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:
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
Gene Information
rat ... Gria1(50592), Grik1(29559), Grin2a(24409), Slc1a2(29482), Slc1a3(29483)
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.
signalword
Warning
hcodes
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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Imane Nafia et al.
Journal of neurochemistry, 105(2), 484-496 (2007-11-29)
Nigral depletion of the main brain antioxidant GSH is the earliest biochemical event involved in Parkinson's disease pathogenesis. Its causes are completely unknown but increasing number of evidence suggests that glutamate transporters [excitatory amino acid transporters (EAATs)] are the main
Jan Lewerenz et al.
Journal of neurochemistry, 98(3), 916-925 (2006-06-15)
Oxidative glutamate toxicity in the neuronal cell line HT22 is a model for cell death by oxidative stress. In this paradigm, an excess of extracellular glutamate blocks the glutamate/cystine-antiporter system Xc-, depleting the cell of cysteine, a building block of
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.