From Wikipedia, the free encyclopedia
ACPD
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Names
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Preferred IUPAC name
1-Aminocyclopentane-1,3-dicarboxylic acid
[1]
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Identifiers
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Abbreviations
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ACPD
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ChEMBL
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ChemSpider
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MeSH
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1-amino-1,3-dicarboxycyclopentane
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RTECS number
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InChI=1S/C7H11NO4/c8-7(6(11)12)2-1-4(3-7)5(9)10/h4H,1-3,8H2,(H,9,10)(H,11,12) NKey: YFYNOWXBIBKGHB-UHFFFAOYSA-N N
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Properties
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C7H11NO4
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Molar mass
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173.168 g·mol−1
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Appearance
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White crystals
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20 g dm−3
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Solubility in
ethanol
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240 mg dm−3
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log P
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-0.709
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Acidity (pKa)
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2.112
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Basicity (pKb)
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11.885
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Isoelectric point
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2.84
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Hazards
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GHS labelling:
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Warning
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H302,
H312,
H315,
H319,
H332,
H335
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P261,
P280,
P305+P351+P338
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
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
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^
"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.
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^ 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.
S2CID
34921347.
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^ 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.
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^ 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.
PMC
6576384.
PMID
8410197.
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AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor | |
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KARTooltip Kainate receptor | |
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NMDARTooltip N-Methyl-D-aspartate receptor | |
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Group I |
mGluR1Tooltip Metabotropic glutamate receptor 1 | |
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mGluR5Tooltip Metabotropic glutamate receptor 5 | |
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Group II |
mGluR2Tooltip Metabotropic glutamate receptor 2 | |
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mGluR3Tooltip Metabotropic glutamate receptor 3 | |
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Group III |
mGluR4Tooltip Metabotropic glutamate receptor 4 | |
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mGluR6Tooltip Metabotropic glutamate receptor 6 | |
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mGluR7Tooltip Metabotropic glutamate receptor 7 | |
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mGluR8Tooltip Metabotropic glutamate receptor 8 | |
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