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P7575

Sigma-Aldrich

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

≥98%

Synonyme(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

Formule empirique (notation de Hill):
C6H9NO4
Numéro CAS:
64769-66-0
Poids moléculaire :
159.14
Numéro MDL:
MFCD00153866
Code UNSPSC :
12352106
ID de substance PubChem :
24898859
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98%

Forme

powder

Chaîne SMILES 

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

Clé InChI

NRSBQSJHFYZIPH-DMTCNVIQSA-N

Informations sur le gène

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

Actions biochimiques/physiologiques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
R J Bridges et al.
Journal of medicinal chemistry, 34(2), 717-725 (1991-02-01)
In order to determine the conformational requirements for binding of L-glutamate to the proteins involved in the process of neurotransmission, rigid analogues containing an embedded glutamate moiety have been prepared. These "conformer mimics", the pyrrolidine-2,4-dicarboxylates 4, 7, 11, and 14
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
Meng Wang et al.
Journal of neuroscience methods, 190(1), 39-48 (2010-05-08)
An off-line in vivo neurochemical monitoring approach was developed based on collecting nanoliter microdialysate fractions as an array of "plugs" segmented by immiscible oil in a piece of Teflon tubing. The dialysis probe was integrated with the plug generator in
Raf Jan-Filip Schepers et al.
Journal of neurochemistry, 104(3), 806-817 (2007-10-27)
Electrophysiological data suggest an involvement of rostral ventromedial medulla (RVM) GABA and glutamate (GLU) neurons in morphine analgesia. Direct evidence that extracellular concentrations of GABA or GLU are altered in response to mu opioid receptor (MOP-R) activation is, however, lacking.
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