(2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID
Synonym(s):2-Carboxy-4-isopropyl-3-pyrrolidineacetic acid
- CAS NO.:52497-36-6
- Empirical Formula: C10H17NO4
- Molecular Weight: 215.25
- MDL number: MFCD03412037
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-30 15:45:59
What is (2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID?
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.
The Uses of (2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID
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).
What are the applications of Application
Dihydrokainic acid is an EAAT2(GLT1)-selective non-transportable inhibitor of L-glutamate and L-aspartate uptake
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
Properties of (2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID
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 information for (2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID
Computed Descriptors for (2S,3S,4R)-2-CARBOXY-4-ISOPROPYL-3-PYRROLIDINEACETIC ACID
New Products
Tubulysin C Tubulysin I Tubulysin F Tubulysin D (2S,4R)-4-amino-2-methyl-5-phenylpentanoic acid hydrochloride Potassium HMDS (1.0 M in THF) tetrahydro-4-methyl-2H-pyran 3-N-BOC-(S)-AMINO BUTYRONITRILE 4-(Benzyloxy)-3-bromophenylacetic Acid 4-Methylenepiperidine HCl 3-METHYLAZETIDIN-3-OL HYDROCHLORIDE 2,2,6,6-tetramethyl-2H-3,5,6-trihydropyran-4-one (2,3-Dihydro- benzofuran-5-yl)- ethanol 1-tosyl-3-(R)-(-)- hydroxypyrrolidine (+/-)-2, 6-Diamino-4,5,6,7 -tetrahydro Benzothiazole Magnesium Trisilicate Lubiprostone Latanoprostene Bunod 7-Methoxyquinoline-4-carbonitrile 7-Methoxyquinoline-4-carboxylic acid 1H-Imidazole-4-carbonitrile (R)-methyl 2-formamido-3-(tritylthio)propanoate Megestrol Acetate EP Impurity D FUSIDIC ACID EP IMPURITY I / FUSIDIC ACID BP IMPURITY I / FUS 16-EPI-DEACETYL FUSIDIC ACIDRelated products of tetrahydrofuran
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