Cat. No. 1490
Alternative Names: 4-Methoxy-7-nitroindolinyl-caged-L-glutamate, MNI glutamate
Chemical Name: (S)-α-Amino-2,3-dihydro-4-methoxy-7-
Biological ActivityMNI-caged glutamate that rapidly and efficiently releases glutamate (Cat. No. 0218) when photolysed (300 - 380 nm excitation). Water-soluble, highly resistant to hydrolysis, stable at neutral pH, and pharmacologically inactive at neuronal glutamate receptors (up to mM concentrations). 2.5-fold more efficient at releasing L-glutamate than NI-caged L-glutamate.
Licensing InformationSold under license from the Medical Research Council
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Certificate of Analysis / Safety Data Sheet
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.
Maier et al (2005) Comparative analysis of inhibitory effects of caged ligands for the NMDA receptor. J.Neurosci.Methods 142 1. PMID: 15652611.
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.
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.
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Citations are publications that use Tocris products. Selected citations for MNI-caged-L-glutamate include:
Zhang et al (2016) Stereotyped initiation of retinal waves by bipolar cells via presynaptic NMDA autoreceptors. Nat.Commun. 7 12650. PMID: 27586999.
Goddard et al (2014) Spatially reciprocal inhibition of inhibition within a stimulus selection network in the avian midbrain. PLoS One 9 e85865. PMID: 24465755.
Ikrar et al (2014) Adult neurogenesis modifies excitability of the dentate gyrus. Front Neural Circuits 7 204. PMID: 24421758.
Kamijo et al (2014) Input integration around the dendritic branches in hippocampal dentate granule cells. Cogn Neurodyn 8 267. PMID: 25009669.
Abbas et al (2013) Directional summation in non-direction selective retinal ganglion cells. PLoS Comput Biol 9 e1002969. PMID: 23516351.
Go et al (2013) Four-dimensional multi-site photolysis of caged neurotransmitters. Front Cell Neurosci 7 231. PMID: 24348330.
Li et al (2013) Molecular layer perforant path-associated cells contribute to feed-forward inhibition in the adult dentate gyrus. Proc Natl Acad Sci U S A 110 9106. PMID: 23671081.
Turesson et al (2013) Intrinsic connections in the anterior part of the bed nucleus of the stria terminalis. J Neurophysiol 109 2438. PMID: 23446692.
Callender et al (2012) Mechanism of inhibition of the glutamate transporter EAAC1 by the conformationally constrained glutamate analogue (+)-HIP-B. Biochemistry 51 5486. PMID: 22703277.
Ferrario et al (2012) Withdrawal from cocaine self-administration alters NMDA receptor-mediated Ca2+ entry in nucleus accumbens dendritic spines. PLoS One 7 e40898. PMID: 22870207.
Zhang et al (2012) Increased excitatory synaptic input to granule cells from hilar and CA3 regions in a rat model of temporal lobe epilepsy. J Neurosci 32 1183. PMID: 22279204.
Davison and Ehlers (2011) Neural circuit mechanisms for pattern detection and feature combination in olfactory cortex. Neuron 70 82. PMID: 21482358.
Doretto et al (2011) Oligodendrocytes as regulators of neuronal networks during early postnatal development. PLoS One 6 e19849. PMID: 21589880.
Vandenberg et al (2011) Water and urea permeation pathways of the human excitatory amino acid transporter EAAT1. Biochem J 439 333. PMID: 21732909.
Hammond et al (2010) Discovery of a Novel Chemical Class of mGlu(5) Allosteric Ligands with Distinct Modes of Pharmacology. ACS Chem Neurosci 1 702. PMID: 20981342.
Tao et al (2010) Mechanism of cation binding to the glutamate transporter EAAC1 probed with mutation of the conserved amino acid residue Thr101. J Biol Chem 285 17725. PMID: 20378543.
Xu et al (2010) High precision and fast functional mapping of cortical circuitry through a novel combination of voltage sensitive dye imaging and laser scanning photostimulation. J Neurophysiol 103 2301. PMID: 20130040.
Brill and Huguenard (2009) Robust short-latency perisomatic inhibition onto neocortical pyramidal cells detected by laser-scanning photostimulation. J Neurosci 29 7413. PMID: 19515909.
Holbro et al (2009) Differential distribution of endoplasmic reticulum controls metabotropic signaling and plasticity at hippocampal synapses. Proc Natl Acad Sci U S A 106 15055. PMID: 19706463.
Nikolenko et al (2009) SLM Microscopy: Scanless Two-Photon Imaging and Photostimulation with Spatial Light Modulators. Front Neural Circuits 2 5. PMID: 19129923.
Shankar et al (2007) Natural oligomers of the Alzheimer amyloid-beta protein induce reversible synapse loss by modulating an NMDA-type glutamate receptor-dependent signaling pathway. J Neurosci 27 2866. PMID: 17360908.
Araya et al (2006) Dendritic spines linearize the summation of excitatory potentials. Proc Natl Acad Sci U S A 103 18799. PMID: 17132736.
El-Kouhen et al (2006) Blockade of mGluR1 receptor results in analgesia and disruption of motor and cognitive performances: effects of A-841720, a novel non-competitive mGluR1 receptor antagonist. Br J Pharmacol 149 761. PMID: 17016515.
Tao et al (2006) Neutralization of the aspartic acid residue Asp-367, but not Asp-454, inhibits binding of Na+ to the glutamate-free form and cycling of the glutamate transporter EAAC1. J Biol Chem 281 10263. PMID: 16478724.
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Keywords: MNI-caged-L-glutamate, supplier, Stable, photoreleaser, L-glutamate, Caged, Compounds, Glutamate, mGlur, Receptors, Metabotropic, Non-Selective, iGlur, Ionotropic, agonists, MNI, glutamate, MNI-Glutamate, Tocris Bioscience, Miscellaneous Glutamate products
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