Snail P-mannosidase

Bicyclic polyhydroxylated isoquinuclidines with conformations that mimic the boat-form of pyranosides have been prepared in multiple steps from an achiral pyridinone. These compounds proved to be strong and selective inhibitors of snail P-mannosidase (130 R = H, K 20 pm R = Bn, Ki 0.17 pm). ... 

A library of piperidine-based SPH trimers incorporating monomer 42 (Scheme 6) was tested for glycosidase activity. No inhibition was observed for yeast a-glucosi-dase and isomaltase, almond P-glucosidase, human placenta a-fucosidase, snail P-mannosidase, and E. coli P-galactosidase, possibly because of the small number of hydroxyl groups present. 

Baker s yeast a-D-glucosidase Almond p-D-glucosIdase °Snail p-D-mannosidase... 

A 10,000-fold purified enzyme from hen oviduct305 hydrolyzed /3-D-Man-(GlcNAc)2-Asn at one quarter the rate, and /3-D-Man-(G1cNAc)2 at one-third the rate, of p-nitrophenyl /3-D-mannopyrano-side. The snail enzyme286 hydrolyzed the core glycopeptide, as well as a tri-D-mannose, a-D-Man-(l—>4)-/3-D-Man-(l— 4)-D-Man, but the latter was treated in the presence of an a-D-mannosidase here, the action of jS-D-mannosidase seems to follow that of a-D-mannosidase. 

---