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Merck
CN

149101-M

1-Aminocyclopropanecarboxylic acid

≥98% (TLC), crystalline solid, NMDA agonist, Calbiochem

Synonym(s):

1-Aminocyclopropane-1-carboxylic Acid, ACPC

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About This Item

Empirical Formula (Hill Notation):
C4H7NO2
CAS Number:
Molecular Weight:
101.10
UNSPSC Code:
12352106
NACRES:
NA.77
MDL number:
Assay:
≥98% (TLC)
Form:
crystalline solid
Quality level:
Storage condition:
OK to freeze
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Product Name

1-Aminocyclopropane-1-carboxylic Acid, An agonist for the glycine modulatory site of the N-methyl-D-aspartate (NMDA) receptor complex.

Quality Level

description

RTECS - GZ1110000

assay

≥98% (TLC)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

solubility

water: 40 mg/mL

storage temp.

10-30°C

SMILES string

[N+H3]C1(CC1)C(=O)[O-]

InChI

1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)

InChI key

PAJPWUMXBYXFCZ-UHFFFAOYSA-N

General description

A potent and selective ligand for the glycine modulatory site of the N-methyl-D-aspartate (NMDA) receptor complex. Blocks 3H-glycine binding to rat forebrain membranes (IC50 = 38 nM).
An agonist for the glycine modulatory site of the N-methyl-D-aspartate (NMDA) receptor complex. Mimics the effects of glycine on the NMDA receptor ion channel and blocks 3H-glycine binding to rat forebrain membrane (IC50 = 38 nM). Blocks NMDA-induced release of arachidonic acid (IC50 = 131 µM) in cerebellar granule cells. Reduces NMDA-induced cell death in hippocampal neurons.

Biochem/physiol Actions

Primary Target
Glycine modulatory site of the N-methyl-D-aspartate (NMDA) receptor complex
Target IC50: 38 nM in blocking 3H-glycine binding to rat forebrain membrane; 131 µM in blocking NMDA-induced release of arachidonic acid; 131 µM in cerebellar granule cells

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
May require heating and sonication to achieve complete solubilization.

Other Notes

Viu, E., et al. 1998. J. Pharm. Exp. Ther.285, 527.
Zapata, A., et al. 1996. NeuroReport7, 397.
Kolesnikov, Y.A., et al. 1994. Life Sci. 55, 1393.
Rottmann, W.H., et al. 1991. J. Mol. Biol.222, 937.
Marvizon, J.C., et al. 1989. J. Neurochem.52, 992.
Nadler, V., et al. 1988. Eur. J. Pharmacol.157, 115.
Adams, D.O., and Yang, S.F. 1979. Proc. Natl. Acad. Sci. USA76, 170.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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Related Content

Glutamate is an excitatory neurotransmitter found in the synaptic vesicles of glutamatergic synapses. The post-synaptic neurons in these synapses contain ionotropic and metabotropic glutamate receptors. Glutamate binds to AMPA (α-amino-3-hydroxy-5- methylisoxazole-4-propionic acid) subtype glutamate receptors, leading to sodium influx into the post-synaptic cell and resulting in neuronal excitability and synaptic transmission. The NMDA (N-methyl-d-aspartate) subtype glutamate receptors, on the other hand, regulate synaptic plasticity, and can influence learning and memory. The metabotropic g-protein coupled mGluRs modulate downstream calcium signaling pathways and indirectly influence the synapse’s excitability. The synaptic architecture includes intracellular scaffolding proteins (PSD-95, GRIP), intercellular cell adhesion molecules (NCAMs, N-Cadherins), and a variety of signaling proteins (CaMKII/PKA, PP1/PP2B). Processes critical for synaptic transmission and plasticity are influenced by these molecules and their interactions. When the function of these molecules is disrupted, it leads to synaptic dysfunction and degeneration, and can contribute to dementia as seen in Alzheimer’s disease.





Global Trade Item Number

SKUGTIN
149101-1GM07790788059590
149101-250MG-M04055977207521