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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2012/10/26 15:37:26」(JST)
[Wiki ja表示]
AMPA(α-アミノ-3-ヒドロキシ-5-メチル-4-イソオキサゾールプロピオン酸)はグルタミン酸受容体のサブタイプの一つ、AMPA受容体のアゴニスト。同じ非NMDA型受容体グループであるカイニン酸受容体に対してもアゴニストとなるが、感受性が大きく違うため、低濃度においてはAMPA受容体選択的なアゴニストとして使用可能である。分子式はC7H10N2O4で表され、分子量は186.17、CAS登録番号83643-88-3。水溶性。
[Wiki en表示]
For the degradation product of glyphosphate also known as AMPA, see aminomethylphosphonic acid.
AMPA |
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IUPAC name
2-amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)propanoic acid
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Identifiers |
CAS number |
77521-29-0 N |
PubChem |
1221 |
ChemSpider |
1184 Y |
DrugBank |
DB02057 |
KEGG |
C11033 Y |
MeSH |
AMPA |
ChEMBL |
CHEMBL276815 N |
Jmol-3D images |
Image 1 |
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O=C1/C(=C(\ON1)C)CC(N)C(=O)O
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InChI=1S/C7H10N2O4/c1-3-4(6(10)9-13-3)2-5(8)7(11)12/h5H,2,8H2,1H3,(H,9,10)(H,11,12) Y
Key: UUDAMDVQRQNNHZ-UHFFFAOYSA-N Y
InChI=1/C7H10N2O4/c1-3-4(6(10)9-13-3)2-5(8)7(11)12/h5H,2,8H2,1H3,(H,9,10)(H,11,12)
Key: UUDAMDVQRQNNHZ-UHFFFAOYAT
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Properties |
Molecular formula |
C7H10N2O4 |
Molar mass |
186.17 g mol−1 |
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
AMPA (2-amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)propanoic acid) is a compound that is a specific agonist for the AMPA receptor, where it mimics the effects of the neurotransmitter glutamate.[1]
There are two types of Ionotropic glutamate receptors that are ligand gated ion channels whose agonists include AMPA, kainic acid and N-methyl-D-aspartic acid (NMDA). In the synapse, these two classes of receptors serve very different purposes. AMPA can be used experimentally to distinguish the activity of one receptor from the other in order to understand their differing functions.[2] AMPA generates fast excitatory postsynaptic potentials (EPSP).[1] AMPA activates AMPA receptors that are non-selective cationic channels allowing the passage of Na+ and K+ and therefore have an equilibrium potential near 0 mV.
References
- ^ a b Purves, Dale, George J. Augustine, David Fitzpatrick, William C. Hall, Anthony-Samuel LaMantia, James O. McNamara, and Leonard E. White (2008). Neuroscience. 4th ed.. Sinauer Associates. pp. 128–33. ISBN 978-0-87893-697-7.
- ^ Dinh, L; Nguyen T, Salgado H, Atzori M (2009). "Norepinephrine homogeneously inhibits alpha-amino-3-hydroxyl-5-methyl-4-isoxazole-propionate- (AMPAR-) mediated currents in all layers of the temporal cortex of the rat". Neurochem Res 34 (11): 1896–906. doi:10.1007/s11064-009-9966-z. PMID 19357950.
Glutamatergics
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Ionotropic |
AMPA
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- Agonists: 5-Fluorowillardiine
- AMPA
- Domoic acid
- Quisqualic acid; Positive allosteric modulators: Aniracetam
- Cyclothiazide
- CX-516
- CX-546
- CX-614
- CX-691
- CX-717
- Diazoxide
- HCTZ
- IDRA-21
- LY-392,098
- LY-404,187
- LY-451,395
- LY-451,646
- LY-503,430
- Org 26576
- Oxiracetam
- PEPA
- Piracetam
- Pramiracetam
- S-18986
- Sunifiram
- Unifiram
Antagonists: ATPO
- Barbiturates
- BGG492
- Caroverine
- CNQX
- DNQX
- GYKI-52466
- NBQX
- Perampanel
- Talampanel
- Tezampanel
- Topiramate; Negative allosteric modulators: GYKI-53,655
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NMDA
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- Agonists: Glutamate/acite site competitive agonists: Aspartate
- Glutamate
- Homoquinolinic acid
- Ibotenic acid
- NMDA
- Quinolinic acid
- Tetrazolylglycine; Glycine site agonists: ACBD
- ACPC
- ACPD
- Alanine
- CCG
- Cycloserine
- DHPG
- Fluoroalanine
- Glycine
- GLYX-13
- HA-966
- L-687,414
- Milacemide
- Sarcosine
- Serine
- Tetrazolylglycine; Polyamine site agonists: Acamprosate
- Spermidine
- Spermine
Antagonists: Competitive antagonists: AP5 (APV)
- AP7
- CGP-37849
- CGP-39551
- CGP-39653
- CGP-40116
- CGS-19755
- CPP
- LY-233,053
- LY-235,959
- LY-274,614
- MDL-100,453
- Midafotel (d-CPPene)
- NPC-12,626
- NPC-17,742
- PBPD
- PEAQX
- Perzinfotel
