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Dihydrokainic acid , CAS No.52497-36-6

Item Number
D275323
Grouped product items
SKUSizeAvailabilityPrice Qty
D275323-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$137.90
D275323-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,242.90
D275323-50mg
50mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$5,589.90

EAAT2 (GLT-1) inhibitor

Basic Description

SynonymsDihydrokainic acid|52497-36-6|Dihydrokainate|(2S,3S,4R)-2-Carboxy-4-isopropyl-3-pyrrolidineacetic acid|MQ4LMC2HN5|(2S,3S,4R)-2-carboxy-4-(1-methylethyl)-3-pyrrolidineacetic acid|CHEMBL279561|CHEBI:43562|(2S,3S,4R)-3-(carboxymethyl)-4-isopropylpyrrolidine-
Biochemical and Physiological MechanismsSelective, non-transportable inhibitor of glutamate transporter EAAT2 (GLT-1) (K i = 23 μM). 130-fold selective over EAAT1 and EAAT3 (K i > 3 mM).
Storage TempStore at 2-8°C,Desiccated
Shipped InWet ice
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Store at +4°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Associated Targets

SLC1A1 Tchem Excitatory amino acid transporter 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLC1A3 Tchem Excitatory amino acid transporter 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLC1A2 Tchem Excitatory amino acid transporter 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIK1 Tclin Glutamate receptor ionotropic, kainate 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA3 Tclin Glutamate receptor 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIK2 Tclin Glutamate receptor ionotropic, kainate 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIK3 Tclin Glutamate receptor ionotropic, kainate 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIN3A Tclin Glutamate receptor ionotropic, NMDA 3A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name (2S,3S,4R)-3-(carboxymethyl)-4-propan-2-ylpyrrolidine-2-carboxylic acid
INCHI 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
InChi Key JQPDCKOQOOQUSC-OOZYFLPDSA-N
Canonical SMILES CC(C)C1CNC(C1CC(=O)O)C(=O)O
Isomeric SMILES CC(C)[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O
PubChem CID 107883
Molecular Weight 215.25

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

SolubilitySoluble in water to 25 mM

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H302:Harmful if swallowed

H312:Harmful in contact with skin

H332:Harmful if inhaled

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P301+P317:IF SWALLOWED: Get medical help.

P317:Get emergency medical help.

Related Documents

References

1. Zimmer ER et al..  (2017)  [18F]FDG PET signal is driven by astroglial glutamate transport..  Nat Neurosci,  20  (3): (393-395).  [PMID:28135241]
2. Naskar K & Stern JE.  (2014)  A functional coupling between extrasynaptic NMDA receptors and A-type K+ channels under astrocyte control regulates hypothalamic neurosecretory neuronal activity..  J Physiol,  592  (Pt 13): (2813-27).  [PMID:24835172]
3. Uwechue NM et al..  (2012)  Activation of glutamate transport evokes rapid glutamine release from perisynaptic astrocytes..  J Physiol,  590  (Pt 10): (2317-31).  [PMID:22411007]
4. Potapenko ES et al..  (2012)  Altered astrocyte glutamate transporter regulation of hypothalamic neurosecretory neurons in heart failure rats..  Am J Physiol Regul Integr Comp Physiol,  303  (3): (R291-300).  [PMID:22696576]
5. Potapenko ES et al..  (2013)  Astrocytes modulate a postsynaptic NMDA-GABAA-receptor crosstalk in hypothalamic neurosecretory neurons..  J Neurosci,  33  (2): (631-40).  [PMID:23303942]
6. Yang Y & Xu-Friedman MA.  (2015)  Different pools of glutamate receptors mediate sensitivity to ambient glutamate in the cochlear nucleus..  J Neurophysiol,  113  (10): (3634-45).  [PMID:25855696]
7. Armbruster M et al..  (2016)  Glutamate Clearance Is Locally Modulated by Presynaptic Neuronal Activity in the Cerebral Cortex..  J Neurosci,  36  (40): (10404-10415).  [PMID:27707974]
8. Budisantoso T et al..  (2012)  Mechanisms underlying signal filtering at a multisynapse contact..  J Neurosci,  32  (7): (2357-76).  [PMID:22396411]
9. Morioka N et al..  (2014)  Primary cultures of rat cortical microglia treated with nicotine increases in the expression of excitatory amino acid transporter 1 (GLAST) via the activation of the a7 nicotinic acetylcholine receptor..  Neuroscience,  258  (374-84).  [PMID:24300109]
10. Huda R et al..  (2013)  pH modulation of glial glutamate transporters regulates synaptic transmission in the nucleus of the solitary tract..  J Neurophysiol,  110  (2): (368-77).  [PMID:23615553]

Solution Calculators