ACPD

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ACPD
Stereo, skeletal formula of ACPD ((1S,3S)-1-amino,-1,3-dicarboxylic acid)
Names
Systematic IUPAC name
1-Aminocyclopentane-1,3-dicarboxylic acid[1]
Identifiers
  • 39026-63-6 No
  • 56827-69-1 (1R,3S) YesY
  • 111900-32-4 (1S,3R) YesY
3D model (JSmol)
  • Interactive image
Abbreviations ACPD
ChEMBL
  • ChEMBL168278 No
ChemSpider
  • 1270 No
  • 201559 (1R,3R) YesY
  • 66220 (1R,3S) YesY
  • 94574 (1S,3R) YesY
  • 5036967 (1S,3S) No
MeSH 1-amino-1,3-dicarboxycyclopentane
PubChem CID
  • 1310
  • 44381972 (1S)
  • 231345 (1R,3R)
  • 73537 (1R,3S)
  • 104766 (1S,3R)
  • 6604704 (1S,3S)
RTECS number GY4060000 (1S,3R)
Properties
C7H11NO4
Molar mass 173.17 g·mol−1
Appearance White crystals
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 The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word Warning
H302, H312, H315, H319, H332, H335
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).
No verify (what is YesYNo ?)
Infobox references

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.[citation needed] ACPD can induce convulsions in neonatal rats.[4]

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. PMID 8410197. 


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