Merck
CN

P7575

Sigma-Aldrich

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

≥98%

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别名:
(2S,4R)-Pyrrolidine-2,4-Dicarboxylic Acid, L-trans-2,4-PDC, trans-4-Carboxy-L-proline
经验公式(希尔记法):
C6H9NO4
CAS号:
分子量:
159.14
MDL编号:
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥98%

形式

powder

SMILES字符串

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

应用

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

生化/生理作用

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

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Katia Boumghar et al.
Pharmacology, biochemistry, and behavior, 103(1), 69-75 (2012-08-23)
In the honeybee, we investigated the role of transmissions mediated by GABA-gated chloride channels and glutamate-gated chloride channels (GluCls) of the mushroom bodies (MBs) on olfactory learning using a single-trial olfactory conditioning paradigm. The GABAergic antagonist picrotoxin (PTX) or the
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
Claudio Frank et al.
FEBS letters, 527(1-3), 269-273 (2002-09-11)
We report a study on the regulation by 2-chloro adenosine (2CA) of a glutamate (Glu) transporter in myogenic C2C12 cells. Long-term 2CA exposition significantly increased the V(max) of the Glu transporter. Moreover, 2CA-treated cells responded to Glu challenge by a
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

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