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Submit ReviewLY 341495
Description: Highly potent and selective group II mGlu antagonist
Chemical Name: (2S)-2-Amino-2-[(1S,2S)-2-carboxycycloprop-1-yl]-3-(xanth-9-yl) propanoic acid
Purity: ≥98% (HPLC)
Biological Activity for LY 341495
LY 341495 is a highly potent and selective group II metabotropic glutamate receptor antagonist (Ki/IC50 values are 2.3, 1.3, 173, 990, 6800, 8200 and 22000 nM for human mGlu2, mGlu3, mGlu8, mGlu7a, mGlu1a, mGlu5a and mGlu4a receptors respectively). Readily brain penetrant and active in vivo.
Disodium salt (Cat. No. 4062) also available.
Licensing Information
Sold with the permission of Eli Lilly and Company
Technical Data for LY 341495
| M. Wt | 353.37 |
| Formula | C20H19NO5 |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 201943-63-7 |
| PubChem ID | 9819927 |
| InChI Key | VLZBRVJVCCNPRJ-KPHUOKFYSA-N |
| Smiles | [H][C@]4([C@@H]([C@](O)=O)C4)[C@](N)(C(O)=O)CC2C3=C(C=CC=C3)OC1=CC=CC=C12 |
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.
Solubility Data for LY 341495
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 1.77 | 5 with gentle warming | |
| 1.2eq. NaOH | 35.34 | 100 |
Preparing Stock Solutions for LY 341495
The following data is based on the product molecular weight 353.37. 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 |
|---|---|---|---|
| 1 mM | 2.83 mL | 14.15 mL | 28.3 mL |
| 5 mM | 0.57 mL | 2.83 mL | 5.66 mL |
| 10 mM | 0.28 mL | 1.41 mL | 2.83 mL |
| 50 mM | 0.06 mL | 0.28 mL | 0.57 mL |
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Product Datasheets for LY 341495
References for LY 341495
References are publications that support the biological activity of the product.
Fitzjohn et al (1998) The potent mGlu receptor antagonist LY341495 identifies roles for both cloned and novel mGlu receptors in hippocampal synaptic plasticity. Neuropharmacology 37 1445 PMID: 9886667
Johnson et al (1999) [3H]-LY341495 as a novel antagonist radioligand for group II metabotropic glutamate receptors: characterization of binding to membranes of mGlu receptor subtype expressing cells. Neuropharmacology 38 1519 PMID: 10530814
Kingston et al (1998) LY341495 is a nanomolar potent and selective antagonist of group II metabotropic glutamate receptors. Neuropharmacology 37 1 PMID: 9680254
Ornstein et al (1998) 2-Substituted (2SR)-2-amino-2-((1SR,2SR)-2-carboxycycloprop-1-yl) glycines as potent and selective antagonists of group II metabotropic glutamate receptors. 2. Effects of aromatic substitution, pharmacological characterization, and bioav J.Med.Chem. 41 358 PMID: 9464367
If you know of a relevant reference for LY 341495, please let us know.
