The L‐fuco‐nitrone 1 has been synthesized from allyl 4,6‐O‐benzylidene‐α‐D‐glucopyranoside (4) in 11 steps and an overall yield of 18%. The key step is the intramolecular alkylation of an intermediary 1,1‐bis(hydroxylamine) derived from the tosyloxy oximes (E/Z)‐2. The nitrone 1 has been transformed into the diamine 30, the indolizidines 39 and 40, the indolizidinones 34 and 35, and the imidazole 44, all inhibiting bovine epididymis α‐L‐fucosidase with IC50 values between 105 nM and 240 μM.
Our group is working on the development of reliable access to biologically relevant, long, and modified RNA sequences. Here, we briefly present the chemical synthesis of such sequences with 2?-O-triisopropylsilyloxymethyl (= 2?-O-tom) protected ribonucleoside phosphoramidites,
their template-directed enzymatic ligation, and some examples of modified nucleotides, designed to promote structural and biological studies.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.