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F6771

Sigma-Aldrich

Fumagillin

from Aspergillus sp. (Aspergillus fumigatus), ≥90% (HPLC), powder, MetAP2 inhibitor

Synonym(s):

Fugillin

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About This Item

Empirical Formula (Hill Notation):
C26H34O7
CAS Number:
Molecular Weight:
458.54
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Fumagillin from Aspergillus fumigatus, ≥90%, powder

biological source

Aspergillus sp. (Aspergillus fumigatus)

Quality Level

Assay

≥90%

form

powder

color

white

mp

197-198  °C

solubility

ethanol: 1 mg/mL

antibiotic activity spectrum

fungi

Mode of action

DNA synthesis | interferes

storage temp.

−20°C

SMILES string

COC1C(CCC2(CO2)C1C3(C)OC3C\C=C(\C)C)OC(=O)\C=C\C=C\C=C\C=C\C(O)=O

InChI

1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+

InChI key

NGGMYCMLYOUNGM-HCNIIHBUSA-N

General description

Fumagillin is a metabolic product of fungi. It is originally isolated from Aspergillus fumigatus.

Application

Fumagillin from Aspergillus fumigatus has been used:
  • in chick chorioallantoic membrane (CAM) assay to study the changes in protein expression in response to anti-angiogenic agent
  • to study its effects on the mortality of caged Nosema ceranae-infected honey bees- write in this way
  • as a positive control in in vitro and ex vivo studies

Biochem/physiol Actions

Fumagillin is known to be effective against microsporidian fungal infections.
Methionine aminopeptidase-2 (MetAP-2) inhibitor; inhibits endothelial cell proliferation and angiogenesis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Methionine aminopeptidases (MetAPs), which remove methionine residue from newly synthesized polypeptide chains, are a class of metalloproteases ubiquitously distributed in both eukaryotes and prokaryotes. MetAP-2 inhibition can induce G1 cell cycle arrest, cytostasis in tumor cells in vitro and inhibition

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