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74711

Sigma-Aldrich

Ochratoxin A

purum, ≥98.0% (TLC), from Aspergillus ochraceus

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H18ClNO6
CAS Number:
303-47-9
Molecular Weight:
403.81
Beilstein:
1301486
EC Number:
206-143-7
MDL number:
MFCD00078079
UNSPSC Code:
12352200
PubChem Substance ID:
329765811

biological source

Aspergillus ochraceus

grade

purum

Assay

≥98.0% (TLC)

form

powder

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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Other Notes

Inhibitor of mitochondrial transport systems; Mode of action.

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Certificates of Analysis (COA)

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433377/1
421868/1
400301/1
396659/1
384649/1

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Ochratoxin A, an inhibitor of mitochondrial transport systems.
H Meisner et al.
Biochemistry, 13(14), 2795-2800 (1974-07-02)
R. Roschenthaler et al.
J. Toxicol.-Toxin Reviews, 3, 53-53 (1984)
Giuseppe Cozzi et al.
Toxins, 5(1), 49-59 (2013-01-04)
Grape berries attacked by Lobesia botrana larvae are more easily infected by Aspergillus section Nigri (black aspergilli) ochratoxigenic species. Two-year field trials were carried out in Apulia (Italy) to evaluate a bioinsecticide control strategy against L. botrana and the indirect
Xia Geng et al.
Analytical and bioanalytical chemistry, 405(8), 2443-2449 (2013-01-31)
By taking advantage of the intrinsic fluorescence of ochratoxin A (OTA), we present a fluorescence anisotropy approach for rapid analysis of the interactions between OTA and aptamers. The specific binding of OTA with a 36-mer aptamer can induce increased fluorescence
S C Duarte et al.
Food chemistry, 138(2-3), 1055-1061 (2013-02-16)
A reliable exposure assessment of mycotoxin contamination relies on their unambiguous identification and accurate quantification. With such purpose, a new analytical methodology was developed for evaluation of ochratoxin A (OTA) contamination in pork. Briefly OTA extraction from minced muscle samples
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