1619233-29-2Relevant academic research and scientific papers
Exploring dual electrophiles in peptide-based proteasome inhibitors: Carbonyls and epoxides
Xin, Bo-Tao,De Bruin, Gerjan,Verdoes, Martijn,Filippov, Dmitri V.,Van Der Marel, Gijs A.,Overkleeft, Herman S.
, p. 5710 - 5718 (2014/07/22)
Peptide epoxyketones are potent and selective proteasome inhibitors. Selectivity is governed by the epoxyketone dual electrophilic warhead, which reacts with the N-terminal threonine 1,2-amino alcohol uniquely present in proteasome active sites. We studied a series of C-terminally modified oligopeptides featuring adjacent electrophiles based on the epoxyketone warhead. We found that the carbonyl moiety in the natural warhead is essential, but that the adjacent epoxide can be replaced by a carbonyl, though with considerable loss of activity. the Partner Organisations 2014.
