G6133

L-Glutamic acid γ-(p-nitroanilide) hydrochloride

γ-glutamyl transpeptidase substrate

• Synonym(s): L-γ-Glutamyl-p-nitroanilide
• Empirical Formula (Hill Notation): C₁₁H₁₃N₃O₅ · HCl
• CAS Number: 67953-08-6
• Molecular Weight: 303.70
• EC Number: 267-944-5
• MDL number: MFCD00039054
• UNSPSC Code: 12352204
• PubChem Substance ID: 24895247
• NACRES: NA.83

Properties

• Quality Level: 300
• Assay: ≥98% (HPLC)
• form: powder
• solubility: water: 5 mg/mL, clear, yellow
• storage temp.: 2-8°C
• SMILES string: Cl.NC(CCC(=O)Nc1ccc(cc1)N(=O)=O)C(O)=O
• InChI: 1S/C11H13N3O5.ClH/c12-9(11(16)17)5-6-10(15)13-7-1-3-8(4-2-7)14(18)19;/h1-4,9H,5-6,12H2,(H,13,15)(H,16,17);1H
• InChI key: OJEVFSFTVARWQX-UHFFFAOYSA-N

Description

Application

L-Glutamic acid γ-(p-nitroanilide) hydrochloride has been used as a solute carrier family 1 member 5 (SLC1A5) inhibitor:

• or an inhibitor of the cell membrane glutamine transporter to study the effects of blocking glutamine uptake on esophageal adenocarcinoma (EACC) and thioredoxin-interacting protein (TXNIP)
• in glutamine ELISA assay to treat confluent differentiated uninfected human colonoid monolayer (HCM) in apical and basolateral compartments to study its effects
• to study its effect on SLC1A5_var-mediated mitochondrial glutamine transport inhibition
• to study its effects on cellular glutathione levels, cellular reactive oxygen species (ROS) levels, and mitochondrial ROS levels

Biochem/physiol Actions

L-Glutamyl-p-nitroanilide (GPNA) is commonly used to block the glutamine (Gln) transporter alanine-serine-cysteine transporter 2 (ASCT2). It can also inhibit sodium-dependent and independent amino acid transporters. GPNA, γ-glutamyltransferase (GGT) substrate plays a key role in the hydrolysis of its γ-glutamyl bond and the subsequent release of the chromogen, p-nitroaniline (PNA).

Substrates

Substrate for γ-glutamyl transpeptidase

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves