G6133
L-Glutamic acid γ-(p-nitroanilide) hydrochloride
γ-glutamyl transpeptidase substrate
Synonym(s):
L-γ-Glutamyl-p-nitroanilide
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All Photos(4)
About This Item
Empirical Formula (Hill Notation):
C11H13N3O5 · HCl
CAS Number:
Molecular Weight:
303.70
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83
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Quality Level
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
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
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
Certificates of Analysis (COA)
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Paul L Feingold et al.
Molecular cancer therapeutics, 17(9), 2013-2023 (2018-06-24)
In 2017, an estimated 17,000 individuals were diagnosed with esophageal adenocarcinoma (EAC), and less than 20% will survive 5 years. Positron emission tomography avidity is indicative of high glucose utilization and is nearly universal in EAC. TXNIP blocks glucose uptake
Alessandro Corti et al.
Scientific reports, 9(1), 891-891 (2019-01-31)
L-γ-Glutamyl-p-nitroanilide (GPNA) is widely used to inhibit the glutamine (Gln) transporter ASCT2, but recent studies have demonstrated that it is also able to inhibit other sodium-dependent and independent amino acid transporters. Moreover, GPNA is a well known substrate of the
Alessandro Corti et al.
Scientific reports, 9(1), 891-891 (2019-01-31)
L-γ-Glutamyl-p-nitroanilide (GPNA) is widely used to inhibit the glutamine (Gln) transporter ASCT2, but recent studies have demonstrated that it is also able to inhibit other sodium-dependent and independent amino acid transporters. Moreover, GPNA is a well known substrate of the
Karol Dokladny et al.
Metabolites, 11(12) (2021-12-24)
Colonic epithelium-commensal interactions play a very important role in human health and disease development. Colonic mucus serves as an ecologic niche for a myriad of commensals and provides a physical barrier between the epithelium and luminal content, suggesting that communication
Lucía Trilla-Fuertes et al.
BMC cancer, 20(1), 307-307 (2020-04-16)
Metabolomics has a great potential in the development of new biomarkers in cancer and it has experiment recent technical advances. In this study, metabolomics and gene expression data from 67 localized (stage I to IIIB) breast cancer tumor samples were
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