- PPDA
- SDZ-220581
- Selfotel; Noncompetitive antagonists: ARR-15,896
- Caroverine
- Dexanabinol
- FPL-12495
- FR-115,427
- Hodgkinsine
- Magnesium
- MDL-27,266
- NPS-1506
- Psychotridine
- Zinc; Uncompetitive pore blockers: 2-MDP
- 3-MeO-PCP
- 8A-PDHQ
- Alaproclate
- Amantadine
- Aptiganel
- ARL-12,495
- ARL-15,896-AR
- ARL-16,247
- Budipine
- Delucemine
- Dexoxadrol
- Dextrallorphan
- Dieticyclidine
- Dizocilpine
- Endopsychosin
- Esketamine
- Etoxadrol
- Eticyclidine
- Gacyclidine
- Ibogaine
- Indantadol
- Ketamine
- Ketobemidone
- Loperamide
- Memantine
- Meperidine (Pethidine)
- Methadone (Levomethadone)
- Methorphan (Dextromethorphan
- Levomethorphan)
- Methoxetamine
- Milnacipran
- Morphanol (Dextrorphan
- Levorphanol)
- NEFA
- Neramexane
- Nitrous oxide
- Noribogaine
- Orphenadrine
- PCPr
- Phencyclamine
- Phencyclidine
- Propoxyphene
- Remacemide
- Rhynchophylline
- Riluzole
- Rimantadine
- Rolicyclidine
- Sabeluzole
- Tenocyclidine
- Tiletamine
- Tramadol
- Xenon; Glycine site antagonists: ACEA-1021
- ACEA-1328
- ACPC
- Carisoprodol
- CGP-39653
- CKA
- DCKA
- Felbamate
- Gavestinel
- GV-196,771
- Kynurenic acid
- L-689,560
- L-701,324
- Lacosamide
- Licostinel
- LU-73,068
- MDL-105,519
- Meprobamate
- MRZ 2/576
- PNQX
- ZD-9379; NR2B subunit antagonists: Besonprodil
- CO-101,244 (PD-174,494)
- CP-101,606
- Eliprodil
- Haloperidol
- Ifenprodil
- Isoxsuprine
- Nylidrin
- Ro8-4304
- Ro25-6981
- Traxoprodil; Polyamine site antagonists: Arcaine
- Co 101676
- Diaminopropane
- Acamprosate
- Diethylenetriamine
- Huperzine A
- Putrescine
- Ro 25-6981; Unclassified/unsorted antagonists: Chloroform
- Diethyl ether
- Enflurane
- Ethanol (Alcohol)
- Halothane
- Isoflurane
- Methoxyflurane
- Toluene
- Trichloroethane
- Trichloroethanol
- Trichloroethylene
- Xylene
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Kainate
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- Agonists: 5-Iodowillardiine
- ATPA
- Domoic acid
- Kainic acid
- LY-339,434
- SYM-2081
Antagonists: BGG492
- CNQX
- DNQX
- LY-382,884
- NBQX
- NS102
- Tezampanel
- Topiramate
- UBP-302; Negative allosteric modulators: NS-3763
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Metabotropic |
Group I
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- Agonists: Non-selective: ACPD
- DHPG
- Quisqualic acid; mGlu1-selective: Ro01-6128
- Ro67-4853
- Ro67-7476
- VU-71; mGlu5-selective: ADX-47273
- CDPPB
- CHPG
- DFB
- VU-1545
Antagonists: Non-selective: MCPG
- NPS-2390; mGlu1-selective: BAY 36-7620
- CPCCOEt
- LY-367,385
- LY-456,236; mGlu5-selective: CTEP
- Dipraglurant
- DMeOB
- LY-344,545
- SIB-1757
- SIB-1893; Negative allosteric modulators: Fenobam
- MPEP
- MTEP
- GRN-529
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Group II
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- Agonists: Non-selective: CBiPES
- DCG-IV
- Eglumegad
- LY-379,268
- LY-404,039
- LY-487,379
- MGS-0028; mGlu2-selective: BINA
- LY-566,332
Antagonists: Non-selective: APICA
- EGLU
- HYDIA
- LY-307,452
- LY-341,495
- MCPG
- MGS-0039: mGlu2-selective: PCCG-4; mGlu3-selective: CECXG; Negative allosteric modulators: RO4491533
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Group III
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- Agonists: Non-selective: L-AP4; mGlu4-selective: PHCCC
- VU-001,171
- VU-0155,041; mGlu7-selective: AMN082; mGlu8-selective: DCPG
Antagonists: Non-selective: CPPG
- MAP4
- MSOP
- MPPG
- MTPG
- UBP-1112; mGlu7-selective: MMPIP
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Transporter
inhibitors |
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Others |
Precursors
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Cofactors
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- α-Ketoglutaric acid
- Iron
- Sulfur
- Vitamin B2 (as FAD and FMN)
- Vitamin B3 (as NADPH)
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Others
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UpToDate Contents
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English Journal
- Episodic sucrose intake during food restriction increases synaptic abundance of AMPA receptors in nucleus accumbens and augments intake of sucrose following restoration of ad libitum feeding.
