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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:
64769-66-0
Molecular Weight:
159.14
NACRES:
NA.77
PubChem Substance ID:
24898859
UNSPSC Code:
12352106
MDL number:
MFCD00153866

Key Documents

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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

SMILES string

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

InChI key

NRSBQSJHFYZIPH-DMTCNVIQSA-N

assay

≥98%

form

powder

Quality Level

100

Gene Information

rat ... Gria1(50592), Grik1(29559), Grin2a(24409), Slc1a2(29482), Slc1a3(29483)

Related Categories

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
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ5453
MKCV1978
MKCP6672
MKCN3978
MKCK8566

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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
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
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
H-R Weng et al.
Neuroscience, 138(4), 1351-1360 (2006-01-24)
Glutamate is a primary excitatory neurotransmitter in the mammalian CNS. Glutamate released from presynaptic neurons is cleared from the synaptic cleft passively by diffusion and actively by glutamate transporters. In this study, the role of glutamate transporters in sensory processing
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.
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