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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:
610-88-8
Molecular Weight:
228.00
MDL number:
MFCD00083505
UNSPSC Code:
12352106
PubChem Substance ID:
24900142
NACRES:
NA.25

form

powder

Quality Level

200

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
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

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
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
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.
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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