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Merck
CN

G3291

Glutamate, Caged hydrate

powder

Synonym(s):

(S)-Methyl 1-[5-(4-amino-4-carboxybutanoyl)]-7-nitroindoline-5-acetate hydrate, Caged Glutamate hydrate

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About This Item

Empirical Formula (Hill Notation):
C16H19N3O7 · xH2O
CAS Number:
Molecular Weight:
365.34 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI

1S/C16H19N3O7.H2O/c1-26-14(21)8-9-6-10-4-5-18(15(10)12(7-9)19(24)25)13(20)3-2-11(17)16(22)23;/h6-7,11H,2-5,8,17H2,1H3,(H,22,23);1H2/t11-;/m0./s1

SMILES string

O.COC(=O)Cc1cc2CCN(C(=O)CC[C@H](N)C(O)=O)c2c(c1)[N+]([O-])=O

InChI key

GHHRKLFCIPHBAQ-MERQFXBCSA-N

form

powder

color

light yellow

solubility

H2O: >10 mg/mL

storage temp.

−20°C

Application

Glutamate, Caged hydrate has been used:
  • as a supplement in neurobasal medium for primary culture of mouse cortical neurons
  • as a supplemental glutamate in laboratory-prepared food (LF)
  • as a component of slicing solution used for perfusing the animal in mouse brain-slice experiments

Biochem/physiol Actions

Caged glutamate is a photoactivatable compound. It is active on exposure to ultraviolet light.
Glutamate derivative that is resistant to hydrolysis and biologically inert prior to photolysis.

Legal Information

Sold under license from the Medical Research Council

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Zhang LI, et al.
Journal of Cellular and Molecular Medicine, 23(4), 2995-3009 (2019)
Identification of small molecules rescuing fragile X syndrome phenotypes in Drosophila
Chang S, et al.
Nature chemical biology, 4(4), 256-263 (2008)
Remote switching of cellular activity and cell signaling using light in conjunction with quantum dots
Lugo K, et al.
Biomedical Optics Express, 3(3), 447-454 (2012)

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