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Key Documents

SML0790

Sigma-Aldrich

Iperoxo

≥98% (HPLC)

Synonim(y):

4-[(4,5-Dihydro-3-isoxazolyl)oxy]-N,N,N-trimethyl-2-butyn-1-aminium iodide

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About This Item

Wzór empiryczny (zapis Hilla):
C10H17IN2O2
Numer CAS:
247079-84-1
Masa cząsteczkowa:
324.16
Kod UNSPSC:
12352200
NACRES:
NA.77

Poziom jakości

100

Próba

≥98% (HPLC)

Postać

powder

kolor

white to beige

rozpuszczalność

H2O: 5 mg/mL, clear (warmed)

temp. przechowywania

2-8°C

InChI

1S/C9H14N2O2/c1-11(2)6-3-4-7-12-9-5-8-13-10-9/h5-8H2,1-2H3

Klucz InChI

CADHNBBPGYVTOA-UHFFFAOYSA-N

Działania biochem./fizjol.

Iperoxo forms an important building block for the class of G protein-coupled receptors modulators. Iperoxo specifically binds to the orthosteric site of the muscarinic acetylcholine receptor. It has a higher efficacy than the endogenous agonist acetylcholine.
Iperoxo is a muscarinic acetylcholine receptor superagonist. The pEC50 values for G-protein activation by acetylcholine and iperoxo in CHO cells expressing recombinant human M2 receptors are 7.6 and 10.1, respectively.

Cechy i korzyści

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This page may contain text that has been machine translated.

Piktogramy

Exclamation mark
GHS07

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

H315 - H319 - H335

Zwroty wskazujące środki ostrożności

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Klasyfikacja zagrożeń

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organy docelowe

Respiratory system

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

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Hydrogen peroxide solution 30 % (w/w) in H2O, contains stabilizer

Sigma-Aldrich

H1009

Hydrogen peroxide solution

Sulfuric acid 99.999%

Sigma-Aldrich

339741

Sulfuric acid

Fabio Riefolo et al.
Journal of the American Chemical Society, 141(18), 7628-7636 (2019-04-24)
Light-triggered reversible modulation of physiological functions offers the promise of enabling on-demand spatiotemporally controlled therapeutic interventions. Optogenetics has been successfully implemented in the heart, but significant barriers to its use in the clinic remain, such as the need for genetic
Carlo Matera et al.
European journal of medicinal chemistry, 75, 222-232 (2014-02-19)
In this study, we synthesized and tested in vitro and in vivo two groups of bis(ammonio)alkane-type compounds, 6a-9a and 6b-9b, which incorporate the orthosteric muscarinic agonist iperoxo into a molecular fragment of the M2-selective allosteric modulators W84 and naphmethonium. The
R Schrage et al.
British journal of pharmacology, 169(2), 357-370 (2012-10-16)
Artificial agonists may have higher efficacy for receptor activation than the physiological agonist. Until now, such 'superagonism' has rarely been reported for GPCRs. Iperoxo is an extremely potent muscarinic receptor agonist. We hypothesized that iperoxo is a 'superagonist'. Signalling of
Jun Xu et al.
Molecular cell, 75(1), 53-65 (2019-05-20)
The M2 muscarinic acetylcholine receptor (M2R) is a prototypical GPCR that plays important roles in regulating heart rate and CNS functions. Crystal structures provide snapshots of the M2R in inactive and active states, but the allosteric link between the ligand

Produkty

Acetylcholine Receptors (Muscarinic)

Muscarinic acetylcholine receptors are G protein-coupled receptors (GPCRs) and mediate acetylcholine actions in the CNS and non-nervous tissues. Learn more about acetylcholine receptors and their role in cell signaling.

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