(1S,3R)-ACPD

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Cat.No. 0284 - (1S,3R)-ACPD | C7H11NO4 | CAS No. 111900-32-4
Description: Group I/group II mGlu agonist
Chemical Name: (1S,3R)-1-Aminocyclopentane-1,3-dicarboxylic acid
Purity: ≥98% (HPLC)
Datasheet
Citations (4)
Literature

Biological Activity

Active isomer of (±)-trans-ACPD (Cat. No. 0187). Agonist at both group I and II mGlu receptors (EC50 values are 5, 15, 42 and 60 μM at mGluR2, mGluR5, mGluR1 and mGluR6 respectively). NPEC-caged-(1S,3R)-ACPD also available (Cat. No. 3331). (±)-trans-ACPD (Cat. No. 0187) and cis-ACPD (Cat. No. 0186) also available.

Technical Data

M. Wt 173.17
Formula C7H11NO4
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 111900-32-4
PubChem ID 104766
InChI Key YFYNOWXBIBKGHB-FBCQKBJTSA-N
Smiles N[C@]1([C@@](O)=O)C[C@]([H])([C@](O)=O)CC1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
1eq. NaOH 17.32 100
water 5.2 30

Preparing Stock Solutions

The following data is based on the product molecular weight 173.17. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.77 mL 28.87 mL 57.75 mL
5 mM 1.15 mL 5.77 mL 11.55 mL
10 mM 0.58 mL 2.89 mL 5.77 mL
50 mM 0.12 mL 0.58 mL 1.15 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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

Mistry and Challis (1996) Differences in agonist and antagonist activities for two indicies of metabotropic glutamate receptor-stimulated phosphoinositide turnover. Br.J.Pharmacol. 117 1735 PMID: 8732284


If you know of a relevant reference for (1S,3R)-ACPD, please let us know.

View Related Products by Product Action

View all Glutamate (Metabotropic) Group I Receptor Agonists

Keywords: (1S,3R)-ACPD, supplier, Group, II, group, I, mGlur, agonists, Receptors, mGlu2, mGlu3, mGluR2, mGluR3, Glutamate, Metabotropic, mGlu1, mGlu5, mGluR1, mGluR5, Glutamate, (Metabotropic), Group, I, Receptors, Glutamate, (Metabotropic), Group, II, Receptors, Glutamate, (Metabotropic), Group, I, Receptors, Tocris Bioscience

4 Citations for (1S,3R)-ACPD

Citations are publications that use Tocris products. Selected citations for (1S,3R)-ACPD include:

Andlauer et al (2014) Drep-2 is a novel synaptic protein important for learning and memory. J Neurosci 3 PMID: 25392983

Yamada et al (2008) Long-range axonal calcium sweep induces axon retraction. Sci Adv 28 4613 PMID: 18448637

Scholler (2017) HTS-compatible FRET-based conformational sensors clarify membrane receptor activation. Nat Chem Biol 13 372 PMID: 28135236

Tang et al (2015) Stimulation-evoked Ca2+ signals in astrocytic processes at hippocampal CA3-CA1 synapses of adult mice are modulated by glutamate and ATP. J Neurosci 35 3016 PMID: 25698739


Do you know of a great paper that uses (1S,3R)-ACPD from Tocris? If so please let us know.

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