Basic information Safety Supplier Related

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

Basic information Safety Supplier Related

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

Product Name:
(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID
Synonyms:
  • 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
CAS:
52497-36-6
MF:
C10H17NO4
MW:
215.25
Product Categories:
  • Glutamate receptor
  • Glutamate
Mol File:
52497-36-6.mol
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(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID Chemical 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
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
26-36
WGK Germany 
3

MSDS

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

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 ACIDSupplier

3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Email
3bsc@sina.com
Ascent Scientific
Tel
4401179829988
Email
customerservice@ascentscientific.co.uk
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
EMMX Biotechnology LLC
Tel
888-539-0666
Email
info@emmx.com
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(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID(52497-36-6)Related Product Information