid
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Calcium Channel; Endogenous Metabolite; iGluR
Type
Natural Products
Related Pathways
Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/L-Phenylalanine.html
Concentration
10mM
Purity
99.98
Solubility
H2O : 6.67 mg/mL (ultrasonic)
Smiles
N[C@@H](CC1=CC=CC=C1)C(O)=O
Molecular Formula
C9H11NO2
Molecular Weight
165.19
Precautions
H302, H315, H319, H335
References & Citations
[1]Glushakov AV, et al. Long-term changes in glutamatergic synaptic transmission in phenylketonuria. Brain. 2005 Feb;128 (Pt 2) :300-7.|[2]Glushakov AV, et al. L-phenylalanine selectively depresses currents at glutamatergic excitatory synapses. J Neurosci Res. 2003 Apr 1;72 (1) :116-24.|[3]Glushakov AV, et al. Specific inhibition of N-methyl-D-aspartate receptor function in rat hippocampal neurons by L-phenylalanine at concentrations observed during phenylketonuria. Mol Psychiatry. 2002;7 (4) :359-67.|[4]Mortell KH, et al. Structure-activity relationships of alpha-amino acid ligands for the alpha2delta subunit of voltage-gated calcium channels. Bioorg Med Chem Lett. 2006 Mar 1;16 (5) :1138-41.|[5]Wu WB, et al. Enhancement of l-phenylalanine production in Escherichia coli by heterologous expression of Vitreoscilla hemoglobin. Biotechnol Appl Biochem. 2018 May;65 (3) :476-483.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
Human Endogenous Metabolite; Microbial Metabolite; NMDA Receptor

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