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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

Synonyme(s) :

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

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1 MG
108,00 €
5 MG
484,00 €
25 MG
1 960,00 €

About This Item

Formule empirique (notation de Hill) :
C20H18ClNO6
Numéro CAS:
Poids moléculaire :
403.81
Beilstein:
1301486
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

108,00 €


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Nom du produit

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

Source biologique

Petromyces albertensis

Niveau de qualité

Essai

≥98% (HPLC)

Forme

powder

Impuretés

Benzene, free

Solubilité

ethanol: soluble

Mode d’action

enzyme | inhibits
protein synthesis | interferes

Température de stockage

2-8°C

Chaîne 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

Clé InChI

RWQKHEORZBHNRI-BMIGLBTASA-N

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Application

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]

Actions biochimiques/physiologiques

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.

Notes préparatoires

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

Pictogrammes

Skull and crossbonesHealth hazard

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 2 Oral - Carc. 2

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


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Consulter la Bibliothèque de documents

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
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
C E Groves et al.
Journal of the American Society of Nephrology : JASN, 10(1), 13-20 (1999-01-16)
Primary cultures of rabbit renal proximal tubule cells grown under improved culture conditions were used to study the transepithelial transport of the nephrotoxic mycotoxin ochratoxin A. The basal-to-apical transepithelial flux, i.e., secretion, of this fluorescence organic acid was measured in
G Dirheimer et al.
IARC scientific publications, 115(115), 171-186 (1991-01-01)
Ochratoxin A has a number of toxic effects in mammals, the most notable of which is nephrotoxicity. It is also immunosuppressive, teratogenic and carcinogenic. The biochemical and molecular aspects of its action were first studied in bacteria. The appearance of
X Chong et al.
Biochemical pharmacology, 44(7), 1401-1409 (1992-10-06)
A disruption of calcium homeostasis, leading to a sustained increase in cytosolic calcium levels, has been associated with cytotoxicity in response to a variety of agents in different cell types. We have observed that administration of a single high dose

Articles

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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