MNI-caged-D-aspartate

Caged D-aspartate; EAAT substrate CAS# 845555-94-4

MNI-caged-D-aspartate

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MNI-caged-D-aspartate: 5mg $127 In Stock
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Quality Control of MNI-caged-D-aspartate

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Chemical structure

MNI-caged-D-aspartate

3D structure

Chemical Properties of MNI-caged-D-aspartate

Cas No. 845555-94-4 SDF Download SDF
PubChem ID 56972233 Appearance Powder
Formula C13H15N3O6 M.Wt 309.27
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 4-Methoxy-7-nitroindolinyl-caged-<span class="DL">D</span>-aspartate
Solubility Soluble to 5 mM in water and to 10 mM in DMSO
Chemical Name (2R)-2-amino-4-(4-methoxy-7-nitro-2,3-dihydroindol-1-yl)-4-oxobutanoic acid
SMILES COC1=C2CCN(C2=C(C=C1)[N+](=O)[O-])C(=O)CC(C(=O)O)N
Standard InChIKey ATNVWKDWOLQDKH-MRVPVSSYSA-N
Standard InChI InChI=1S/C13H15N3O6/c1-22-10-3-2-9(16(20)21)12-7(10)4-5-15(12)11(17)6-8(14)13(18)19/h2-3,8H,4-6,14H2,1H3,(H,18,19)/t8-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of MNI-caged-D-aspartate

DescriptionD-aspartate caged with the photosensitive 4-methoxy-7-nitroindolinyl group. Photolyzed by UV light with a quantum efficiency of 0.09 at pH 7.4. Agonist at NMDA receptors and EAAT substrate.

MNI-caged-D-aspartate Dilution Calculator

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MNI-caged-D-aspartate Molarity Calculator

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Preparing Stock Solutions of MNI-caged-D-aspartate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2334 mL 16.1671 mL 32.3342 mL 64.6684 mL 80.8355 mL
5 mM 0.6467 mL 3.2334 mL 6.4668 mL 12.9337 mL 16.1671 mL
10 mM 0.3233 mL 1.6167 mL 3.2334 mL 6.4668 mL 8.0836 mL
50 mM 0.0647 mL 0.3233 mL 0.6467 mL 1.2934 mL 1.6167 mL
100 mM 0.0323 mL 0.1617 mL 0.3233 mL 0.6467 mL 0.8084 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on MNI-caged-D-aspartate

Synthesis and characterization of 4-methoxy-7-nitroindolinyl-D-aspartate, a caged compound for selective activation of glutamate transporters and N-methyl-D-aspartate receptors in brain tissue.[Pubmed:15736942]

Biochemistry. 2005 Mar 8;44(9):3316-26.

The D-isomer of aspartate is efficiently transported by high-affinity Na(+)/K(+)-dependent glutamate transporters and is an effective ligand of N-methyl-d-aspartate (NMDA) receptors. To facilitate analysis of the regulation of these proteins in their native membranes, we synthesized a photolabile analogue of D-aspartate, 4-methoxy-7-nitroindolinyl-D-aspartate (MNI-D-aspartate). This compound was photolyzed with a quantum efficiency of 0.09 at pH 7.4. Photorelease of d-aspartate in acute hippocampal slices through brief (1 ms) UV laser illumination of MNI-d-aspartate triggered rapidly activating currents in astrocytes that were inhibited by the glutamate transporter antagonist DL-threo-beta-benzyloxyaspartic acid (TBOA), indicating that they resulted from electrogenic uptake of D-aspartate. These transporter currents exhibited a distinct tail component that was approximately 2% of the peak current, which may result from the release of K(+) into the extracellular space during counter transport. MNI-D-aspartate was neither an agonist nor an antagonist of glutamate transporters at concentrations up to 500 muM and was stable in aqueous solution for several days. Glutamate transporter currents were also elicited in Bergmann glial cells and Purkinje neurons of the cerebellum in response to photolysis of MNI-D-aspartate, indicating that this compound can be used for monitoring the occupancy and regulation of glutamate transporters in different brain regions. Photorelease of D-aspartate did not activate alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA)/kainate receptors or metabotropic glutamate receptors (mGluRs) in neurons, but resulted in the selective, but transient, activation of NMDA receptors in hippocampal pyramidal neurons; MNI-D-aspartate was not an antagonist of NMDA receptors. These results indicate that MNI-D-aspartate also may be useful for studying the regulation of NMDA receptors at excitatory synapses.

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