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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.


flash_point_c

Not applicable

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

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Younglim Lee et al.
Psychopharmacology, 191(1), 55-65 (2007-01-17)
Recent evidence in clinical and preclinical studies has implicated glutamate neurotransmissions in pathophysiology of mood disorders. The regulation of amino acid neurotransmission, i.e., glutamate and gamma-aminobutyric acid (GABA) involves coordinated mechanisms of uptake and transport within a tripartite synaptic system
Yingmei Zhang et al.
CNS neuroscience & therapeutics, 30(1), e14487-e14487 (2023-10-07)
Chronic cerebral hypoperfusion-induced demyelination causes progressive white matter injury, although the pathogenic pathways are unknown. The Single Cell Portal and PanglaoDB databases were used to analyze single-cell RNA sequencing experiments to determine the pattern of EAAT3 expression in CNS cells.
Shinichirou Oono et al.
Current eye research, 34(7), 598-605 (2009-11-11)
To determine whether pyroglutamic acid (PGA) enhances the survival of retinal ganglion cells (RGCs) after optic nerve (ON) transection in vivo and RGCs in culture. The RGCs of rats were retrogradely labeled by Fluorogold (FG)-soaked sponges placed on both superior



Global Trade Item Number

SKUGTIN
P7575-2MG04061832092898
P7575-10MG04061832092881