MNI-caged-L-glutamate, Tocris Bioscience™

Description

Stable photoreleaser of 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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Specifications

Chemical Identifiers

• CAS: 295325-62-1
• Molecular Formula: C14H17N3O6
• Molecular Weight (g/mol): 323.305
• InChI Key: GXIDBZKXGUNITQ-VIFPVBQESA-N
• Synonym: mni-caged-l-glutamate, 4-methoxy-7-nitroindolinyl-l-glutamate, 2s-2-amino-5-4-methoxy-7-nitro-2,3-dihydroindol-1-yl-5-oxopentanoic acid, mni glutamate, tocris-1490, 4-methoxy-7-nitroindolinyl-caged-l-glutamate, s-2-amino-5-4-methoxy-7-nitroindolin-1-yl-5-oxopentanoic acid, 2s-2-amino-5-4-methoxy-7-nitro-2,3-dihydro-1h-indole-1-yl-5-oxopentanoic acid, s-?-amino-2,3-dihydro-4-methoxy-7-nitro-?-oxo-1h-indole-1-pentanoic acid, s-, a-amino-2,3-dihydro-4-methoxy-7-nitro-d-oxo-1h-indole-1-pentanoic acid
• PubChem CID: 6604871
• IUPAC Name: (2S)-2-amino-5-(4-methoxy-7-nitro-2,3-dihydroindol-1-yl)-5-oxopentanoic acid
• SMILES: COC1=C2CCN(C2=C(C=C1)[N+](=O)[O-])C(=O)CCC(C(=O)O)N

• Quantity: 10 mg
• Formula Weight: 323.3
• Percent Purity: >98%
• Chemical Name or Material: MNI-caged-L-glutamate