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  • Title: Synthesis of selective inhibitors against V. cholerae sialidase and human cytosolic sialidase NEU2.
    Author: Khedri Z, Li Y, Cao H, Qu J, Yu H, Muthana MM, Chen X.
    Journal: Org Biomol Chem; 2012 Aug 14; 10(30):6112-20. PubMed ID: 22641268.
    Abstract:
    Sialidases or neuraminidases catalyze the hydrolysis of terminal sialic acid residues from sialyl oligosaccharides and glycoconjugates. Despite successes in developing potent inhibitors specifically against influenza virus neuraminidases, the progress in designing and synthesizing selective inhibitors against bacterial and human sialidases has been slow. Guided by sialidase substrate specificity studies and sialidase crystal structural analysis, a number of 2-deoxy-2,3-dehydro-N-acetylneuraminic acid (DANA or Neu5Ac2en) analogues with modifications at C9 or at both C5 and C9 were synthesized. Inhibition studies of various bacterial sialidases and human cytosolic sialidase NEU2 revealed that Neu5Gc9N(3)2en and Neu5AcN(3)9N(3)2en are selective inhibitors against V. cholerae sialidase and human NEU2, respectively.
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