ACPD

1-Amino-1,3-dicarboxycyclopentane (ACPD) is a chemical compound that binds to the metabotropic glutamate receptor (mGluR),[2] acting as a mGluR agonist. ACPD is a rigid analogue of the neurotransmitter glutamate and does not activate ionotropic glutamate receptors.[3] However, it has been reported to be an agonist of the glycine site of the NMDA receptor. ACPD can induce convulsions in neonatal rats.[4]

ACPD
Names
Systematic IUPAC name
1-Aminocyclopentane-1,3-dicarboxylic acid[1]
Identifiers
CAS Number
3D model (JSmol)
Abbreviations ACPD
ChEMBL
ChemSpider
MeSH 1-amino-1,3-dicarboxycyclopentane
PubChem CID
RTECS number
  • GY4060000 (1S,3R)
Properties
Chemical formula
C7H11NO4
Molar mass 173.168 g·mol−1
Appearance White crystals
Solubility in water
20 g dm−3
Solubility in ethanol 240 mg dm−3
log P -0.709
Acidity (pKa) 2.112
Basicity (pKb) 11.885
Isoelectric point 2.84
Hazards
GHS pictograms
GHS Signal word Warning
GHS hazard statements
H302, H312, H315, H319, H332, H335
GHS precautionary statements
P261, P280, P305+351+338
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

References

  1. "1-amino-1,3-dicarboxycyclopentane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identification and Related Records. Retrieved 15 October 2011.
  2. Schoepp DD, True RA (September 1992). "1S,3R-ACPD-sensitive (metabotropic) [3H]glutamate receptor binding in membranes". Neurosci. Lett. 145 (1): 100–4. doi:10.1016/0304-3940(92)90213-Q. PMID 1461560.
  3. Manzoni O, Fagni L, Pin JP, Rassendren F, Poulat F, Sladeczek F, Bockaert J (July 1990). "(trans)-1-amino-cyclopentyl-1,3-dicarboxylate stimulates quisqualate phosphoinositide-coupled receptors but not ionotropic glutamate receptors in striatal neurons and Xenopus oocytes". Mol. Pharmacol. 38 (1): 1–6. PMID 2164627.
  4. McDonald JW, Fix AS, Tizzano JP, Schoepp DD (October 1993). "Seizures and brain injury in neonatal rats induced by 1S,3R-ACPD, a metabotropic glutamate receptor agonist". J. Neurosci. 13 (10): 4445–55. doi:10.1523/JNEUROSCI.13-10-04445.1993. PMID 8410197.


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