L-Phenylalanine-d2

L-Phenylalanine-d2 is the deuterium labeled L-Phenylalanine. 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].

Product Specifications

CAS Number

[221346-31-2]

Product Name Alternative

(S) -2-Amino-3-phenylpropionic acid-d2

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Calcium Channel; Endogenous Metabolite; iGluR

Type

Isotope-Labeled Compounds

Related Pathways

Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling

Field of Research

Metabolic Disease

Purity

99.00

Solubility

DMSO : 2.5 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

N[C@@H](C([2H])([2H])C1=CC=CC=C1)C(O)=O

Molecular Formula

C9H9D2NO2

Molecular Weight

167.20

Precautions

H302, H315, H319, H335

References & Citations

[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216. |[2]Glushakov AV, et al. Long-term changes in glutamatergic synaptic transmission in phenylketonuria. Brain. 2005 Feb;128 (Pt 2) :300-7.|[3]Glushakov AV, et al. L-phenylalanine selectively depresses currents at glutamatergic excitatory synapses. J Neurosci Res. 2003 Apr 1;72 (1) :116-24.|[4]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.|[5]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.|[6]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.