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(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID

CAS No.
52497-36-6
Chemical Name:
(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID
Synonyms
DHK;DIHYDROKAINIC ACID;Dihydrokainic acid, EAAT2 (GLT-1) inhibitor;2-Carboxy-4-isopropyl-3-pyrrolidineacetic acid;(2S,3S,4R)-3-(carboxymethyl)-4-isopropyl-proline;(2S,3R,4R)-2-Carboxy-4-iospropyl-3-pyrrolidineacetic acid;(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID;3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethyl)-, (2S,3S,4R)-;(2S,3S,4R)-3-(Carboxymethyl)-4-isopropylpyrrolidine-2-carboxylic acid;(2S,3S,4R)-3-(carboxymethyl)-4-propan-2-yl-2-pyrrolidinecarboxylic acid
CBNumber:
CB7153569
Molecular Formula:
C10H17NO4
Molecular Weight:
215.25
MDL Number:
MFCD03412037
MOL File:
52497-36-6.mol
MSDS File:
SDS
Last updated:2025-01-27 09:38:02

(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID Properties

Melting point 285 °C (decomp)
Boiling point 416.6±30.0 °C(Predicted)
Density 1.187±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility H2O: >10 mg/mL
form solid
pka 2.11±0.60(Predicted)
color White
Water Solubility Soluble to 25 mM in water
FDA UNII MQ4LMC2HN5
UNSPSC Code 12352106
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H312-H332-H302
Precautionary statements  P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501-P264-P270-P301+P312-P330-P501
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  26-36
WGK Germany  3
NFPA 704
0
3 0

(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D1064 Dihydrokainic acid ≥98% (HPLC), powder 52497-36-6 10mg $271 2024-03-01 Buy
Sigma-Aldrich D1064 Dihydrokainic acid ≥98% (HPLC), powder 52497-36-6 50mg $960 2024-03-01 Buy
Cayman Chemical 28478 Dihydrokainic Acid 52497-36-6 1mg $37 2024-03-01 Buy
Cayman Chemical 28478 Dihydrokainic Acid 52497-36-6 25mg $442 2024-03-01 Buy
Cayman Chemical 28478 Dihydrokainic Acid 52497-36-6 5mg $127 2024-03-01 Buy
Product number Packaging Price Buy
D1064 10mg $271 Buy
D1064 50mg $960 Buy
28478 1mg $37 Buy
28478 25mg $442 Buy
28478 5mg $127 Buy

(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID Chemical Properties,Uses,Production

Description

Dihydrokainic acid (DHK) is an inhibitor of excitatory amino acid transporter 2 (EAAT2; Ki = 23 μM for glutamate uptake by COS cells expressing EAAT2). It is selective for EEAT2 over EAAT1 and EAAT3 (Ki = >3 mM for both). DHK microinfusion (5 nmol) into the rat infralimbic cortex reduces the time spent immobile in the forced swim test, indicating antidepressant-like behavior, an effect that is blocked by the AMPA receptor antagonist NBQX and the serotonin (5-HT) receptor subtype 5-HT1A antagonist WAY-100635 . It also increases glutamate and serotonin levels and the expression of c-Fos in the dorsal raphe nucleus. In contrast, DHK microinjection (6.25 nmol) into the rat prefrontal cortex (PFC) increases the latency to drink sucrose in a sucrose intake test, indicating anhedonia-like behavior. It also impairs memory acquisition, consolidation, and retrieval in mice in the novel object recognition test.

Uses

Dihydrokainic acid has been used as a glutamate transporter (GLT-1) inhibitor in the glutamate uptake assay of astrocytes and glial cells. It may be used as a GLT-1 inhibitor in Lateral habenula (LHb).

Definition

ChEBI: Dihydrokainic acid is a dicarboxylic acid. It is functionally related to a kainic acid.

Biological Activity

EAAT2(GLT1)-selective non-transportable inhibitor of L-glutamate and L-aspartate uptake (K i = 23 μ M). 130-fold selective over EAAT1 and EAAT3 (K i > 3 mM). Also available as part of the Excitatory Amino Acid Transporter Inhibitor Tocriset™ .

Biochem/physiol Actions

Dihydrokainic favors neuronal cell death. It modulates anxiety and depression behaviors.

storage

Room temperature

(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID Suppliers

Global( 48)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19908 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131957 58
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15839 69
Ascent Scientific 4401179829988 customerservice@ascentscientific.co.uk United Kingdom 279 60
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 14055 65
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51456 80
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8447 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9806 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11218 58

View Lastest Price from (2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dihydrokainic acid pictures 2024-10-24 Dihydrokainic acid
52497-36-6
US $93.00-533.00 / mg 10g TargetMol Chemicals Inc.
DHK DIHYDROKAINIC ACID (2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID 2-Carboxy-4-isopropyl-3-pyrrolidineacetic acid (2S,3S,4R)-3-(carboxymethyl)-4-propan-2-yl-pyrrolidine-2-carboxylic acid (2S,3S,4R)-3-(carboxymethyl)-4-isopropyl-proline (2S,3R,4R)-2-Carboxy-4-iospropyl-3-pyrrolidineacetic acid (2S,3S,4R)-3-(carboxymethyl)-4-propan-2-yl-2-pyrrolidinecarboxylic acid 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethyl)-, (2S,3S,4R)- (2S,3S,4R)-3-(Carboxymethyl)-4-isopropylpyrrolidine-2-carboxylic acid Dihydrokainic acid, EAAT2 (GLT-1) inhibitor 52497-36-6 Cell Signaling and Neuroscience Cell Biology BioChemical Ligand-Gated Ion Channels Ionotropic Glutamate Receptor Modulators Ion Channels Glutamate receptor Glutamate