247068-75-3Relevant academic research and scientific papers
Enzyme inhibition
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Page column 12, (2008/06/13)
Peptide-based compounds including heteroatom-containing, three-membered rings efficiently and selectively inhibit specific activities of N-terminal nucleophile (Ntn) hydrolases. The activities of those Ntn having multiple activities can be differentially inhibited by the compounds described. For example, the chymotrypsin-like and PGPH activities of the 20S proteasome can be selectively inhibited with the inventive compounds. The peptide-based compounds include an electron withdrawing group adjacent to the ring functionality, and the peptide include at least three peptide units. Among other therapeutic utilities, the peptide-based compounds exhibit anti-inflammatory and inhibition of cell proliferation, involving therapeutic applications for these compounds.
Total synthesis of the potent proteasome inhibitor epoxomicin: A useful tool for understanding proteasome biology
Sin, Ny,Kyung, Bo Kim,Elofsson, Mikael,Meng, Lihao,Auth, Hak,Kwok, Benjamin H. B.,Crews, Craig M.
, p. 2283 - 2288 (2007/10/03)
Epoxomicin (1), a peptide α',β'-epoxyketone isolated from the actinomycete strain No. Q996-17, possesses potent in vivo anti-tumor and anti-inflammatory activities. In this paper, we report the first syntheses of epoxomicin, [3H]-epoxomicin, and a biotinylated epoxomicin analog as well as the absolute configuration of the epoxide stereocenter. The natural product and derivatives have permitted the first identification of the proteasome as the specific cellular target of epoxomicin.
