(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;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
- MDL Number:
- MFCD03412037
- MOL File:
- 52497-36-6.mol
- MSDS File:
- SDS
| 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 |
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 |
|
(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 |
(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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Nextpeptide Inc | +86-0571-81612335 +8613336028439 | sales@nextpeptide.com | China | 19915 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131980 | 58 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| Ascent Scientific | 4401179829988 | customerservice@ascentscientific.co.uk | United Kingdom | 279 | 60 |
| BOC Sciences | 1-631-485-4226; 16314854226 | info@bocsci.com | United States | 14059 | 65 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8449 | 60 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11289 | 58 |
| MedBioPharmaceutical Technology Inc | 021-69568360 18916172912 | order@med-bio.cn | China | 8141 | 58 |
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