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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

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About This Item

Empirical Formula (Hill Notation):
C7H6O4
CAS Number:
149-29-1
Molecular Weight:
154.12
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
24898227
EC Number:
205-735-2
Beilstein/REAXYS Number:
149675
MDL number:
MFCD00005858
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Quality Segment

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

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[1]
  • in molecular cloning and functional characterization of two CYP619 cytochrome P450s involved in biosynthesis of patulin in Aspergillus clavatus[2]

Biochem/physiol Actions

Mycotoxin with anti-bacterial, potassium uptake inhibitory,[1] and possibly carcinogenic[2] 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.

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This Item
CRM469143412792648
Patulin ≥98.0% (HPLC)

Sigma-Aldrich

P1639

Patulin

Patulin solution certified reference material, 100 μg/mL in chloroform, ampule of 1 mL

Supelco

CRM46914

Patulin solution

Patulin solution 100 μg/mL in acetonitrile, analytical standard

Supelco

34127

Patulin solution

Betulin analytical standard

Supelco

92648

Betulin

mode of action

cell membrane | interferes

mode of action

-

mode of action

-

mode of action

-

antibiotic activity spectrum

fungi

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

300

Quality Level

300

Quality Level

100

Quality Level

100

assay

≥98.0% (HPLC)

assay

-

assay

-

assay

≥97.5% (TLC)

form

powder

form

-

form

-

form

-

storage temp.

−20°C

storage temp.

-10 to -25°C

storage temp.

−20°C

storage temp.

-

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300,H315

Hazard Classifications

Acute Tox. 2 Oral - Skin Irrit. 2

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Gloves

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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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