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Submit ReviewMNI-caged-L-glutamate is a form of glutamate linked to a photo-protecting group, 4-methoxy-7-nitroindolinyl (MNI); it rapidly and efficiently releases L-glutamate (Cat. No. 0218) by photolysis (300 - 380 nm excitation) with a quantum yield in the 0.065-0.085 range. It is also suitable for use with two-photon uncaging microscopy (cross-section of 0.06 GM at 730 nm). MNI-caged-L-glutamate is optically compatible with other chromophores used for fluorescence imaging, such as GFP, YFP and most Ca2+ dyes. MNI-caged-L-glutamate is 2.5-fold more efficient at releasing L-glutamate than NI-caged L-glutamate. MNI-caged-L-glutamate is water-soluble, stable at neutral pH, highly resistant to hydrolysis and pharmacologically inactive at neuronal glutamate receptors and transporters (up to mM concentrations). MNI-caged-L-glutamate can be used for in situ studies of fast synaptic glutamate receptors.
View more information regarding MNI-caged-L-glutamate.
Sold under license from the Medical Research Council
M. Wt | 323.3 |
Formula | C14H17N3O6 |
Storage | Store at -20°C |
Purity | ≥99% (HPLC) |
CAS Number | 295325-62-1 |
PubChem ID | 6604871 |
InChI Key | GXIDBZKXGUNITQ-VIFPVBQESA-N |
Smiles | O=C(CC[C@H](N)C(O)=O)N2C1=C([N+]([O-])=O)C=CC(OC)=C1CC2 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
water | 16.16 | 50 |
The following data is based on the product molecular weight 323.3. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
0.5 mM | 6.19 mL | 30.93 mL | 61.86 mL |
2.5 mM | 1.24 mL | 6.19 mL | 12.37 mL |
5 mM | 0.62 mL | 3.09 mL | 6.19 mL |
25 mM | 0.12 mL | 0.62 mL | 1.24 mL |
References are publications that support the biological activity of the product.
Canepari et al (2001) Photochemical and pharmacological evaluation of 7-nitroindolinyl- and 4-methoxy-7-nitroindolinyl-amino acids as novel, fast caged neurotransmitters. J.Neurosci.Methods 112 29 PMID: 11640955
Maier et al (2005) Comparative analysis of inhibitory effects of caged ligands for the NMDA receptor. J.Neurosci.Methods 142 1 PMID: 15652611
Matsuzaki et al (2001) Dendritic spine geometry is critical for AMPA receptor expression in hippocampal CA1 pyramidal neurons. Nat.Neurosci. 4 1086 PMID: 11687814
Papageorgiou and Corrie (2000) Effects of aromatic substitutions on the photocleavage of 1-acyl-7-nitroindolines. Tetrahedron 56 8197
Palma-Cerda et al (2012) New caged neurotransmitter analogs selective for glutamate receptor sub-types based on methoxynitroindoline and nitrophenylethoxycarbonyl caging groups. Neuropharmacology. 63 624 PMID: 22609535
Ellis-Davies (2019) Two-Photon Uncaging of Glutamate Front Synaptic Neurosci. 10 48 PMID: 30687075
If you know of a relevant reference for MNI-caged-L-glutamate, please let us know.
Keywords: MNI-caged-L-glutamate, MNI-caged-L-glutamate supplier, Stable, photoreleaser, L-glutamate, Caged, Compounds, Glutamate, mGlur, Receptors, Metabotropic, Non-Selective, iGlur, Ionotropic, agonists, MNI, glutamate, MNI-Glutamate, 4-Methoxy-7-nitroindolinyl-caged-L-glutamate, Miscellaneous, Non-selective, mGlu, 1490, Tocris Bioscience
Citations are publications that use Tocris products. Selected citations for MNI-caged-L-glutamate include:
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Oberlander (2016) 17β-OEAcutely Potentiates Glutamatergic Synaptic Transmission in the Hippocampus through Distinct Mechanisms in Males and Females. J Neurosci 36 2677 PMID: 26937008
Apostolides and Trussell (2013) Rapid, activity-independent turnover of vesicular transmitter content at a mixed glycine/GABA synapse. J Neurosci 33 4768 PMID: 23486948
Tazerart et al (2019) Spike-timing-dependent plasticity rule for single, clustered and distributed dendritic spines. Nat Commun 11 4276 PMID: 32848151
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Nygaard et al (2015) Melanoma brain colonization involves the emergence of a brain-adaptive phenotype. J Neurosci 1 82 PMID: 25593989
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Hangen et al (2018) Neuronal Activity and Intracellular Calcium Levels Regulate Intracellular Transport of Newly Synthesized AMPAR. Cell Rep 24 1001 PMID: 30044968
Lu et al (2017) Slow AMPAR Synaptic Transmission Is Determined by Stargazin and Glutamate Transporters. Neuron 96 73 PMID: 28919175
Chang et al (2017) CaMKII Autophosphorylation Is Necessary for Optimal Integration of Ca2+ Signals during LTP Induction, but Not Maintenance. Neuron 94 800 PMID: 28521133
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Athilingam et al (2017) Serotonin enhances excitability and gamma frequency temporal integration in mouse prefrontal fast-spiking interneurons. Elife 6 PMID: 29206101
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