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Submit Review(±)-trans-ACPD is an equimolecular mixture of (1S,3R)- and (1R,3S)-ACPD. Selective agonist for metabotropic glutamate receptors; active at both group I and group II mGlu receptors (EC50 values are 2, 15, 23 and ~800 μM at mGluR2, mGluR1, mGluR5 and mGluR4 respectively).
(1S,3R)-ACPD and cis-ACPD also available.
M. Wt | 173.17 |
Formula | C7H11NO4 |
Storage | Store at RT |
Purity | ≥99% (HPLC) |
CAS Number | 67684-64-4 |
PubChem ID | 23789032 |
InChI Key | DXLSPTHQGVGVTN-NAAZMWONSA-N |
Smiles | [H][C@@]1(CC[C@@](N)(C1)C(O)=O)C(O)=O.[H][C@]1(CC[C@](N)(C1)C(O)=O)C(O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
water | 5 with gentle warming | ||
1eq. NaOH | 8.66 | 50 |
The following data is based on the product molecular weight 173.17. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
0.5 mM | 11.55 mL | 57.75 mL | 115.49 mL |
2.5 mM | 2.31 mL | 11.55 mL | 23.1 mL |
5 mM | 1.15 mL | 5.77 mL | 11.55 mL |
25 mM | 0.23 mL | 1.15 mL | 2.31 mL |
References are publications that support the biological activity of the product.
Conti et al (2002) Synthesis and pharmacology of 3-hydroxy-Δ2-isoxazoline-cyclopentance analogues of glutamic acid Farmaco 57 889 PMID: 12484537
Knopfel et al (1995) Metabotropic glutamate receptors: novel targets for drug development. J.Med.Chem. 38 1417 PMID: 7738999
Nakanishi (1992) Molecular diversity of glutamate receptors and implications for brain functions. Science 258 597 PMID: 1329206
Pin and Duvoisin (1995) The metabotropic glutamate receptors: structure and functions. Neuropharmacology 34 1 PMID: 7623957
If you know of a relevant reference for (±)-trans-ACPD, please let us know.
Keywords: trans-ACPD, trans-ACPD supplier, Group, II, group, I, mGlur, agonists, Receptors, mGlu2, mGlu3, mGluR2, mGluR3, Glutamate, Metabotropic, mGlu1, mGlu5, mGluR1, mGluR5, tacpd, trans-acpd, (Metabotropic), 0187, Tocris Bioscience
Citations are publications that use Tocris products. Selected citations for (±)-trans-ACPD include:
Coulon et al (2011) Activity Modes in Thalamocortical Relay Neurons are Modulated by G(q)/G(11) Family G-proteins - Serotonergic and Glutamatergic Signaling. Front Cell Neurosci 4 132 PMID: 21267426
Rojas et al (2013) Activation of group I metabotropic glutamate receptors potentiates heteromeric kainate receptors. Mol Pharmacol 83 106 PMID: 23066089
Fujino and Oertel (2003) Bidirectional synaptic plasticity in the cerebellum-like mammalian dorsal cochlear nucleus. Proc Natl Acad Sci U S A 100 265 PMID: 12486245
Nishi et al (2003) Metabotropic mGlu5 receptors regulate adenosine A2A receptor signaling. Proc Natl Acad Sci U S A 100 1322 PMID: 12538871
Newman (2005) Calcium increases in retinal glial cells evoked by light-induced neuronal activity. J Neurosci 25 5502 PMID: 15944378
Ying and Goldstein (2005) PropF. suppresses synaptic responsiveness of somatosensory relay neurons to excitatory input by potentiating GABA(A) receptor chloride channels. Mol Pain 1 2 PMID: 15813991
Young and Sun (2007) Long-term modifications in the strength of excitatory associative inputs in the piriform cortex. Chem Senses 32 783 PMID: 17634388
Do you know of a great paper that uses (±)-trans-ACPD from Tocris? Please let us know.
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trans-ACPD is mGluR agonist (Group I and II). We used at 100 microM in rat brain slices. It increases intracellular Ca2+ in astrocytes.
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