ChemicalBook > CAS DataBase List > L-trans-Pyrrolidine-2,4-dicarboxylic acid

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

Product Name
L-trans-Pyrrolidine-2,4-dicarboxylic acid
CAS No.
64769-66-0
Chemical Name
L-trans-Pyrrolidine-2,4-dicarboxylic acid
Synonyms
4-PDC;L-trans-2;Zinc03796127;L-TRANS-2,4-PDC;TRANS-4-CARBOXY-L-PROLINE;L-TRANS-4-CARBOXY-L-PROLINE;Ltrans2,4PDC,L trans 2,4 PDC;(2S,4R)-2,4-Pyrrolidinedicarboxylic acid;L-TRANS-PYRROLIDINE-2,4-DICARBOXYLIC ACID;(2S,4R)-pyrrolidine-2,4-dicarboxylic acid
CBNumber
CB3230189
Molecular Formula
C6H9NO4
Formula Weight
159.14
MOL File
64769-66-0.mol
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L-trans-Pyrrolidine-2,4-dicarboxylic acid Property

Melting point:
214-217oC
storage temp. 
Store at RT
solubility 
PBS (pH 7.2): 2 mg/ml
form 
White solid.
color 
White
Water Solubility 
Soluble to 100 mM in water
InChI
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
InChIKey
NRSBQSJHFYZIPH-DMTCNVIQSA-N
SMILES
N1C[C@H](C(O)=O)C[C@H]1C(O)=O
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P7575
Product name
L-trans-Pyrrolidine-2,4-dicarboxylic acid
Purity
≥98%
Packaging
2mg
Price
$74.8
Updated
2025/07/31
Sigma-Aldrich
Product number
P7575
Product name
L-trans-Pyrrolidine-2,4-dicarboxylic acid
Purity
≥98%
Packaging
10mg
Price
$167.3
Updated
2025/07/31
Cayman Chemical
Product number
24268
Product name
L-trans-Pyrrolidine-2,4-dicarboxylic Acid
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
24268
Product name
L-trans-Pyrrolidine-2,4-dicarboxylic Acid
Purity
≥98%
Packaging
5mg
Price
$78
Updated
2024/03/01
Tocris
Product number
0298
Product name
L-trans-2,4-PDC
Purity
≥97%(HPLC)
Packaging
10
Price
$169
Updated
2021/12/16
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L-trans-Pyrrolidine-2,4-dicarboxylic acid Chemical Properties,Usage,Production

Description

L-trans-Pyrrolidine-2,4-dicarboxylic acid (L-trans-2,4-PDC) is an inhibitor of L-glutamate transport (Ki = 4.6 μM in rat brain synaptosomes). It inhibits radioligand binding to NMDA receptors by 13% but has no effect on AMPA or kainate receptors when used at a concentration of 100 μM. L-trans-2,4-PDC is neurotoxic to astrocyte-rich and astrocyte-poor rat cortical cultures (EC50s = 320 and 50 μM, respectively), an effect that can be reversed by the NMDA antagonist MK-801 and glutamate-pyruvate transaminase but not the non-NMDA glutamate receptor antagonist CNQX. It induces efflux of the non-metabolizable glutamate analog [3H]-D-aspartate in an extracellular sodium-dependent manner. In vivo, L-trans-2,4-PDC (0.05-0.2 μg/side) prevents amphetamine-induced hyperlocomotion in a dose-dependent manner in rats when injected directly into the nucleus accumbens. It also increases bladder intercontraction interval (ICI) without affecting postvoid residual or basal pressure in rats.

Uses

L-trans-Pyrrolidine-2,4-dicarboxylic Acid is an inhibitor of the glutamate transporter EAAT.

Biological Activity

Potent, competitive, transportable EAAT1-4 inhibitor/non-transportable EAAT5 inhibitor. Also available as part of the Excitatory Amino Acid Transporter Inhibitor Tocriset™ .

storage

Store at RT

References

[1] RICHARD J. BRIDGES. Conformationally defined neurotransmitter analogs. Selective inhibition of glutamate uptake by one pyrrolidine-2,4-dicarboxylate diastereomer[J]. Journal of Medicinal Chemistry, 1991, 34 2: 717-725. DOI:10.1021/jm00106a037.
[2] Blitzblau, R., Gupta, S., Djali, S., et al. The glutamate transport inhibitor L-trans-pyrrolidine-2,4-dicarboxylate indirectly evokes NMDA receptor mediated neurotoxicity in rat cortical cultures. Eur. J. Neurosci. 8(9), 1840-1852 (1996).
[3] David, H.N., Thévenoux, A., and Abraini, J.H. Inhibition of the glutamate transporter by L-trans-PDC in the nucleus accumbens prevents the locomotor response to amphetamine. Neuropharmacology 41(3), 409-411 (2001).
[4] MASASHI HONDA. Supraspinal and spinal effects of L-trans-PDC, an inhibitor of glutamate transporter, on the micturition reflex in rats.[J]. Neurourology and Urodynamics, 2013, 32 7: 1026-1030. DOI:10.1002/nau.22351.

L-trans-Pyrrolidine-2,4-dicarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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

3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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86-21-50328109
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3bsc@sina.com
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China
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Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
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China
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EMMX Biotechnology LLC
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888-539-0666
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888-539-0666
Email
info@emmx.com
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United States
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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China
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Capot Chemical Co.,Ltd.
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+86-(0)57185586718; +8613336195806
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sales@capot.com
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China
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TargetMol Chemicals Inc.
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United States
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Nextpeptide Inc
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
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Haiji Pharmaceutical Technology (Suzhou) Co., Ltd
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MedBioPharmaceutical Technology Inc
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64769-66-0, L-trans-Pyrrolidine-2,4-dicarboxylic acidRelated Search:


  • L-TRANS-4-CARBOXY-L-PROLINE
  • L-TRANS-PYRROLIDINE-2,4-DICARBOXYLIC ACID
  • L-TRANS-2,4-PDC
  • TRANS-4-CARBOXY-L-PROLINE
  • 2,4-Pyrrolidinedicarboxylicacid,(2S,4R)-(9CI)
  • Zinc03796127
  • (2S,4R)-pyrrolidine-2,4-dicarboxylic acid
  • (2S,4R)-2,4-Pyrrolidinedicarboxylic acid
  • 2,4-Pyrrolidinedicarboxylic acid, (2S,4R)-
  • 4-PDC
  • L-trans-2
  • Ltrans2,4PDC,L trans 2,4 PDC
  • L-trans-Pyrrolidine-2,4-dicarboxylic acid, EAAT2, EAAT4 and EAAT5 inhibitor
  • <sc>L</sc>-<i>trans</i>-Pyrrolidine-2,4-dicarboxylic acid
  • 64769-66-0
  • PYRROLE
  • Glutamate receptor