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Merck

F6771

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
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
EC Number:
245-433-8
MDL number:
Assay:
≥90%
Form:
powder
Quality level:
Technical Service
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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

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


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Related Content

Product Information Sheet


Fumagillin: an overview of recent scientific advances and their significance for apiculture
van den Heever JP, et al.
Journal of Agricultural and Food Chemistry, 62(13), 2728-2737 (2014)
The effect of dicyclohexylamine and fumagillin on Nosema ceranae-infected honey bee (Apis mellifera) mortality in cage trial assays
Van den Heever JP, et al.
Apidologie, 47(5), 663-670 (2016)
A novel technique for quantifying changes in vascular density, endothelial cell proliferation and protein expression in response to modulators of angiogenesis using the chick chorioallantoic membrane (CAM) assay
Miller WJ, et al.
Journal of Translational Medicine, 2(1), 4-4 (2004)



Global Trade Item Number

SKUGTIN
F6771-1MG04061826674789
F6771-5MG04061833261781