Gallastegui N.,TU Munich |
Stein M.,TU Munich |
Schmidt B.,Institute for Organic Chemistry and Biochemistry |
Kloetzel P.-M.,Charite Institute For Biochemie |
And 4 more authors.
Angewandte Chemie - International Edition
Lead role: The role of peptidyl α-keto aldehydes as proteasome inhibitors is well established, yet their molecular binding mode requires additional investigation (see picture). A cyclization mechanism that proceeds through hemiketal and Schiff base formation with the nucleophilic N-terminal threonine of β5 is shown to result in the reversible formation of a 5,6-dihydro-2H-1,4-oxazine ring. This agent serves as a new lead for the development of anticancer drugs. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source