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Safety Information

P1639

Sigma-Aldrich

Patulin

≥98.0% (HPLC)

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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:
Molecular Weight:
154.12
Beilstein:
149675
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:
NACRES:
NA.85

Quality Level

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

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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.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Skin Irrit. 2

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Olivier Puel et al.
Toxins, 2(4), 613-631 (2010-04-01)
Patulin is a toxic chemical contaminant produced by several species of mold, especially within Aspergillus, Penicillium and Byssochlamys. It is the most common mycotoxin found in apples and apple-derived products such as juice, cider, compotes and other food intended for
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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