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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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