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G6133

Sigma-Aldrich

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

γ-glutamyl transpeptidase substrate

Synonym(s):

L-γ-Glutamyl-p-nitroanilide

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About This Item

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

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

Related Categories

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

G6133-BULK:
G6133-25G:
G6133-5G:
G6133-100MG:
G6133-10G:
G6133-VAR:
G6133-1G:
G6133-500MG:
G6133-250MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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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