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A6816

(±)-AMPA

solid

Synonym(s):

(±)-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid hydrate

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About This Item

Empirical Formula (Hill Notation):
C7H10N2O4
Molecular Weight:
186.17
NACRES:
NA.32
PubChem Substance ID:
24891141
UNSPSC Code:
12352100
MDL number:
MFCD00213388
Form:
solid
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form

solid

Quality Segment

200

color

white

solubility

H2O: 1 mg/mL (warm), 0.1 M HCl: 3.5 mg/mL, 0.1 M NaOH: 4.3 mg/mL, DMSO: 4.3 mg/mL, 1 M HCl: 50 mg/mL

SMILES string

O.Cc1onc(O)c1CC(N)C(O)=O

InChI

1S/C7H10N2O4.H2O/c1-3-4(6(10)9-13-3)2-5(8)7(11)12;/h5H,2,8H2,1H3,(H,9,10)(H,11,12);1H2

InChI key

HFISYNCCKQHIAM-UHFFFAOYSA-N

Gene Information

rat ... Gria1(50592), Gria2(29627), Gria3(29628), Gria4(29629), Grik1(29559), Grik2(54257), Grin2a(24409), Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Slc1a1(25550), Slc1a2(29482), Slc1a3(29483)

Application

(±)-AMPA has been used:
  • in vivo

  • whole-cell patch-clamp recording in Müller glial cells[1]
  • to test its excitotoxic effects in hippocampal slice cultures[2]
  • in retinal horizontal cells (HCs) culture to test its effect on Ca2+ signals[3]

Biochem/physiol Actions

Potent excitatory amino acid that interacts selectively with central AMPA/kainate receptors.

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This Item
A263A9111A0326
(±)-AMPA solid

Sigma-Aldrich

A6816

(±)-AMPA

ATPA solid

Sigma-Aldrich

A263

ATPA

(±)-AMPA hydrobromide ≥98% (HPLC)

Sigma-Aldrich

A9111

(±)-AMPA hydrobromide

(S)-AMPA ≥97%

Sigma-Aldrich

A0326

(S)-AMPA

form

solid

form

solid

form

powder

form

powder

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

100

solubility

H2O: 1 mg/mL (warm), 0.1 M NaOH: 4.3 mg/mL, 1 M HCl: 50 mg/mL, DMSO: 4.3 mg/mL, 0.1 M HCl: 3.5 mg/mL

solubility

DMSO: 10 mg/mL, H2O: 2.5 mg/mL

solubility

H2O: ≥10 mg/mL

solubility

-

color

white

color

white

color

off-white to light tan

color

-

Gene Information

rat ... Gria1(50592), Gria2(29627), Gria3(29628), Gria4(29629), Grik1(29559), Grik2(54257), Grin2a(24409), Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Slc1a1(25550), Slc1a2(29482), Slc1a3(29483)

Gene Information

human ... GRIK1(2897)
rat ... Gria1(50592), Grik1(29559), Grin2a(24409)

Gene Information

-

Gene Information

human ... GRIA1(2890), GRIA2(2891), GRIA4(2893), GRIK1(2897)
mouse ... Gria1(14799)
rat ... Gria1(50592), Gria2(29627), Gria3(29628), Gria4(29629), Grik1(29559), Grik2(54257), Grik4(24406), Grin2a(24409), Grin2b(24410), Grm6(24419)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000070063
0000070064
0000063010
0000063025
0000063014

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Global Trade Item Number

SKUGTIN
A6816-5MG04061833001981
A6816-1MG04061833382882
A6816-10MG04061833001974

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