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Keywords: LY 341495, LY 341495 supplier, Group, II/III, antagonists, potent, selective, group, II, mGlur, III, Receptors, mGlu4, mGlu6, mGlu7, mGlu8, mGlu4R, mGlu6R, mGlu7R, mGlu8R, Glutamate, Metabotropic, mGlu2, mGlu3, mGluR2, mGluR3, LY341495, (Metabotropic), 1209, Tocris Bioscience
66 Citations for LY 341495
Citations are publications that use Tocris products. Selected citations for LY 341495 include:
Lassus et al (2018) Glutamatergic and dopaminergic modulation of cortico-striatal circuits probed by dynamic calcium imaging of networks reconstructed in microfluidic chips. Sci Rep 8 17461 PMID: 30498197
Sher and DeVries (2012) A non-canonical pathway for mammalian blue-green color vision. Nat Neurosci 15 952 PMID: 22634728
Lee and Sherman (2012) Intrinsic modulators of auditory thalamocortical transmission. Hear Res 287 43 PMID: 22726616
Fuortes et al (2010) Distinctions between persistent and reversible group I mGluR-induced epileptiform burst prolongation. Epilepsia 51 1633 PMID: 20659148
Buchanan et al (2010) Facilitation of long-term potentiation by muscarinic M(1) receptors is mediated by inhibition of SK channels. Neuron 68 948 PMID: 21145007
Chen et al (2010) The glutamatergic compounds sarcosine and N-acetylcysteine ameliorate prepulse inhibition deficits in metabotropic glutamate 5 receptor knockout mice. Psychopharmacology (Berl) 209 343 PMID: 20217053
Rosa et al (2015) Neuron-glia signaling in developing retina mediated by neurotransmitter spillover. J Neurosci 4 PMID: 26274565
Garthwaite et al (2015) Nitric oxide targets oligodendrocytes and promotes their morphological differentiation. Mol Pain 63 383 PMID: 25327839
Truini et al (2015) N-acetyl-cysteine, a drug that enhances the endogenous activation of group-II metabotropic glutamate receptors, inhibits nociceptive transmission in humans. J Neurosci 11 14 PMID: 25889381
Choi et al (2015) PDE-4 inhibition rescues aberrant synaptic plasticity in Drosophila and mouse models of fragile X syndrome. Psychopharmacology (Berl) 35 396 PMID: 25568131
Carbonaro et al (2015) The role of 5-HT2A, 5-HT 2C and mGlu2 receptors in the behavioral effects of tryptamine hallucinogens N,N-dimethyltryptamine and N,N-diisopropyltryptamine in rats and mice. Front Neural Circuits 232 275 PMID: 24985890
Gee et al (2014) Blocking metabotropic glutamate receptor subtype 7 (mGlu7) via the Venus flytrap domain (VFTD) inhibits amygdala plasticity, stress, and anxiety-related behavior. J Biol Chem 289 10975 PMID: 24596089
Kim et al (2010) Group II metabotropic glutamate receptor stimulation triggers production and release of Alzheimer's amyloid(β)42 from isolated intact nerve terminals. Proc Natl Acad Sci U S A 30 3870 PMID: 20237257
Hellmer et al (2018) A group I metabotropic glutamate receptor controls synaptic gain between rods and rod bipolar cells in the mouse retina. Physiol Rep 6 e13885 PMID: 30338673
Marrocco et al (2012) Anxiety-like behavior of prenatally stressed rats is associated with a selective reduction of glutamate release in the ventral hippocampus. Acta Crystallogr Sect F Struct Biol Cryst Commun 32 17143 PMID: 23197707
Peachey et al (2012) Depolarizing bipolar cell dysfunction due to a Trpm1 point mutation. Brain Res 108 2442 PMID: 22896717
Johnson et al (2011) Activation of group II metabotropic glutamate receptors induces long-term depression of excitatory synaptic transmission in the substantia nigra pars reticulata. Addict Biol 504 102 PMID: 21945652
Pearring et al (2011) A role for nyctalopin, a small leucine-rich repeat protein, in localizing the TRP melastatin 1 channel to retinal depolarizing bipolar cell dendrites. Proc Natl Acad Sci U S A 31 10060 PMID: 21734298
Ster et al (2011) Enhancement of CA3 hippocampal network activity by activation of group II metabotropic glutamate receptors. J Endocrinol 108 9993 PMID: 21628565
