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G6133

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

≥98% (HPLC), glutamine (Gln) transporter alanine-serine-cysteine transporter 2 (ASCT2) blocker, powder

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
NACRES:
NA.83
PubChem Substance ID:
24895247
UNSPSC Code:
12352204
EC Number:
267-944-5
MDL number:
MFCD00039054

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Product Name

L-Glutamic acid γ-(p-nitroanilide) hydrochloride, γ-glutamyl transpeptidase substrate

InChI key

OJEVFSFTVARWQX-UHFFFAOYSA-N

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

SMILES string

Cl.NC(CCC(=O)Nc1ccc(cc1)N(=O)=O)C(O)=O

assay

≥98% (HPLC)

form

powder

solubility

water: 5 mg/mL, clear, yellow

storage temp.

2-8°C

Quality Level

300

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L-Glutamic acid γ-(p-nitroanilide) hydrochloride γ-glutamyl transpeptidase substrate

Sigma-Aldrich

G6133

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

L-Glutamic acid γ-(4-nitroanilide) γ-glutamyl transpeptidase substrate

Sigma-Aldrich

G1135

L-Glutamic acid γ-(4-nitroanilide)

L-Glutamic acid γ-(3-carboxy-4-nitroanilide) ammonium salt ≥99.0% (TLC)

Sigma-Aldrich

49525

L-Glutamic acid γ-(3-carboxy-4-nitroanilide) ammonium salt

N-Glutaryl-L-phenylalanine p-nitroanilide protease substrate

Sigma-Aldrich

G2505

N-Glutaryl-L-phenylalanine p-nitroanilide

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥99.0% (TLC)

assay

≥98% (HPLC)

solubility

water: 5 mg/mL, clear, yellow

solubility

formic acid: 50 mg/mL, clear to slightly hazy

solubility

H2O: 100 mg/mL, clear, yellow-green

solubility

methanol with 1 M NH4OH: 50 mg/mL, clear to slightly hazy

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

100

form

powder

form

powder

form

powder

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

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)[1]
  • in glutamine ELISA assay to treat confluent differentiated uninfected human colonoid monolayer (HCM) in apical and basolateral compartments to study its effects[2]
  • to study its effect on SLC1A5_var-mediated mitochondrial glutamine transport inhibition[3]
  • to study its effects on cellular glutathione levels, cellular reactive oxygen species (ROS) levels, and mitochondrial ROS levels[3]

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).[2]

General description

Substrate for γ-glutamyl transpeptidase

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000399592
0000399592
0000334804
0000332838
0000310592

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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
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
View All Related Papers

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