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

(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID Structure
CAS No.
52497-36-6
Chemical Name:
(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID
Synonyms
DHK;DIHYDROKAINIC ACID;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;(2S,3S,4R)-3-(carboxymethyl)-4-propan-2-yl-pyrrolidine-2-carboxylic acid
CBNumber:
CB7153569
Molecular Formula:
C10H17NO4
Molecular Weight:
215.25
MOL File:
52497-36-6.mol
MSDS File:
SDS
Modify Date:
2023/6/30 15:45:59

(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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D1064 Dihydrokainic acid ≥98% (HPLC), powder 52497-36-6 10MG ₹27430.55 2022-06-14 Buy
Sigma-Aldrich(India) D1064 Dihydrokainic acid ≥98% (HPLC), powder 52497-36-6 50MG ₹117429.6 2022-06-14 Buy
Product number Packaging Price Buy
D1064 10MG ₹27430.55 Buy
D1064 50MG ₹117429.6 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).

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™ .

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

Raw materials

Preparation Products

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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 52497-36-6 Cell Signaling and Neuroscience Cell Biology BioChemical Ligand-Gated Ion Channels Ionotropic Glutamate Receptor Modulators Ion Channels Glutamate receptor Glutamate