| Company Name: |
Ascent Scientific |
| Tel: |
4401179829988 |
| Email: |
customerservice@ascentscientific.co.uk |
| Company Name: |
Sigma-Aldrich |
| Tel: |
021-61415566 800-8193336 |
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orderCN@merckgroup.com |
(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID manufacturers
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| | (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: | (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 | | CAS: | 52497-36-6 | | MF: | C10H17NO4 | | MW: | 215.25 | | EINECS: | | | Product Categories: | Glutamate receptor;Glutamate | | Mol File: | 52497-36-6.mol |  |
| | (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 | | InChI | 1S/C10H17NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h5-7,9,11H,3-4H2,1-2H3,(H,12,13)(H,14,15)/t6-,7+,9-/m0/s1 | | InChIKey | JQPDCKOQOOQUSC-OOZYFLPDSA-N | | SMILES | CC(C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O |
| Hazard Codes | Xn | | Risk Statements | 20/21/22 | | Safety Statements | 26-36 | | WGK Germany | 3 | | Storage Class | 11 - Combustible Solids |
| | (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 | | References | [1] J. ARRIZA. Functional comparisons of three glutamate transporter subtypes cloned from human motor cortex[J]. Journal of Neuroscience, 1994, 42 1: 5559-5569. DOI: 10.1523/jneurosci.14-09-05559.1994
[2] J GASULL-CAMóS. Glial GLT-1 blockade in infralimbic cortex as a new strategy to evoke rapid antidepressant-like effects in rats[J]. Translational Psychiatry, 2017, 7 2: e1038-e1038. DOI: 10.1038/tp.2017.7
[3] JúLIA GASULL-CAMóS . Serotonergic mechanisms involved in antidepressant-like responses evoked by GLT-1 blockade in rat infralimbic cortex[J]. Neuropharmacology, 2018, 139: Pages 41-51. DOI: 10.1016/j.neuropharm.2018.06.029
[4] CATHERINE S JOHN. Blockade of Astrocytic Glutamate Uptake in the Prefrontal Cortex Induces Anhedonia[J]. Neuropsychopharmacology, 2012, 37 11: 2467-2475. DOI: 10.1038/npp.2012.105
[5] SHAO-WEN TIAN . Glutamate transporter GLT1 inhibitor dihydrokainic acid impairs novel object recognition memory performance in mice[J]. Physiology & Behavior, 2019, 199: Pages 28-32. DOI: 10.1016/j.physbeh.2018.10.019 |
| | (2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID Preparation Products And Raw materials |
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