P1639

Patulin

≥98.0% (HPLC)

• Synonym(s): Clavacin, Clavatin, Expansine, Gigantin, Leucopin, Mycoine C3, Terinin, 4-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one
• Empirical Formula (Hill Notation): C₇H₆O₄
• CAS Number: 149-29-1
• Molecular Weight: 154.12
• Beilstein: 149675
• EC Number: 205-735-2
• MDL number: MFCD00005858
• UNSPSC Code: 51102829
• PubChem Substance ID: 24898227
• NACRES: NA.85

Properties

• Quality Level: 300
• Assay: ≥98.0% (HPLC)
• form: powder
• solubility: water: 9-11 mg/mL
• antibiotic activity spectrum: fungi
• Mode of action: cell membrane | interferes
• storage temp.: −20°C
• SMILES string: 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
• InChI key: ZRWPUFFVAOMMNM-UHFFFAOYSA-N

Description

General description

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

Biochem/physiol Actions

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.

Other Notes

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

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300,H315
• Precautionary Statements: P264 - P270 - P280 - P301 + P310 - P302 + P352 - P332 + P313
• Hazard Classifications: Acute Tox. 2 Oral - Skin Irrit. 2
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves