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

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Citations (178)

COA / SDS

Stable photoreleaser of L-glutamate

Key Product Details

Chemical Name:	(S)-α-Amino-2,3-dihydro-4-methoxy-7-nitro-δ-oxo-1H-indole-1-pentanoic acid
Purity:	≥99%
Molecular Weight:	323.3 kDa

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Technical Data
Citations / Reviews (1)

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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Technical Data for MNI-caged-L-glutamate

M. Wt	323.3 kDa
Formula	C₁₄H₁₇N₃O₆
Storage	Store at -20°C
Purity	≥99%
CAS Number	295325-62-1

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

Solubility

Soluble Soluble to 50 mM in water

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References for MNI-caged-L-glutamate

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

Fortin D, Tillo S, Yang G, Rah J, Melander J, Bai S, Soler-Cedeno O, Qin M, Zemelman B, Guo C, Mao T, Zhong H Live imaging of endogenous PSD-95 using ENABLED: a conditional strategy to fluorescently label endogenous proteins. J Neurosci, 2014;34(50):16698-712. 2014 PMID: 25505322
Ferrario, Carrie R, Goussakov, Ivan, Stutzmann, Grace E, Wolf, Marina E Withdrawal from cocaine self-administration alters NMDA receptor-mediated Ca2+ entry in nucleus accumbens dendritic spines. PLoS ONE, 2012;7(8):e40898. 2012 PMID: 22870207
Chamberland S, Evstratova A, Toth K Interplay between synchronization of multivesicular release and recruitment of additional release sites support short-term facilitation at hippocampal mossy fiber to CA3 pyramidal cells synapses. J Neurosci, 2014;34(33):11032-47. 2014 PMID: 25122902
Stephany C, Chan L, Parivash S, Dorton H, Piechowicz M, Qiu S, McGee A Plasticity of binocularity and visual acuity are differentially limited by nogo receptor. J Neurosci, 2014;34(35):11631-40. 2014 PMID: 25164659
Palma-Cerda et al. New caged neurotransmitter analogs selective for glutamate receptor sub-types based on methoxynitroindoline and nitrophenylethoxycarbonyl caging groups. Neuropharmacology., 2012;63:624 PMID: 22609535
Canepari et al. Photochemical and pharmacological evaluation of 7-nitroindolinyl- and 4-methoxy-7-nitroindolinyl-amino acids as novel, fast caged neurotransmitters. J.Neurosci.Methods, 2001;112:29 PMID: 11640955
Maier et al. Comparative analysis of inhibitory effects of caged ligands for the NMDA receptor. J.Neurosci.Methods, 2005;142:1 PMID: 15652611
Matsuzaki et al. Dendritic spine geometry is critical for AMPA receptor expression in hippocampal CA1 pyramidal neurons. Nat.Neurosci., 2001;4:1086 PMID: 11687814
Papageorgiou and Corrie Effects of aromatic substitutions on the photocleavage of 1-acyl-7-nitroindolines. Tetrahedron, 2000;56:8197