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P1639

Sigma-Aldrich

Patulin

≥98.0% (HPLC)

Synonyme(s) :

Clavacin, Clavatin, Expansine, Gigantin, Leucopin, Mycoine C3, Terinin, 4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one

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About This Item

Formule empirique (notation de Hill):
C7H6O4
Numéro CAS:
149-29-1
Poids moléculaire :
154.12
Numéro Beilstein :
149675
Numéro CE :
205-735-2
Numéro MDL:
MFCD00005858
Code UNSPSC :
51102829
ID de substance PubChem :
24898227
Nomenclature NACRES :
NA.85

Niveau de qualité

300

Pureté

≥98.0% (HPLC)

Forme

powder

Solubilité

water: 9-11 mg/mL

Spectre d'activité de l'antibiotique

fungi

Mode d’action

cell membrane | interferes

Température de stockage

−20°C

Chaîne SMILES 

OC1OCC=C2OC(=O)C=C12

InChI

1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2

Clé InChI

ZRWPUFFVAOMMNM-UHFFFAOYSA-N

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Description générale

Patulin is a mycotoxin produced by a variety of molds, such as, Aspergillus and Penicillium. It is commonly found in apples. It is used as an inhibitor of potassium uptake and as an inducer of ion flux across cell membranes, potentially involving Na+-K+ dependent ATPase and to induce intra- and intermolecular protein crosslinking.

Application

Patulin has been used:
  • to study patulin contamination of bottled wine
  • in DNA-damaging activity of patulin in Escherichia coli
  • in molecular cloning and functional characterization of two CYP619 cytochrome P450s involved in biosynthesis of patulin in Aspergillus clavatus

Actions biochimiques/physiologiques

Mycotoxin with anti-bacterial, potassium uptake inhibitory, and possibly carcinogenic activities. It is used as an inhibitor of potassium uptake and as an inducer of ion flux across cell membranes, potentially involving Na+-K+ dependent ATPase and to induce intra- and intermolecular protein crosslinking.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300,H315

Classification des risques

Acute Tox. 2 Oral - Skin Irrit. 2

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Gloves

Certificats d'analyse (COA)

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Nikita Malhotra et al.
International journal of cardiology, 197, 318-325 (2015-07-08)
A therapeutic window in antiplatelet treatment has been associated with concurrent lowering of bleeding and ischemic risks. Prasugrel and ticagrelor provide potent platelet inhibition, but may increase bleeding. No study has evaluated a personalized therapy with selective use of novel
Effects of various lactones and related compounds on cation transfer in incubated cold-stored human erythrocytes.
J B KAHN
The Journal of pharmacology and experimental therapeutics, 121(2), 234-251 (1957-10-01)
Birkinshaw, M., et al.
Lancet, 245, 625-625 (1943)
Peter O Krutzik et al.
Nature chemical biology, 4(2), 132-142 (2007-12-25)
Drug screening is often limited to cell-free assays involving purified enzymes, but it is arguably best applied against systems that represent disease states or complex physiological cellular networks. Here, we describe a high-content, cell-based drug discovery platform based on phosphospecific
Alicia Rodríguez et al.
International journal of food microbiology, 155(1-2), 10-18 (2012-02-14)
A multiplex real-time PCR (qPCR) method to quantify aflatoxin, ochratoxin A (OTA) and patulin producing molds in foods was developed. For this, the primer pairs F/R-omt, F/R-npstr and F/R-idhtrb and the TaqMan probes, OMTprobe, NPSprobe and IDHprobe targeting the omt-1
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