A photocleavable derivative of L-glutamate
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

MNI-caged-L-glutamate

Item No. 9004557

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
aS-amino-2,3-dihydro-4-methoxy-7-nitro-d-oxo-1H-indole-1-pentanoic acid
CAS Number
295325-62-1
Synonyms
  • 4-methoxy-7-nitroindolinyl-caged-L-Glutamate
Molecular Formula
C14H17N3O6
Formula Weight
323.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): Sparingly soluble: 1-10 mg/ml
SMILES
COC1=C2C(N(C(CC[C@H](N)C(O)=O)=O)CC2)=C([N+]([O-])=O)C=C1
InChi Code
InChI=1S/C14H17N3O6/c1-23-11-4-3-10(17(21)22)13-8(11)6-7-16(13)12(18)5-2-9(15)14(19)20/h3-4,9H,2,5-7,15H2,1H3,(H,19,20)/t9-/m0/s1
InChi Key
GXIDBZKXGUNITQ-VIFPVBQESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $43

    Add

    5 mg

    $151

    Add

    10 mg

    $237

    Add

    25 mg

    $483

    Add
    Product Description

    MNI-caged-L-glutamate is a photocleavable derivative of the neurotransmitter L-glutamate (L-glutamic acid; Item No. 30377).1 Upon exposure to light, 4-methoxy-7-nitroindole (MNI) is cleaved and L-glutamate is released.2,3 MNI-caged-L-glutamate has been used in the study of neural circuits and synaptic regulation of autophagic vacuole motility in dendrites.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Canepari, M., Nelson, L., Papageorgiou, G., et al. Photochemical and pharmacological evaluation of 7-nitroindolinyl-and 4-methoxy-7-nitroindolinyl-amino acids as novel, fast caged neurotransmitters. J. Neurosci. Methods 112(1), 29-42 (2001).

    2. Boehm, J.C., Smietana, J.M., Sorenson, M.E., et al. 1-Substituted 4-aryl-5-pyridinylimidazoles: A new class of cytokine suppressive drugs with low 5-lipoxygenase and cyclooxygenase inhibitory potency. J. Med. Chem. 39, 3929-3937 (1996).

    3. Papageorgiou, G., and Corrie, J.E.T. Effects of aromatic substituents on the photocleavage of 1-acyl-7-nitroindolines. Tetrahedron 56(41), 8197-8205 (2000).

    4. Nikolenko, V., Poskanzer, K.E., and Yuste, R. Two-photon photostimulation and imaging of neural circuits. Nat. Methods 4(11), 943-950 (2007).

    5. Kulkarni, V.V., Anand, A., J.B., H., et al. Synaptic activity controls autophagic vacuole motility and function in dendrites. J. Cell. Biol. 220(6), e202002084 (2021).