cis-Fumagillin methyl ester

cis-Fumagillin methyl ester

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Category Enzyme inhibitors
Catalog number BBF-01452
CAS
Molecular Weight 472.57
Molecular Formula C27H36O7

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Description

Cis-Fumagillin methyl ester is originally isolated from Penicillum sp. F2757. It inhibits the MetAP2 and MetAPI with IC50 of 6.3nmol/L and <200nmol/L, respectively.

Properties

Appearance Yellow Powder
Melting Point 52-55°C

Reference Reading

1. cis-fumagillin, a new methionine aminopeptidase (type 2) inhibitor produced by Penicillium sp. F2757
J Y Kwon, H W Jeong, H K Kim, K H Kang, Y H Chang, K S Bae, J D Choi, U C Lee, K H Son, B M Kwon J Antibiot (Tokyo). 2000 Aug;53(8):799-806. doi: 10.7164/antibiotics.53.799.
Selective inhibition against the yeast MetAP2 (methionine aminopeptidase type 2) was detected in the fermentation broth of a fungus F2757 that was later identified as Penicillium janczewskii. A new compound cis-fumagillin methyl ester (1) was isolated from the diazomethane treated fermentation extracts together with the known compound fumagillin methyl ester (2). The cis-fumagillin methyl ester, a stereoisomer of fumagillin methyl ester at the C2'-C3' position of the aliphatic side chain, selectively inhibited growth of the map1 mutant yeast strain (MetAP1 deletion strain) at a concentration as low as 1 ng. However, the wild type yeast w303 and the mutant map2 (MetAP2 deleted) strains were resistant up to 10 microg of the compound. In enzyme experiments, compound 1 inhibited the MetAP2 with an IC50 value of 6.3 nM, but it did not inhibit the MetAP1 (IC50 >200 microM). Compound 2 also inhibited the MetAP2 with an IC50 value of 9.2 nM and 105 microM against MetAP1.

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