37018

Tenuazonic acid

analytical standard

• Synonym(s): (5S)-3-Acetyl-1,5-dihydro-4-hydroxy-5-[(1S)-1-methylpropyl]-2H-pyrrol-2-one, (S)-3-Acetyl-5-(S)-sec-butyltetramic acid, (S)-3-Acetyl-5-sec-butyl-4-hydroxy-3-pyrrolin-2-one
• Empirical Formula (Hill Notation): C₁₀H₁₅NO₃
• CAS Number: 610-88-8
• Molecular Weight: 197.23
• UNSPSC Code: 85151701
• NACRES: NA.24
• PubChem Substance ID: 329755583
• MDL number: MFCD00242648
• Beilstein/REAXYS Number: 3589518

Properties

• grade: analytical standard
• Quality Segment: 100
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable, gas chromatography (GC): suitable
• application(s): cleaning products; cosmetics; food and beverages; personal care
• format: neat
• storage temp.: −20°C
• SMILES string: CC[C@H](C)[C@@H]1NC(=O)C(C(C)=O)=C1O
• InChI: 1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8,13H,4H2,1-3H3,(H,11,14)/t5-,8-/m0/s1
• InChI key: CEIZFXOZIQNICU-XNCJUZBTSA-N

Description

General description

Tenuazonic acid is a mycotoxin, which belongs to the class of tetramic acids, the largest family of natural products. It is generally isolated from phytopathogenic fungal species like Alternaria alternata, A. longipes and A. tenuissima.

Tenuazonic acid is a biologically active compound and its mode of action involves the inhibition of protein biosynthesis.[1]

Application

Tenuazonic acid may be used as an analytical reference standard for the quantification of the analyte in the following:

• Cornflakes using high-performance liquid chromatography (HPLC) technique.
• Human urine samples using isotope dilution assay method and liquid chromatography coupled to a hybrid triple quadrupole/linear ion trap mass spectrometer.
• Cereals using high-performance liquid chromatography–electrospray ionization ion-trap multistage mass spectrometry (HPLC- ESI ion-trap (IT) MS²). ESI Fourier transform-ion cyclotron resonance tandem mass spectrometry (FTICR-MS²) technique is used for product characterization, post derivatization with 2,4-dinitrophenylhydrazine.[1]

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Preparation Note

Dried down, ~100 μg/mL after reconstitution with 1 mL of water

Analysis Note

purity : ≥96.0% (HPLC)

Safety Information

• signalword: Danger
• pictograms: GHS06
• hcodes: H301
• pcodes: P301 + P310
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 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