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Merck

O1877

Sigma-Aldrich

Ochratoxin A

Ochratoxin A
1 of 1 reviewers received a sample product or took part in a promotion

from Petromyces albertensis, ≥98% (HPLC), powder, mycotoxin

Sinónimos:

N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine

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About This Item

Fórmula empírica (notación de Hill):
C20H18ClNO6
Número de CAS:
Peso molecular:
403.81
Beilstein:
1301486
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77
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Nombre del producto

Ochratoxin A, from Petromyces albertensis, ≥98% (HPLC)

origen biológico

Petromyces albertensis

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder

impurezas

Benzene, free

solubilidad

ethanol: soluble

Modo de acción

enzyme | inhibits
protein synthesis | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

C[C@@H]1Cc2c(Cl)cc(c(O)c2C(=O)O1)C(=O)N[C@@H](Cc3ccccc3)C(O)=O

InChI

1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1

Clave InChI

RWQKHEORZBHNRI-BMIGLBTASA-N

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Categorías relacionadas

Aplicación

Ochratoxin A has been used as a mycotoxin:
  • to test its effect on metabolism and hypoxia in human embryonic kidney (HEK293) cells[1]
  • to test its cytotoxic effects in bovine mammary epithelial cells[2]
  • as a standard for gamma radiation studies with food products and in cytotoxic studies using Hep G2 cells[3]

Acciones bioquímicas o fisiológicas

Ochratoxin A (OTA), a renal toxin, is produced majorly by Aspergillus and Penicillium fungal species.[1] It is immunotoxic, teratogenic[2] myelotoxic, and mutagenic.[3] It effectively interrupts the intestinal barrier functions.[2] OTA displays a long elimination half-life[3] and stimulates the major inflammatory cytokines release.[2]
Ochratoxin A is a mycotoxin found in food that is nephrotoxic and carcinogenic in the kidney and induces differentiation in cloned renal cell lines. Increases endoplasmic reticulum ATP-dependent Ca2+ pump activity.

Nota de preparación

This product is also soluble in chloroform (9.80 - 10.20 mg/ml), methanol (10 mg/ml), ethanol (50 mM), and DMSO (100 mM).

Pictogramas

Skull and crossbonesHealth hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 2 Oral - Carc. 2

Código de clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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J R Welborn et al.
Journal of the American Society of Nephrology : JASN, 9(11), 1973-1982 (1998-11-10)
Epifluorescence microscopy was used to study peritubular transport of the fluorescent mycotoxin ochratoxin A (OTA) into single proximal tubule segments of the rabbit. Initial rates of OTA uptake into S2 segments were saturable and adequately described by Michaelis-Menten kinetics, with
I Baudrimont et al.
Toxicology, 89(2), 101-111 (1994-04-18)
Ochratoxin A (OTA) is a mycotoxin produced by Aspergillus ochraceus as well as other molds. It is a natural contaminant of mouldy food and feed. OTA has a number of toxic effects, the most prominent being nephrotoxicity. Furthermore, OTA is
A Pfohl-Leszkowicz et al.
Molecular carcinogenesis, 23(2), 76-85 (1998-11-10)
Ochratoxin A (OTA), a nephrotoxic and carcinogenic mycotoxin, is implicated in the etiology of Balkan endemic nephropathy (BEN), a chronic disease affecting populations in the Balkans. Patients suffering from Balkan endemic nephropathy, urinary-tract tumors, or both are more frequently extensive
A Dörrenhaus et al.
Archives of toxicology, 71(11), 709-713 (1997-01-01)
In cultured rat hepatocytes the mycotoxin ochratoxin A (OTA) induced unscheduled DNA synthesis (UDS) only in a narrow concentration range. Using a culture medium supplemented with 1% fetal calf serum, at 750 nM OTA a weak induction and at 1
H Schramek et al.
The Journal of pharmacology and experimental therapeutics, 283(3), 1460-1468 (1998-02-12)
The kidneys represent one of the main targets of ochratoxin A (OTA), a secondary fungal metabolite that is produced by certain species of Aspergillus and Penicillium. OTA has the ability to disturb Madin-Darby canine kidney (MDCK) cell pH homeostasis, leading

Artículos

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

Questions

  1. Which solvents can be used for an OTA standard solution? PBS, alcoholic solvents (methanol or ethanol)?

    1 answer
    1. The analytical standard version of this compound, 34037, is a 10ug/mL solution in acetonitrile. This product is also soluble in chloroform (9.80 - 10.20 mg/ml), methanol (10 mg/ml), ethanol (50 mM), and DMSO (100 mM). The choice of solvent would be best determined by the researcher.

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Reviews

1 of 1 reviewers received a sample product or took part in a promotion

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