Grimes et al (2014) Cross-synaptic synchrony and transmission of signal and noise across the mouse retina. Elife 3 e03892 PMID: 25180102
Miyamoto et al (2014) Overexpression of Shati/Nat8l, an N-acetyltransferase, in the nucleus accumbens attenuates the response to metha. via activation of group II mGluRs in mice. Int J Neuropsychopharmacol 17 1283 PMID: 24559655
Wang et al (2013) Group II metabotropic glutamate receptor agonist LY379268 regulates AMPA receptor trafficking in prefrontal cortical neurons. Neurosci Lett 8 e61787 PMID: 23593498
Taman and Ribeiro (2011) Characterization of a truncated metabotropic glutamate receptor in a primitive metazoan, the parasitic flatworm Schistosoma mansoni. PLoS One 6 e27119 PMID: 22069494
Lu et al (2017) Slow AMPAR Synaptic Transmission Is Determined by Stargazin and Glutamate Transporters. Neuron 96 73 PMID: 28919175
Biou et al (2008) Endocytosis and recycling of AMPA receptors lacking GluR2/3. PLoS One 105 1038 PMID: 18195348
Baker et al (2008) Contribution of cystine-glutamate antiporters to the psychotomimetic effects of phencyclidine. J Neurosci 33 1760 PMID: 17728701
Scholler (2017) HTS-compatible FRET-based conformational sensors clarify membrane receptor activation. Nat Chem Biol 13 372 PMID: 28135236
Scholler (2017) Allosteric nanobodies uncover a role of hippocampal mGlu2 receptor homodimers in contextual fear consolidation. Nat Commun 8 1967 PMID: 29213077
Dunn (2015) Photoreceptor ablation initiates the immediate loss of glutamate receptors in postsynaptic bipolar cells in retina. Elife 35 2423 PMID: 25673837
Mahler et al (2014) Modafinil attenuates reinstatement of cocaine seeking: role for cystine-glutamate exchange and metabotropic glutamate receptors. J Neurosci 19 49 PMID: 23017017
Case et al (2014) VGLUT3 does not synergize GABA/glycine release during functional refinement of an inhibitory auditory circuit. J Neurosci 8 140 PMID: 25505386
Chen et al (2014) Activation of mGluR2/3 underlies the effects of N-acetylcystein on amygdala-associated autism-like phenotypes in a valproate-induced rat model of autism. J Neurophysiol 8 219 PMID: 24987341
Hoshi et al (2013) Properties of the ON bistratified ganglion cell in the rabbit retina. J Comp Neurol 521 1497 PMID: 23047654
Trepanier et al (2013) Group II metabotropic glutamate receptors modify N-MthD.-aspartate receptors via Src kinase. Sci Rep 3 926 PMID: 23378895
Jin et al (2011) Whereas short-term facilitation is presynaptic, intermediate-term facilitation involves both presynaptic and postsynaptic protein kinases and protein synthesis. Learn Mem 18 96 PMID: 21245210
Sekizawa et al (2009) A novel postsynaptic group II metabotropic glutamate receptor role in modulating baroreceptor signal transmission. J Neurosci 29 11807 PMID: 19776267
Muto et al (2009) Site-specific unglycosylation to improve crystallization of the metabotropic glutamate receptor 3 extracellular domain. Proc Natl Acad Sci U S A 65 236 PMID: 19255473
Carlton et al (2009) Group II metabotropic glutamate receptor activation on peripheral nociceptors modulates TRPV1 function. Eur J Neurosci 1248 86 PMID: 19026992
Citri et al (2009) N-MthD.-aspartate receptor- and metabotropic glutamate receptor-dependent long-term depression are differentially regulated by the ubiquitin-proteasome system. Neuropsychopharmacology 30 1443 PMID: 19821836
Haddar et al (2019) Regulatory system of mGluR group II in the nucleus accumbens for methamphetamine-induced DA increase by the medial prefrontal cortex. Neuropsychopharmacol Rep PMID: 31283871
Johnson (2017) Metabotropic glutamate receptor 2 inhibits thalamically-driven glutamate and DA release in the dorsal striatum Neuropharmacology 117 114 PMID: 28159646
Dornier (2017) Glutaminolysis drives membrane trafficking to promote invasiveness of breast cancer cells. Nat Commun 8 2255 PMID: 29269878
Johansson et al (2015) Activation of a temporal memory in purkinje cells by the mGluR7 receptor. Cell Rep. 13 1741 PMID: 26655894
