INHIBITION OF NARINGINASE (L-RHAMNOSIDASE) BY PIPERIDINE ANALOGUES OF L-RHAMNOSE: SCAFFOLDS FOR LIBRARIES INCORPORATING TRIHYDROXYPIPECOLIC ACIDS

Abstract L-Deoxyrhamnojirimycin 1 does not inhibit naringinase significantly but 5- epi -L-deoxyrhamnojirimycin 2 is a potent inhibitor. Conversely, α-C-glycosides of 1 are good inhibitors of L-rhamnosidase whereas those of 2 are not. Intermediate azabicyclic lactones are likely to be of use for the incorporation of a number of trihydroxypipecolic acids into peptide libraries.