Abstract
Influenza sialidase offers an attractive site for the therapeutic intervention in influenza infections. A variety of 2-deoxy-2,3-dehydro-N-acetylneuraminic acid (Neu5Ac2en) analogs has been synthesized as competitve sialidase inhibitors. We found that Neu5Ac2en analog having thiocarbamoylmethyl group had most potent inhibitory activity towards human parainfluenza virus type 1(hPIV-1) sialidase. The fluorous tag allows us ready purification by a single chromatographic method, greatly reducing time for isolation. As a part of our ongoing program aimed at the synthesis of new sialidase inhibitors, we wish to present here the Neu5Ac aldolase-catalyzed synthesis of novel sialic acid derivatives from N-acetyl-D-mannosamine derivative bearing (perfluorohexyl)ethyl group as a fluorous tag at the C-6 position.
