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AMPA

From Wikipedia, the free encyclopedia
For other uses, seeAMPA (disambiguation).
AMPA
Names
IUPAC name
2-Amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)propanoic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
DrugBank
MeSHAMPA
  • 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) checkY
    Key: UUDAMDVQRQNNHZ-UHFFFAOYSA-N checkY
  • 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
  • O=C1/C(=C(\ON1)C)CC(N)C(=O)O
Properties
C7H10N2O4
Molar mass186.167 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid, better known asAMPA, is acompound that is a specificagonist for theAMPA receptor, where it mimics the effects of theneurotransmitterglutamate.[1]

There are several types of glutamatergic ion channels in the central nervous system including AMPA,kainic acid andN-methyl-D-aspartic acid (NMDA) channels. In thesynapse, these 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 fastexcitatory postsynaptic potentials (EPSP).[1] AMPA activates AMPA receptors that are non-selective cationic channels allowing the passage of Na+ and K+ and therefore have anequilibrium potential near 0 mV.

AMPA was first synthesized, along with several otheribotenic acid derivatives, byKrogsgaard-Larsen, Honoré, and others toward differentiating glutamate sensitive receptors from aspartate sensitive receptors.[3]

See also

[edit]

References

[edit]
  1. ^abPurves, Dale; George J. Augustine; David Fitzpatrick; William C. Hall; Anthony-Samuel LaMantia; James O. McNamara & Leonard E. White (2008).Neuroscience (4th ed.). Sinauer Associates. pp. 128–33.ISBN 978-0-87893-697-7.
  2. ^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.S2CID 25255160.
  3. ^Krogsgaard-Larsen, P; Honore T; Hansen JJ; Curtis DR; Lodge D (1980). "New class of glutamate agonist structurally related to ibotenic acid".Nature.284 (5751):64–66.Bibcode:1980Natur.284...64K.doi:10.1038/284064a0.PMID 6101908.S2CID 4252428.
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor
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