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Merck
모든 사진(1)

문서

37018

Supelco

Tenuazonic acid

analytical standard

동의어(들):

(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

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About This Item

실험식(Hill 표기법):
C10H15NO3
CAS Number:
Molecular Weight:
197.23
Beilstein:
3589518
MDL number:
UNSPSC 코드:
85151701
PubChem Substance ID:
NACRES:
NA.24

Grade

analytical standard

Quality Level

유통기한

limited shelf life, expiry date on the label

기술

HPLC: suitable
gas chromatography (GC): suitable

응용 분야

cleaning products
cosmetics
food and beverages
personal care

형식

neat

저장 온도

−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

일반 설명

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

애플리케이션

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

재구성

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

분석 메모

purity : ≥96.0% (HPLC)

픽토그램

Skull and crossbones

신호어

Danger

유해 및 위험 성명서

예방조치 성명서

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


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문서 라이브러리 방문

Andrea Patriarca et al.
International journal of food microbiology, 291, 135-143 (2018-12-01)
The group of the small-spored Alternaria species is particularly relevant in foods due to its high frequency and wide distribution in different crops. These species are responsible for the accumulation of mycotoxins and bioactive secondary metabolites in food. The taxonomy
Yong-Chul Jeong et al.
The Journal of organic chemistry, 76(5), 1342-1354 (2011-01-22)
The synthesis of 3-acyltetramic acids, the substructure of bioactive natural products, via O-acylation of tetramic acids with carboxylic acids followed by acyl migration, has been investigated. This acylation sequence is mediated by N,N'-dicyclohexylcarbodiimide (DCC) and 4-dimethylaminopyridine (DMAP) and is very
Shiguo Chen et al.
Plant physiology and biochemistry : PPB, 52, 38-51 (2012-02-07)
3-Acetyl-5-isopropyltetramic acid (3-AIPTA), a derivate of tetramic acid, is responsible for brown leaf-spot disease in many plants and often kills seedlings of both mono- and dicotyledonous plants. To further elucidate the mode of action of 3-AIPTA, during 3-AIPTA-induced cell necrosis
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
A Rico-Yuste et al.
Food chemistry, 243, 357-364 (2017-11-18)
Molecularly imprinted porous polymer microspheres selective to Alternaria mycotoxins, alternariol (AOH) and alternariol monomethyl ether (AME), were synthesized and applied to the extraction of both mycotoxins in food samples. The polymer was prepared using 4-vinylpiridine (VIPY) and methacrylamide (MAM) as

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