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D1064

Sigma-Aldrich

Dihydrokainic acid

≥98% (HPLC), powder

Sinónimos:

2-Carboxy-4-isopropyl-3-pyrrolidineacetic acid

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About This Item

Fórmula empírica (notación de Hill):
C10H17NO4
Número de CAS:
52497-36-6
Peso molecular:
215.25
Número MDL:
MFCD03412037
Código UNSPSC:
12352106
ID de la sustancia en PubChem:
24277981
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

solubilidad

H2O: >10 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

CC(C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O

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

Clave InChI

JQPDCKOQOOQUSC-OOZYFLPDSA-N

Información sobre el gen

human ... SLC1A1(6505) , SLC1A2(6506) , SLC1A3(6507)
rat ... Slc1a2(29482) , Slc1a3(29483)

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Aplicación

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).

Acciones bioquímicas o fisiológicas

Dihydrokainic acid is a selective GLT-1 glutamate transporter inhibitor; weak inhibitor of AMPA/kainate glutamic acid receptors at high concentrations.
Dihydrokainic acid is a selective inhibitor of the GLT-1 glutamate transporter. At higher concentrations, dihydrokainate is a weak inhibitor of AMPA/kainate glutamic acid receptors.
Dihydrokainic favors neuronal cell death. It modulates anxiety and depression behaviors.

Características y beneficios

This compound is featured on the Excitatory Amino Acid Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000382368
0000382367
0000374645
0000382368
0000382367

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Visite la Librería de documentos

Anita J Bechtholt-Gompf et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 35(10), 2049-2059 (2010-06-10)
Mood disorders are associated with regional brain abnormalities, including reductions in glial cell and neuron number, glutamatergic irregularities, and differential patterns of brain activation. Because astrocytes are modulators of neuronal activity and are important in trafficking the excitatory neurotransmitter glutamate
Scott M Rawls et al.
Drug and alcohol dependence, 107(2-3), 261-263 (2009-12-17)
Glutamate transporter subtype 1 (GLT-1) activation is a promising - and understudied - approach for managing aspects of morphine tolerance caused by increased glutamatergic transmission. Identification of beta-lactam antibiotics as pharmaceuticals which activate GLT-1 transporters prompted us to hypothesize that
Rescue of glutamate transport in the lateral habenula alleviates depression-and anxiety-like behaviors in ethanol-withdrawn rats
Kang S, et al.
Neuropharmacology, 129(11), 47-56 (2018)
Catherine S John et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 37(11), 2467-2475 (2012-06-29)
Major depression is associated with both dysregulated glutamatergic neurotransmission and fewer astrocytes in limbic areas including the prefrontal cortex (PFC). These deficits may be functionally related. Notably, astrocytes regulate glutamate levels by removing glutamate from the synapse via the glutamate
Azar Omrani et al.
The Journal of physiology, 587(Pt 19), 4575-4588 (2009-08-05)
Glutamate transporters are responsible for clearing synaptically released glutamate from the extracellular space. By this action, they maintain low levels of ambient glutamate, thus preventing excitotoxic damage, and contribute to shaping synaptic currents. We show that up-regulation of the glutamate
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