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A263

Sigma-Aldrich

ATPA

solid

Sinónimos:

(RS)-2-Amino-3-(3-hydroxy-5-tert-butylisoxazol-4-yl)propanoic acid

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About This Item

Fórmula empírica (notación de Hill):
C10H16N2O4
Número de CAS:
83654-14-2
Peso molecular:
228.25
MDL number:
MFCD01860864
UNSPSC Code:
12352202
PubChem Substance ID:
24277951
NACRES:
NA.77

form

solid

Quality Level

100

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

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

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)

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Certificados de análisis (COA)

Lot/Batch Number
MKCQ0867
MKCM8001
MKCK5318
MKBQ2887V
040M1167

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Jon Valgeirsson et al.
Journal of medicinal chemistry, 46(26), 5834-5843 (2003-12-12)
A series of 2-arylureidobenzoic acids (AUBAs) was prepared by a short and effective synthesis, and the pharmacological activity at glutamate receptors was evaluated in vitro and in vivo. The compounds showed noncompetitive antagonistic activity at the kainate receptor subtype GluR5.
Alexander Jack et al.
Molecular neurobiology, 56(7), 4960-4979 (2018-11-14)
During neuronal development, AMPA receptors (AMPARs) and NMDA receptors (NMDARs) are important for neuronal differentiation. Kainate receptors (KARs) are closely related to AMPARs and involved in the regulation of cortical network activity. However, their role for neurite growth and differentiation
Nicola Micale et al.
Journal of medicinal chemistry, 45(20), 4433-4442 (2002-09-20)
In this paper we describe the synthesis of a series of novel 2-[(4-alkylsemicarbazono)-(4-aminophenyl)-methyl]-4,5-methylenedioxyphenylacetic acid alkyl esters (10-19) carrying an alkylsemicarbazono moiety at a benzylic site. The influence of this group on the biological activity was evaluated by testing the corresponding
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
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
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