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A5752

Sigma-Aldrich

Adrenochrome

>95% purity (HPLC), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C9H9NO3
Número de CAS:
54-06-8
Peso molecular:
179.17
EC Number:
200-192-8
MDL number:
MFCD00069732
UNSPSC Code:
12171500
PubChem Substance ID:
24891016
NACRES:
NA.47

product name

Adrenochrome, ≥95% (HPLC)

assay

≥95% (HPLC)

form

powder

color

red to brown

εmax

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

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−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

InChI key

RPHLQSHHTJORHI-UHFFFAOYSA-N

Categorías relacionadas

Application

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

Biochem/physiol Actions

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.

Related product

Referencia del producto
Descripción
Precios

92210

Timestrip Plus™ 0 °C

06693

Timestrip Plus™ -20 °C

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)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Adrenochrome-induced coronary artery constriction in the rat heart.
Karmazyn M, et al.
Journal of Pharmacology and Experimental Therapeutics, 219, 225-225 (1981)
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.
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
Janna Shainsky et al.
Applied and environmental microbiology, 75(14), 4711-4719 (2009-05-26)
Enantiopure sulfoxides are prevalent in drugs and are useful chiral auxiliaries in organic synthesis. The biocatalytic enantioselective oxidation of prochiral sulfides is a direct and economical approach for the synthesis of optically pure sulfoxides. The selection of suitable biocatalysts requires
The oxidative metabolism of catecholamines in the brain: a review.
Smythies J and Galzigna L
Biochimica et Biophysica Acta, 1380, 159-159 (1998)
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