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.
O1877
Ochratoxin A
Ochratoxin A
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from Petromyces albertensis, ≥98% (HPLC), powder, mycotoxin
Synonym(s):
N-[(3R)-(5-Chloro-8-hydroxy-3-methyl-1-oxo-7-isochromanyl)carbonyl]-L-phenylalanine
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All Photos(4)
About This Item
Empirical Formula (Hill Notation):
C20H18ClNO6
CAS Number:
Molecular Weight:
403.81
Beilstein:
1301486
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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Product Name
Ochratoxin A, from Petromyces albertensis, ≥98% (HPLC)
biological source
Petromyces albertensis
Quality Level
Assay
≥98% (HPLC)
form
powder
impurities
Benzene, free
solubility
ethanol: soluble
Mode of action
enzyme | inhibits
protein synthesis | interferes
storage temp.
2-8°C
SMILES string
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
InChI key
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]
Biochem/physiol Actions
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.
Preparation Note
This product is also soluble in chloroform (9.80 - 10.20 mg/ml), methanol (10 mg/ml), ethanol (50 mM), and DMSO (100 mM).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 2 Oral - Carc. 2
Storage Class Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
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
D Hoehler et al.
Biochimica et biophysica acta, 1357(2), 225-233 (1997-06-27)
Oxidative damage may be one of the manifestations of cellular damage in the toxicity of ochratoxin A (OA). OA; its three natural analogs, OB, OC and O alpha; and three synthetic analogs, the ethyl amide of OA (OE-OA), O-methylated OA
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Which solvents can be used for an OTA standard solution? PBS, alcoholic solvents (methanol or ethanol)?
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