Ren et al (2012) Intrathecal injection of metabotropic glutamate receptor subtype 3 and 5 agonist/antagonist attenuates bone cancer pain by inhibition of spinal astrocyte activation in a mouse model. Anesthesiology 116 122 PMID: 22123524
Cao et al (2016) EXPRESS: Histone hyperacetylation modulates spinal type II metabotropic glutamate receptor alleviating stress-induced visceral hypersensitivity in female rats. Mol Pain 12 PMID: 27385724
Choi et al (2016) Multiple Drug Treatments That Increase cAMP Signaling Restore Long-Term Memory and Aberrant Signaling in Fragile X Syndrome Models. Front Behav Neurosci 10 136 PMID: 27445731
Hulme et al (2012) Calcium-dependent but action potential-independent BCM-like metaplasticity in the hippocampus. J Neurosci 32 6785 PMID: 22593048
Citri et al (2010) Calcium binding to PICK1 is essential for the intracellular retention of AMPA receptors underlying long-term depression. J Neurosci 30 16437 PMID: 21147983
Adedoyin et al (2010) Endogenous N-acetylaspartylglutamate (NAAG) inhibits synaptic plasticity/transmission in the amygdala in a mouse inflammatory pain model. Mol Pain 6 60 PMID: 20860833
Olszewski et al (2008) Phencyclidine and dizocilpine induced behaviors reduced by N-acetylaspartylglutamate peptidase inhibition via metabotropic glutamate receptors. Biol Psychiatry 63 86 PMID: 17597589
Kaushal and Schlichter (2008) Mechanisms of microglia-mediated neurotoxicity in a new model of the stroke penumbra. Glia 28 2221 PMID: 18305255
Russo et al (2008) Dynamic metabotropic control of intrinsic firing in cerebellar unipolar brush cells. J Neurophysiol 100 3351 PMID: 18945818
Sheffler and Conn (2008) Allosteric potentiators of metabotropic glutamate receptor subtype 1a differentially modulate independent signaling pathways in baby hamster kidney cells. Neuropharmacology 55 419 PMID: 18625258
Huang et al (2008) Roles of endocannabinoids in heterosynaptic long-term depression of excitatory synaptic transmission in visual cortex of young mice. J Neurosci 28 7074 PMID: 18614676
Lafourcade et al Molecular components and functions of the endocannabinoid system in mouse prefrontal cortex. PLoS One 2 e709 PMID: 17684555
Wang et al (2004) Block of long-term potentiation by naturally secreted and synthetic amyloid beta-peptide in hippocampal slices is mediated via activation of the kinases c-Jun N-terminal kinase, cyclin-dependent kinase 5, and p38 mitogen-activated protein kinase as well a J Neurosci 24 3370 PMID: 15056716
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. Front Behav Neurosci 100 1322 PMID: 12538871
Moore et al (2003) Adenosine gates synaptic plasticity at hippocampal mossy fiber synapses. Proc Natl Acad Sci U S A 100 14397 PMID: 14608033
Bender et al (2006) Two coincidence detectors for spike timing-dependent plasticity in somatosensory cortex. J Neurosci 26 4166 PMID: 16624937
Proudfoot et al (2006) Analgesia mediated by the TRPM8 cold receptor in chronic neuropathic pain. Curr Biol 16 1591 PMID: 16920620
Galici et al (2006) Biphenyl-indanone A, a positive allosteric modulator of the metabotropic glutamate receptor subtype 2, has antipsychotic- and anxiolytic-like effects in mice. J Pharmacol Exp Ther 318 173 PMID: 16608916
Choi et al (2005) Multiple receptors coupled to phospholipase C gate long-term depression in visual cortex. J Neurosci 25 11433 PMID: 16339037
Duguid et al (2007) Somatodendritic release of glutamate regulates synaptic inhibition in cerebellar Purkinje cells via autocrine mGluR1 activation. J Neurosci 27 12464 PMID: 18003824
Brager and Johnston (2007) Plasticity of intrinsic excitability during long-term depression is mediated through mGluR-dependent changes in I(h) in hippocampal CA1 pyramidal neurons. J Neurosci 27 13926 PMID: 18094230
Woo et al (2007) Neuregulin-1 enhances depolarization-induced GABA release. Neuron 54 599 PMID: 17521572
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