T3408

Sigma-Aldrich

Tenuazonic acid copper salt from Alternaria alternata

Synonym(s):
3-Acetyl-5-sec-butyl-4-hydroxy-3-pyrrolin-2-one
Linear Formula:
C10H14NO3 · 1/2Cu
Molecular Weight:
228.00
MDL number:
PubChem Substance ID:
NACRES:
NA.25
Pricing and availability is not currently available.

Quality Level

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

22

RIDADR

UN 2811 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Steyn, P.S. and Rabie, C.J.,
Phytochemistry, 15, 1977-1977 (1976)
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...
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...
Shiguo Chen et al.
Biochimica et biophysica acta, 1797(3), 391-405 (2009-12-23)
Tenuazonic acid (TeA), a nonhost-specific phytotoxin produced by Alternaria alternata, was determined to be a novel natural photosynthesis inhibitor owning several action sites in chloroplasts. To further elucidate the mode of its action, studies were conducted to assess the production...
Stefan Asam et al.
Journal of agricultural and food chemistry, 59(7), 2980-2987 (2011-03-05)
A stable isotope dilution assay (SIDA) for the Alternaria mycotoxin tenuazonic acid was developed. Therefore, [(13)C(6),(15)N]-tenuazonic acid was synthesized from [(13)C(6),(15)N]-isoleucine by Dieckmann intramolecular cyclization after acetoacetylation with diketene. The synthesized [(13)C(6),(15)N]-tenuazonic acid was used as the internal standard for...

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