Fumagillin • NSC 9168; Amebacilin (CAS 23110-15-8) || Cayman Chemical

Fumagillin New

Cayman Chemical Item Number 11332

NSC 9168; Amebacilin (CAS 23110-15-8)

Fumagillin (CAS 23110-15-8)

Description

Fumagillin is an antibiotic derived from the fungus A. fumigatus. It binds and inhibits methionine aminopeptidase-2 with an IC₅₀ value of 10 nM.^1,2 Fumagillin inhibits angiogenesis by impairing the growth of endothelial cells and altering gene expression.^1,3,4 It also impairs microsporidial replication and can be used to treat both conjunctival and intestinal microsporidial infections in immunocompromised patients.^5,6 Finally, fumagillin reduces diet-induced adipose tissue formation in mice, independent of its effects on angiogenesis.⁷

1 Griffith, E.C., Su, Z., Niwayama, S., et al. Molecular recognition of angiogenesis inhibitors fumagillin and ovalicin by methionine aminopeptidase 2. Proc Natl Acad Sci USA 95 15183-15188 (1998).

2 Lowther, W.T., McMillen, D.A., Orville, A.M., et al. The anti-angiogenic agent fumagillin covalently modifies a conserved active-site histidine in the Escherichia coli methionine aminopeptidase. Proc Natl Acad Sci USA 95 12153-12157 (1998).

3 Mazzanti, C.M., Tandle, A., Lorang, D., et al. Early genetic mechanisms underlying the inhibitory effects of endostatin and fumagillin on human endothelial cells. Genome Res 14 1585-1593 (2004).

4 Sheen, I., Jeng, K., Jeng, W., et al. Fumagillin treatment of hepatocellular carcinoma in rats: An in vivo study of antiangiogenesis. World J Gastroenterol 11(6) 771-777 (2005).

5 Didier, E.S., Rogers, L.B., Brush, A.D., et al. Diagnosis of disseminated microsporidian Encephalitozoon hellem infection by PCR-southern analysis and successful treatment with albendazole and fumagillin. J Clin Microbiol 34(4) 947-952 (1996).

6 Molina, J., Tourneur, M., Sarfati, C., et al. Fumagillin treatment of intestinal microsporidiosis. N Engl J Med 346(25) 1963-1969 (2002).

7 Lijnen, H.R., Frederix, L., and Van Hoef, B. Fumagillin reduces adipose tissue formation in murine models of nutritionally induced obesity. Obesity 18 2241-2246 (2010).

Synonyms

NSC 9168
Amebacilin

Formal Name

1-[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester-2E,4E,6E,8E-decatetraenedioic acid

CAS Number

23110-15-8

Molecular Formula

C₂₆H₃₄O₇

Formula Weight

458.6

Formulation

A crystalline solid

Purity

≥95%

λ_max

334, 348 nm

Stability

2 years

Storage

-20°C

Shipping

Wet ice in continental US; may vary elsewhere

SMILES

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O=C(O[C@H]1[C@@H](OC)[C@]([H])([C@@]2(C)O[C@@H]2C/C=C(C)/C)[C@@]3(CO3)CC1)/C=C/C=C/C=C/C=C/C(O)=O

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1 mg 
$78.00

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5 mg 
$312.00

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10 mg 
$560.00

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Fumagillin New

Fumagillin (CAS 23110-15-8)

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Fumagillin New

Fumagillin (CAS 23110-15-8)

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