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T3408

Sigma-Aldrich

Tenuazonic acid copper salt from Alternaria alternata

Synonym(s):

3-Acetyl-5-sec-butyl-4-hydroxy-3-pyrrolin-2-one

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About This Item

Linear Formula:
C10H14NO3 · 1/2Cu
CAS Number:
Molecular Weight:
228.00
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

form

powder

storage temp.

2-8°C

SMILES string

CCC(C)C1NC(=O)C(C(C)=O)=C1O[Cu]OC2=C(C(C)=O)C(=O)NC2C(C)CC

InChI

1S/2C10H15NO3.Cu/c2*1-4-5(2)8-9(13)7(6(3)12)10(14)11-8;/h2*5,8,13H,4H2,1-3H3,(H,11,14);/q;;+2/p-2

InChI key

IAHMFKOQYRRWFU-UHFFFAOYSA-L

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Steyn, P.S. and Rabie, C.J.,
Phytochemistry, 15, 1977-1977 (1976)
M H Lebrun et al.
Journal of inorganic biochemistry, 24(3), 167-181 (1985-07-01)
Tenuazonic acid (TA) is a phytotoxin produced by a fungal pathogen of rice, Pyricularia oryzae. We have synthesized and characterized the metal complexes of TA with copper (II), iron (III), nickel (II), and magnesium (II). The stoichiometry of the complexes
Clarissa Schwab et al.
Systematic and applied microbiology, 29(2), 89-99 (2006-02-09)
The effect of environmental conditions on the production of homo-polysaccharides and oligosaccharides from sucrose and the regulation of glycosyltransferase genes responsible for biosynthesis of homo-polysaccharides was determined in Lactobacillus reuteri TMW1.106 (reutericyclin-producer) and LTH5448 (reutericyclin-negative). Strain L. reuteri TMW 1.106
David Siegel et al.
Journal of chromatography. A, 1216(21), 4582-4588 (2009-04-14)
Tenuazonic acid (TA) is a major Alternaria mycotoxin. In the present work a novel approach for the detection of TA in cereals by liquid chromatography-ion-trap multistage mass spectrometry after derivatization with 2,4-dinitrophenylhydrazine is described. The product of the derivatization reaction
David Siegel et al.
Analytical and bioanalytical chemistry, 397(2), 453-462 (2009-11-27)
The degradation kinetics of the Alternaria mycotoxin tenuazonic acid (l-TA) in aqueous buffer were studied over a period of 4 months at different pH levels (3.5 and 7.0) and temperatures (4, 25 and 40 degrees C). l-TA and its degradation

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