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Merck
CN

G3291

Sigma-Aldrich

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:
239135-34-3
Molecular Weight:
365.34 (anhydrous basis)
MDL number:
MFCD11046003
UNSPSC Code:
12352200
PubChem Substance ID:
24895122
NACRES:
NA.77

Key Documents

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form

powder

color

light yellow

solubility

H2O: >10 mg/mL

storage temp.

−20°C

SMILES string

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

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

InChI key

GHHRKLFCIPHBAQ-MERQFXBCSA-N

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000081849
047M4621V
051M4610V
078K46033
078K46032

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Papageorgoiou, G.
Journal of the American Chemical Society, 121, 6503-6504 (1999)
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Chang S, et al.
Nature chemical biology, 4(4), 256-263 (2008)
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