L-AP4: Difference between revisions
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Updating {{drugbox}} (changes to watched fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID|Chem/Drugbox va |
Changed Category:Amino acids to Category:Alpha-Amino acids |
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{{Short description|Chemical compound}} |
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{{Drugbox |
{{Drugbox |
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| Verifiedfields = changed |
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| Watchedfields = changed |
| Watchedfields = changed |
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| verifiedrevid = |
| verifiedrevid = 451227757 |
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| IUPAC_name = ( |
| IUPAC_name = (2''S'')-2-Amino-4-phosphonobutanoic acid |
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| image = L- |
| image = L-2-amino-4-phosphonobutyric acid L-AP4.svg |
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| width = 200 |
| width = 200 |
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| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
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| legal_status = |
| legal_status = |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| metabolism = |
| metabolism = |
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| elimination_half-life = |
| elimination_half-life = |
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| excretion = |
| excretion = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|CAS}} |
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| CAS_number = 23052-81-5 |
| CAS_number = 23052-81-5 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = C8M58SS68H |
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| ATC_prefix = |
| ATC_prefix = |
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| ATC_suffix = |
| ATC_suffix = |
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| PubChem = 179394 |
| PubChem = 179394 |
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| IUPHAR_ligand = |
| IUPHAR_ligand = 1410 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = |
| DrugBank = |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 156157 |
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| synonyms = <small>L</small>-2-Amino-4-phosphonobutyric acid |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=4 | H=10 | N=1 | O=5 | P=1 |
| C=4 | H=10 | N=1 | O=5 | P=1 |
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⚫ | |||
| molecular_weight = 183.099 g/mol |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C4H10NO5P/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = DDOQBQRIEWHWBT-VKHMYHEASA-N |
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}} |
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'''L-AP4''' is a drug used in scientific research, which acts as a group-selective [[agonist]] for the group III [[metabotropic glutamate receptor]]s ([[Metabotropic glutamate receptor 4|mGluR<sub>4</sub>]]<sub>/</sub>[[Metabotropic glutamate receptor 6|<sub>6</sub>]]<sub>/</sub>[[Metabotropic glutamate receptor 7|<sub>7</sub>]]<sub>/</sub>[[Metabotropic glutamate receptor 8|<sub>8</sub>]]). It was the first ligand found to act as an agonist selective for this group of mGlu receptors,<ref>{{cite journal | |
'''L-AP4''' ('''<small>L</small>-2-amino-4-phosphonobutyric acid''') is a drug used in scientific research, which acts as a group-selective [[agonist]] for the group III [[metabotropic glutamate receptor]]s ([[Metabotropic glutamate receptor 4|mGluR<sub>4</sub>]]<sub>/</sub>[[Metabotropic glutamate receptor 6|<sub>6</sub>]]<sub>/</sub>[[Metabotropic glutamate receptor 7|<sub>7</sub>]]<sub>/</sub>[[Metabotropic glutamate receptor 8|<sub>8</sub>]]). It was the first ligand found to act as an agonist selective for this group of mGlu receptors,<ref>{{cite journal | vauthors = Thomsen C | title = The L-AP4 receptor | journal = General Pharmacology | volume = 29 | issue = 2 | pages = 151–8 | date = August 1997 | pmid = 9251893 | doi = 10.1016/S0306-3623(96)00417-X }}</ref> but does not show selectivity between the different mGluR Group III subtypes. It is widely used in the study of this receptor family and their various functions.<ref>{{cite journal | vauthors = Lopez S, Turle-Lorenzo N, Acher F, De Leonibus E, Mele A, Amalric M | title = Targeting group III metabotropic glutamate receptors produces complex behavioral effects in rodent models of Parkinson's disease | journal = The Journal of Neuroscience | volume = 27 | issue = 25 | pages = 6701–11 | date = June 2007 | pmid = 17581957 | pmc = 6672706 | doi = 10.1523/JNEUROSCI.0299-07.2007 | url = https://hal.archives-ouvertes.fr/hal-00165896/document }}</ref><ref>{{cite journal | vauthors = Macinnes N, Duty S | title = Group III metabotropic glutamate receptors act as hetero-receptors modulating evoked GABA release in the globus pallidus in vivo | journal = European Journal of Pharmacology | volume = 580 | issue = 1–2 | pages = 95–9 | date = February 2008 | pmid = 18035348 | doi = 10.1016/j.ejphar.2007.10.030 }}</ref><ref>{{cite journal | vauthors = Zhang HM, Chen SR, Pan HL | title = Effects of activation of group III metabotropic glutamate receptors on spinal synaptic transmission in a rat model of neuropathic pain | journal = Neuroscience | volume = 158 | issue = 2 | pages = 875–84 | date = January 2009 | pmid = 19017536 | pmc = 2649787 | doi = 10.1016/j.neuroscience.2008.10.042 }}</ref><ref>{{cite journal | vauthors = Maciejak P, Szyndler J, Turzyńska D, Sobolewska A, Taracha E, Skórzewska A, Lehner M, Bidziński A, Hamed A, Wisłowska-Stanek A, Płaźnik A | display-authors = 6 | title = The effects of group III mGluR ligands on pentylenetetrazol-induced kindling of seizures and hippocampal amino acids concentration | journal = Brain Research | volume = 1282 | pages = 20–7 | date = July 2009 | pmid = 19481536 | doi = 10.1016/j.brainres.2009.05.049 | s2cid = 20844494 }}</ref> |
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== References == |
== References == |
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{{ |
{{Reflist|2}} |
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{{Metabotropic glutamate receptor modulators}} |
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{{Glutamate_receptor_ligands}} |
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[[Category:Amino acids]] |
[[Category:Alpha-Amino acids]] |
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[[Category:Phosphonic acids]] |
[[Category:Phosphonic acids]] |
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[[Category:MGlu4 receptor agonists]] |
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[[Category:MGlu6 receptor agonists]] |
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[[Category:MGlu7 receptor agonists]] |
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[[Category:MGlu8 receptor agonists]] |
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{{nervous-system-drug-stub}} |
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{{pharm-stub}} |