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Merck
CN

P7575

L-trans-Pyrrolidine-2,4-dicarboxylic acid

≥98%

Synonym(s):

(2S,4R)-Pyrrolidine-2,4-Dicarboxylic Acid, L-trans-2,4-PDC, trans-4-Carboxy-L-proline

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About This Item

Empirical Formula (Hill Notation):
C6H9NO4
CAS Number:
Molecular Weight:
159.14
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Assay:
≥98%
Form:
powder
Quality level:
Technical Service
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Quality Level

assay

≥98%

form

powder

SMILES string

OC(=O)[C@H]1CN[C@@H](C1)C(O)=O

InChI

1S/C6H9NO4/c8-5(9)3-1-4(6(10)11)7-2-3/h3-4,7H,1-2H2,(H,8,9)(H,10,11)/t3-,4+/m1/s1

InChI key

NRSBQSJHFYZIPH-DMTCNVIQSA-N

Application

L-trans-Pyrrolidine-2,4-dicarboxylic acid has been used:
  • as a glutamate transport inhibitor to test its impairing effect on glutamate-induced cell death in HT22 neuronal cells
  • as an analog of glutamate to test its effect on glutamate/glutamine-dependent acid resistance of E. coli and S. flexneri
  • as sodium glutamate (Na+/Glu) cotransporter inhibitor in myogenic cell line C2C12

Biochem/physiol Actions

L-trans-Pyrrolidine-2,4-dicarboxylic acid is a selective glutamate transporter inhibitor.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Nicole Feldmann et al.
Molecular and cellular endocrinology, 338(1-2), 46-57 (2011-03-05)
Glutamate is generated during nutrient stimulation of pancreatic islets and has been proposed to act both as an intra- and extra-cellular messenger molecule. We demonstrate that glutamate is not co-secreted with the hormones from intact islets or purified α- and
D A Bereiter et al.
Pain, 126(1-3), 175-183 (2006-08-12)
Temporomandibular joint (TMJ) disorders are painful conditions that are more prevalent in women than men. This study tested the hypothesis that acute inflammation of the TMJ region evoked sex-related changes in amino acid transmitter concentrations at the trigeminal subnucleus/upper cervical
Abdessalam Kacimi El Hassani et al.
Neurobiology of learning and memory, 90(4), 589-595 (2008-08-30)
In insects, gamma-aminobutyric acid (GABA) and glutamate mediate fast inhibitory neurotransmission through ligand-gated chloride channel receptors. Both GABA and glutamate have been identified in the olfactory circuit of the honeybee. Here we investigated the role of inhibitory transmission mediated by



Global Trade Item Number

SKUGTIN
P7575-10MG04061832092881
P7575-2MG04061832092898