MilliporeSigma
All Photos(1)

Documents

A263

Sigma-Aldrich

ATPA

solid

Sign Into View Organizational & Contract Pricing

Synonym(s):
(RS)-2-Amino-3-(3-hydroxy-5-tert-butylisoxazol-4-yl)propanoic acid
Empirical Formula (Hill Notation):
C10H16N2O4
CAS Number:
Molecular Weight:
228.25
MDL number:
PubChem Substance ID:
NACRES:
NA.77

form

solid

Quality Level

color

white

solubility

DMSO: 10 mg/mL
H2O: 2.5 mg/mL

SMILES string

CC(C)(C)c1onc(O)c1CC(N)C(O)=O

InChI

1S/C10H16N2O4/c1-10(2,3)7-5(8(13)12-16-7)4-6(11)9(14)15/h6H,4,11H2,1-3H3,(H,12,13)(H,14,15)

InChI key

PIXJURSCCVBKRF-UHFFFAOYSA-N

Gene Information

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
A6566A6816A9111
vibrant-m

A263

ATPA

vibrant-m

A6566

2-Hydroxysaclofen

vibrant-m

A6816

(±)-AMPA

vibrant-m

A9111

(±)-AMPA hydrobromide

Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

100

solubility

DMSO: 10 mg/mL, H2O: 2.5 mg/mL

solubility

H2O: 1 mg/mL, 0.1 M HCl: 1.2 mg/mL, methanol: 1.4 mg/mL, DMSO: 28 mg/mL, 0.1 M NaOH: 9.5 mg/mL

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

solubility

H2O: ≥10 mg/mL

color

white

color

white

color

white

color

off-white to light tan

Gene Information

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

Gene Information

human ... GABBR1(2550), GABBR2(9568)

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

-

Biochem/physiol Actions

Selective kainate receptor agonist.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Xiaoye Liu et al.
Frontiers in cell and developmental biology, 8, 590-590 (2020-08-01)
Migration of neutrophils across endothelial barriers to capture and eliminate bacteria is served as the first line of innate immunity. Bacterial virulence factors damage endothelium to produce inflammatory cytokines interacts with neutrophils. However, the mechanisms that behind endothelial-neutrophil interaction impact
S E Lauri et al.
Neuropharmacology, 41(8), 907-915 (2001-12-19)
The development of GluR5-selective kainate receptor ligands is helping to elucidate the functions of kainate receptors in the CNS. Here we have further characterised the actions of a GluR5 selective agonist, ATPA, and a GluR5 selective antagonist, LY382884, in the
Mai Marie Nielsen et al.
Molecular pharmacology, 63(1), 19-25 (2002-12-19)
Only a few agonists exhibit selectivity between the AMPA and the kainate subtypes of the glutamate receptor. The most commonly used kainate receptor preferring agonist, (S)-2-amino-3-(5-tert-butyl-3-hydroxy-4-isoxazolyl)propionic acid [(S)-ATPA], is an (R,S)-2-amino-3-(5-methyl-3-hydroxy-4-isoxazolyl)propionic acid (AMPA) derivative in which the methyl group at
Marie-Louise Lunn et al.
Journal of medicinal chemistry, 46(5), 872-875 (2003-02-21)
Two X-ray structures of the GluR2 ligand-binding core in complex with (S)-2-amino-3-(5-tert-butyl-3-hydroxy-4-isoxazolyl)propionic acid ((S)-ATPA) have been determined with and without Zn(2+) ions. (S)-ATPA induces a domain closure of ca. 21 degrees compared to the apo form. The tert-butyl moiety of
James S Robinson et al.
American journal of physiology. Heart and circulatory physiology, 282(6), H2371-H2376 (2002-05-11)
The hypothesis that glutamate dilates pial arterioles of newborn pigs through the production of carbon monoxide (CO) was addressed. Anesthesized newborn pigs were equipped with cranial windows to measure pial arteriolar responses to stimuli. Heme oxygenase (HO) inhibitors added topically

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service