MNI-caged-L-glutamate

Name: MNI-caged-L-glutamate
Brand: Tocris Bioscience
SKU: 1490
Rating: 5 (1 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 1490

Citations (178)

COA / SDS

Stable photoreleaser of L-glutamate

Key Product Details

Description:	Stable photoreleaser of L-glutamate
Alternative Names:	4-Methoxy-7-nitroindolinyl-caged-L-glutamate,MNI glutamate
Chemical Name:	(S)-α-Amino-2,3-dihydro-4-methoxy-7-nitro-δ-oxo-1H-indole-1-pentanoic acid
Purity:	≥99% (HPLC)
Molecular Weight:	323.3

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Technical Data
Citations

Biological Activity for MNI-caged-L-glutamate

MNI-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.

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Licensing Information

Sold under license from the Medical Research Council

Technical Data for MNI-caged-L-glutamate

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.

Solubility for MNI-caged-L-glutamate

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	water	16.16	50

Preparing Stock Solutions for MNI-caged-L-glutamate

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.

Select a batch to recalculate based on the batch molecular weight:

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

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References for MNI-caged-L-glutamate

References are publications that support the biological activity of the product.

Ellis-Davies Two-Photon Uncaging of Glutamate Front Synaptic Neurosci. 2019 PMID: 30687075
Palma-Cerda New caged neurotransmitter analogs selective for glutamate receptor sub-types based on methoxynitroindoline and nitrophenylethoxycarbonyl caging groups. Neuropharmacology. 2012 PMID: 22609535
Papageorgiou and Corrie Effects of aromatic substitutions on the photocleavage of 1-acyl-7-nitroindolines. Tetrahedron
Matsuzaki Dendritic spine geometry is critical for AMPA receptor expression in hippocampal CA1 pyramidal neurons. Nat.Neurosci. 2001 PMID: 11687814
Maier Comparative analysis of inhibitory effects of caged ligands for the NMDA receptor. J.Neurosci.Methods 2005 PMID: 15652611
Canepari Photochemical and pharmacological evaluation of 7-nitroindolinyl- and 4-methoxy-7-nitroindolinyl-amino acids as novel, fast caged neurotransmitters. J.Neurosci.Methods 2001 PMID: 11640955