- Peng XX1, Lister A1, Rabinowitsch A1, Kolaric R1, Cabeza de Vaca S1, Ziff EB2, Carr KD3.
- Neuroscience.Neuroscience.2015 Jun 4;295:58-71. doi: 10.1016/j.neuroscience.2015.03.025. Epub 2015 Mar 20.
- Weight-loss dieting often leads to loss of control, rebound weight gain, and is a risk factor for binge pathology. Based on findings that food restriction (FR) upregulates sucrose-induced trafficking of glutamatergic AMPA receptors to the nucleus accumbens (NAc) postsynaptic density (PSD), this stud
- PMID 25800309
- Short-term sleep deprivation impairs spatial working memory and modulates expression levels of ionotropic glutamate receptor subunits in hippocampus.
- Xie M1, Yan J1, He C1, Yang L1, Tan G1, Li C1, Hu Z2, Wang J3.
- Behavioural brain research.Behav Brain Res.2015 Jun 1;286:64-70. doi: 10.1016/j.bbr.2015.02.040. Epub 2015 Feb 27.
- Hippocampus-dependent learning memory is sensitive to sleep deprivation (SD). Although the ionotropic glutamate receptors play a vital role in synaptic plasticity and learning and memory, however, whether the expression of these receptor subunits is modulated by sleep loss remains unclear. In the pr
- PMID 25732956
- Enhancement of dynamin polymerization and GTPase activity by Arc/Arg3.1.
- Byers CE1, Barylko B1, Ross JA2, Southworth DR3, James NG2, Taylor CA 4th1, Wang L1, Collins KA4, Estrada A1, Waung M4, Tassin TC1, Huber KM4, Jameson DM2, Albanesi JP5.
- Biochimica et biophysica acta.Biochim Biophys Acta.2015 Jun;1850(6):1310-8. doi: 10.1016/j.bbagen.2015.03.002. Epub 2015 Mar 14.
- BACKGROUND: The Activity-regulated cytoskeleton-associated protein, Arc, is an immediate-early gene product implicated in various forms of synaptic plasticity. Arc promotes endocytosis of AMPA type glutamate receptors and regulates cytoskeletal assembly in neuronal dendrites. Its role in endocytosis
- PMID 25783003
Japanese Journal
- Critical role of cholinergic transmission from the laterodorsal tegmental nucleus to the ventral tegmental area in cocaine-induced place preference
- Shinohara Fumiya,Kihara Yukari,Ide Soichiro,Minami Masabumi,Kaneda Katsuyuki
- Neuropharmacology 79, 573-579, 2014-04
- … Intra-LDT injection of carbachol, which hyperpolarizes LDT neurons, and of NMDA and AMPA receptor antagonists before cocaine conditioning blocked and attenuated cocaine CPP, respectively, indicating the necessity of LDT activity for acquiring the CPP. …
- NAID 120005367413
- 1-(1,3-Benzodioxol-5-yl-carbo-nyl) Piperidine, a Modulator of α-Amino-3-hydroxy-5-methyl-4-isoxazole propionic Acid Receptor, Ameliorates Exercise-Induced Fatigue in Mice
- Fan Wutu,Wu Xianglong,Pan Yalei [他],Li Chenrui,Niu Yinbo,Zhai Yuankun,Mei Qibing
- Biological and Pharmaceutical Bulletin, 13-17, 2014
- … Therefore, this study demonstrated for the first time that the supplementation of 1-BCP, as a positive allosteric modulator of AMPA receptor, could enhance the endurance capacity of mice and facilitated them recovery from fatigue. …
- NAID 130003382112
- 大脳皮質における興奮性神経回路の睡眠 : 覚醒状態依存的変化 (MEとバイオサイバネティックス)
- 中村 有孝,辛島 彰洋,坪川 宏 [他]
- 電子情報通信学会技術研究報告 = IEICE technical report : 信学技報 113(314), 1-6, 2013-11-22
- NAID 40019909711
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- 2014 Taipei AMPA includes Automobile Frames & Parts, Engine Parts & Fittings Components & Parts for Electric Vehicle(EV)/Hybird Electric Vehicle(HEV), Power Trains, Steering Lamps, Brakes Auto Accessories, Wheels Tires ...
- The Fall 2013 Newsletter is now available, including: Another great message from Bill Hinckley encouraging you to get involved! Congrats to 2013 Distinguished Physician and Medical Director of the Year New AMPA Board members ...
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★リンクテーブル★
[★]
α-アミノ-3-ヒドロキシ-5-メチル-4-イソキサゾールプロピオン酸
- 関
- AMPA
[★]
- 英
- alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid、AMPA
[★]
- 英
- AMPA-type glutamate receptor
- 関
- AMPA型グルタミン酸レセプター
[★]
- 英
- AMPA receptor
- 関
- AMPA受容体、AMPA型受容体
[★]
AMPA受容体、AMPA型受容体、AMPAレセプター
[★]
[★]
アデノシン一リン酸 adenosine monophosphate adenosine 5'-monophosphate