CAS 7432-24-8

γ-L-Glutamyl-L-phenylalanin

Beschreibung:

γ-L-Glutamyl-L-phenylalanin, auch bekannt unter seiner CAS-Nummer 7432-24-8, ist ein Dipeptid, das aus den Aminosäuren L-Glutaminsäure und L-Phenylalanin besteht. Diese Verbindung weist eine Peptidbindung zwischen der Carboxylgruppe der Glutaminsäure und der Aminogruppe des Phenylalanins auf, was zu einer Struktur führt, die sowohl hydrophile als auch hydrophobe Eigenschaften zeigt. Es kommt typischerweise in biologischen Systemen vor und kann eine Rolle in verschiedenen Stoffwechselprozessen spielen. Die Anwesenheit der Glutaminsäurekomponente trägt zu seiner möglichen Beteiligung an der Neurotransmission und zellulären Signalübertragung bei, während der Phenylalaninanteil die Proteinsynthese und -funktion beeinflussen kann. γ-L-Glutamyl-L-phenylalanin ist in Wasser löslich, was für viele Peptide charakteristisch ist, und seine Stabilität kann durch pH-Wert und Temperatur beeinflusst werden. Diese Verbindung könnte auch von Interesse in pharmazeutischen und ernährungsphysiologischen Anwendungen sein, insbesondere im Kontext von peptidbasierten Therapien und Nahrungsergänzungsmitteln.

Formel: C₁₄H₁₈N₂O₅

InChl: 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

Synonyme:

• <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.

Formel: C₁₄H₁₈N₂O₅

Reinheit: > 99%

Farbe und Form: White Powder

Molekulargewicht: 294.31

Ref: 01-4002375

H-γ-Glu-Phe-OH

CAS: 7432-24-8

Formel: C₁₄H₁₈N₂O₅

Reinheit: 98%

Molekulargewicht: 294.3031

Ref: IN-DA00FCRJ

γ-Glu-Phe

CAS: 7432-24-8

γ-Glu-Phe enhances umami intensity in food seasonings.

Formel: C₁₄H₁₈N₂O₅

Reinheit: 97.55%

Farbe und Form: White Solid

Molekulargewicht: 294.30

Ref: TM-TP1001

Aspartame Impurity 7 (H-γ-Glu-Phe-OH)

CAS: 7432-24-8

Formel: C₁₄H₁₈N₂O₅

Molekulargewicht: 294.31

Ref: 4Z-A-7613

γ-Glutamylphenylalanine Trifluoroacetic Acid Salt

Kontrolliertes Produkt

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)

Formel: C₁₄H₁₈N₂O₅•x(C₂HF₃O₂)

Farbe und Form: Neat

Molekulargewicht: 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.

Formel: C₁₄H₁₈N₂O₅

Reinheit: Min. 95%

Farbe und Form: White Powder

Molekulargewicht: 294.3 g/mol

Ref: 3D-FG36323