CAS 7432-24-8

γ-L-Glutamyl-L-phenylalanine

Description:

γ-L-Glutamyl-L-phenylalanine, also known by its CAS number 7432-24-8, is a dipeptide composed of the amino acids L-glutamic acid and L-phenylalanine. This compound features a peptide bond between the carboxyl group of glutamic acid and the amino group of phenylalanine, resulting in a structure that exhibits both hydrophilic and hydrophobic characteristics. It is typically found in biological systems and can play a role in various metabolic processes. The presence of the glutamic acid moiety contributes to its potential involvement in neurotransmission and cellular signaling, while the phenylalanine component may influence protein synthesis and function. γ-L-Glutamyl-L-phenylalanine is soluble in water, which is characteristic of many peptides, and its stability can be affected by pH and temperature. This compound may also be of interest in pharmaceutical and nutritional applications, particularly in the context of peptide-based therapies and dietary supplements.

Formula: C₁₄H₁₈N₂O₅

InChI: InChI=1/C14H18N2O5/c15-10(13(18)19)6-7-12(17)16-11(14(20)21)8-9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H,16,17)(H,18,19)(H,20,21)/t10-,11-/m0/s1

InChI key: InChIKey=XHHOHZPNYFQJKL-QWRGUYRKSA-N

SMILES: C([C@H](NC(CC[C@@H](C(O)=O)N)=O)C(O)=O)C1=CC=CC=C1

Synonyms:

• <span class="text-smallcaps">L</smallcap>-Phenylalanine, <smallcap>L</span>-γ-glutamyl-
• <span class="text-smallcaps">L</smallcap>-Phenylalanine, N-<smallcap>L</span>-γ-glutamyl-
• <span class="text-smallcaps">L</smallcap>-γ-Glutamyl-<smallcap>L</span>-phenylalanine
• Glutamine, N-(α-carboxyphenethyl)-
• Glutamine, N-(α-carboxyphenethyl)-, <span class="text-smallcaps">L</span>-
• L-gamma-glutamyl-L-phenylalanine
• N-L-gamma-Glutamyl-3-phenyl-L-alanine
• N-L-gamma-Glutamyl-L-phenylalanine
• gamma-Glutamylphenylalanine
• γ-<span class="text-smallcaps">L</smallcap>-Glutamyl-<smallcap>L</span>-phenylalanine
• γ-Glu-Phe
• γ-Glutamyl-<span class="text-smallcaps">L</span>-phenylalanine
• γ-Glutamylphenylalanine
• L-Phenylalanine, L-γ-glutamyl-
• L-γ-Glutamyl-L-phenylalanine
• H-Gamma-Glu-Phe-Oh
• Glutamine, N-(α-carboxyphenethyl)-, L-
• L-Phenylalanine, N-L-γ-glutamyl-
• γ-Glu-Phe,γ-Glutamylphenylalanine, >98%
• H-g-Glu-Phe-OH
• Glutamylphenylalanine
• Γ-GLU-PHE, >98%
• N-(L-γ-Glutamyl)-L-phenylalanine
• (2S)-2-amino-5-[[(2S)-1-hydroxy-1-oxo-3-phenylpropan-2-yl]amino]-5-oxopentanoic acid
• L-GAMMA-GLU-L-PHE
• GAMMA-GLU-PHE
• γGlu-L-Phe-OH
• γ-Glu-Phe，γ-Glutamylphenylalanine
• L-Y-GLUTAMYL-L-PHENYLALANINE
• H-GLU(PHE-OH)-OH
• N-(γ-Glutamyl)-L-phenylalanine
• H-GLU(PHE)-OH
• γGlu-Phe-OH

H-Glu(Phe-OH)-OH

CAS: 7432-24-8

This branched dipeptide was detected in the urine of patients with phenylketonuria and later on in the urine of healthy individuals. γ-Glu-Phe and other branched dipeptides have been isolated from hard cheese, where they contribute to the typical flavor of this dairy product.

Formula: C₁₄H₁₈N₂O₅

Purity: > 99%

Color and Shape: White Powder

Molecular weight: 294.31

Ref: 01-4002375

H-γ-Glu-Phe-OH

CAS: 7432-24-8

Formula: C₁₄H₁₈N₂O₅

Purity: 98%

Molecular weight: 294.3031

Ref: IN-DA00FCRJ

γ-Glu-Phe

CAS: 7432-24-8

γ-Glu-Phe (γ-Glutamylphenylalanine) is a γ-3 glutamyl dipeptide found in sourdough.it is synthesized by Bacillus amyloliquefaciens (GBA) and Aspergillus oryzae

Formula: C₁₄H₁₈N₂O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 294.3

Ref: TM-TP1001

Aspartame Impurity 7 (H-γ-Glu-Phe-OH)

CAS: 7432-24-8

Formula: C₁₄H₁₈N₂O₅

Molecular weight: 294.31

Ref: 4Z-A-7613

γ-Glutamylphenylalanine Trifluoroacetic Acid Salt

Controlled Product

CAS: 7432-24-8

Applications γ-Glutamylphenylalanine Trifluoroacetic Acid Salt is found in the urine of newborn untreated patients with phenylketonuria, and is not found in healthy patients. γ-Glutamylphenylalanine is a potential biomarker for the early detection of drug-induced nephrotoxicity
References Kamerling, J.P., et. al.: Clin Chim. Acta, 102, 137 (1980); Boudonck, K.J., et. al.: Toxicol. Pathol., 37, 280 (2009)

Formula: C₁₄H₁₈N₂O₅•x(C₂HF₃O₂)

Color and Shape: Neat

Molecular weight: 294.3011402

Ref: TR-G597290

Glutamylphenylalanine

CAS: 7432-24-8

Glutamylphenylalanine is a molecule that is used for the diagnosis of fatty acid metabolism disorders. It can be detected in urine and blood, as well as in biological samples such as plasma, serum, or tissue. Glutamylphenylalanine is also an amino acid that has been shown to be an important component of the energy metabolism pathway. It is found in foods such as milk, cheese, eggs, and meat. The levels of glutamylphenylalanine are significantly higher in chronic kidney disease patients than in healthy individuals. This molecule may also play a role in bladder cancer development because it has been shown to inhibit protease activity and block acetic acid production.

Formula: C₁₄H₁₈N₂O₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 294.3 g/mol

Ref: 3D-FG36323