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A5752

Sigma-Aldrich

Adrenochrom

>95% purity (HPLC), powder

Synonym(e):

3-Hydroxy-1-methyl-5,6-indolindion

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About This Item

Empirische Formel (Hill-System):
C9H9NO3
CAS-Nummer:
54-06-8
Molekulargewicht:
179.17
EG-Nummer:
200-192-8
MDL-Nummer:
MFCD00069732
UNSPSC-Code:
12171500
PubChem Substanz-ID:
24891016
NACRES:
NA.47

product name

Adrenochrom, ≥95% (HPLC)

Assay

≥95% (HPLC)

Form

powder

Farbe

red to brown

εmax

3-4.5 at 485-490 nm in water
9.0-10.5 at 299-304 nm in water

Anwendung(en)

diagnostic assay manufacturing
hematology
histology

Lagertemp.

−20°C

SMILES String

CN1CC(O)C2=CC(=O)C(=O)C=C12

InChI

1S/C9H9NO3/c1-10-4-9(13)5-2-7(11)8(12)3-6(5)10/h2-3,9,13H,4H2,1H3

InChIKey

RPHLQSHHTJORHI-UHFFFAOYSA-N

Verwandte Kategorien

Anwendung

Adrenochrome has been used to study the effect of adrenochrome on coronary artery constriction in the rat heart.

Biochem./physiol. Wirkung

Adrenochrome is an oxidation product of adrenaline. It has been implicated in cardiotoxicity. It is a short-lived cytotoxic molecule and is part of the leukocyte response used to kill bacteria. Adrenochrome is also suggested to exhibit psychotomimetic effects. It is used to determine superoxide dismutase activity.

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Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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The oxidative metabolism of catecholamines in the brain: a review.
Smythies J and Galzigna L
Biochimica et Biophysica Acta, 1380, 159-159 (1998)
Vera Marisa Costa et al.
Chemical research in toxicology, 20(8), 1183-1191 (2007-07-17)
High concentrations of circulating biogenic catecholamines often exist during the course of several cardiovascular disorders. Additionally, coronary dysfunctions are prominent and frequently related to the ischemic and reperfusion phenomenon (I/R) in the heart, which leads to the release of large
The adrenochrome hypothesis of schizophrenia revisited.
Smythies J
Neurotoxicity Research, 4, 147-147 (2002)
Viviana S Fluxá et al.
Nature protocols, 3(8), 1270-1277 (2008-08-21)
The adrenaline test for enzymes is a colorimetric enzyme assay based on the quantification of periodate-sensitive reaction products such as 1,2-diols and 1,2-aminoalcohols by back-titration of the oxidant with adrenaline to produce adrenochrome as an easily detectable red product. The
Maria Luisa Genova et al.
Archives of biochemistry and biophysics, 447(2), 167-173 (2006-02-21)
Complex I in bovine heart submitochondrial particles catalyses the NADH-supported generation of superoxide anion; adrenaline is oxidised by superoxide to adrenochrome that, on its hand, is reduced by Complex I, thus establishing a redox cycle that amplifies the superoxide production.
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