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Merck
CN

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:
Molecular Weight:
303.70
NACRES:
NA.83
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
267-944-5
MDL number:
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Product Name

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

Quality Segment

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

General description

Substrate for γ-glutamyl transpeptidase

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).


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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