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G4019

Sigma-Aldrich

γ-D-Glutamylaminomethylphosphonic acid

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About This Item

Empirical Formula (Hill Notation):
C6H13N2O6P
CAS Number:
Molecular Weight:
240.15
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

storage temp.

−20°C

SMILES string

NC(CCC(=O)NCP(O)(O)=O)C(O)=O

InChI

1S/C6H13N2O6P/c7-4(6(10)11)1-2-5(9)8-3-15(12,13)14/h4H,1-3,7H2,(H,8,9)(H,10,11)(H2,12,13,14)

InChI key

GWOPGJQZELPHHS-UHFFFAOYSA-N

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Biochem/physiol Actions

NMDA glutamatergic receptor antagonist.

Storage Class Code

11 - 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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A W Jones et al.
Neuroscience letters, 45(2), 157-161 (1984-03-23)
Two new phosphonate dipeptides, gamma-D- glutamylaminomethylphosphonate (Glu-Amp) and beta-D- aspartylaminomethylphosphonate (Asp-Amp), that are antagonists of excitation due to N-methyl-D-aspartate have been compared with omega-phosphonic-alpha-carboxylic amino acids as anticonvulsant agents in mice with sound-induced seizures. Compounds were injected intracerebroventricularly (i.c.v.) or
J Davies et al.
Neuroscience letters, 52(1-2), 79-84 (1984-11-23)
Two novel dipeptides, beta-D-aspartylaminomethylphosphonate (Asp-AMP) and gamma-D-glutamylaminomethylphosphonate (Glu-AMP) are potent and selective N-methyl-D-aspartate receptor antagonists and specifically depress polysynaptic excitation in the cat, rat and frog spinal cords. In the same tissues, 1-(p-chlorobenzoyl)-piperazine-2,3-dicarboxylic acid (pCB-PzDA) and some related piperazines, are
Davies, J., et al.
Comparative Biochemistry and Physiology, 72, 211-211 (1982)

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