MDNI-caged-L-glutamate

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Cat.No. 5785 - MDNI-caged-L-glutamate | C14H16N4O8 | CAS No. 864085-92-7
Description: Stable photoreleaser of L-glutamate
Alternative Names: caged MDNI glutamate, DNI glutamate, DNI-GLU
Chemical Name: (S)-α-Amino-2,3-dihydro-4-methoxy-5,7-dinitro-δ-oxo-1H-indole-1-pentanoic acid
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Rapidly and efficiently releases glutamate (Cat. No. 0218) when photolysed (350 - 365 nm excitation). Water soluble and stable at neutral pH, and pharmacologically inactive at neuronal glutamate receptors (up to 200 μM). 5.5 times more photosensitive than MNI-caged L-glutamate (Cat. No. 1490). Laser activation of MDNI-glu evokes a rapid increase in intracellular Ca2+ concentration in astrocytes.

Technical Data

M. Wt 368.3
Formula C14H16N4O8
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 864085-92-7
PubChem ID 124221751
InChI Key SYNWQVVPBORTQE-QMMMGPOBSA-N
Smiles O=C(CC[C@H](N)C(O)=O)N1C2=C([N+]([O-])=O)C=C([N+]([O-])=O)C(OC)=C2CC1

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.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 18.41 50
water 3.68 10mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 368.3. Batch specific molecular weights may vary from batch to batch due to solvent 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
1 mM 2.72 mL 13.58 mL 27.15 mL
5 mM 0.54 mL 2.72 mL 5.43 mL
10 mM 0.27 mL 1.36 mL 2.72 mL
50 mM 0.05 mL 0.27 mL 0.54 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Fedoryak et al (2005) Synthesis of a caged glutamate for efficient one- and two-photon photorelease on living cells. Chem. Commun. (Camb.) 7 3664 PMID: 16027904

Papageorgiou et al (2005) Synthetic and photochemical studies of substituted 1-acyl-7-nitroindolines. Photochem.Photobiol.Sci. 4 887 PMID: 6252044

Popovic et al (2015) Electrical behaviour of dendritic spines as revealed by voltage imaging. Nat.Commun. 6 8436 PMID: 26436431


If you know of a relevant reference for MDNI-caged-L-glutamate, please let us know.

Keywords: Stable photoreleaser L-glutamate Caged Compounds Glutamate mGlur Receptors Metabotropic Non-Selective iGlur Ionotropic agonists MNI glutamate MNI-Glutamate caged MDNI glutamate DNI glutamate DNI-GLU Miscellaneous Glutamate

Citations for MDNI-caged-L-glutamate

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