Trypanosomal Trans-sialidases: Valuable Synthetic Tools and Targets for Medicinal Chemistry.
In contrast to the general hydrolases, trans-sialidase from Trypanosoma cruzi (TcTS) shows excellent regio- and stereoselectivity as well as high yields in transfer reactions. Discussed are the occurrence of trans-sialidases and studies on the transfer mechanism. In detail, the preparative use by chemoenzymatic syntheses with TcTS are outlined with emphasis on the design of modified donor and acceptor substrates. Another section focuses on attempts to develop inhibitors for TcTS, and these endeavors are based on donor- and acceptor-inspired modifications as well as on some completely different structures.
Department of Chemistry, Faculty of Sciences, University of Hamburg, Martin-Luther-King-Platz 6, 20146, Hamburg, Germany.
Sebastian
S
Meinke
Joachim
J
Thiem
D002240:Carbohydrate Sequence; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D006023:Glycoproteins / Q000037:antagonists & inhibitors / Q000737:chemistry* / Q000378:metabolism; D008024:Ligands; D008969:Molecular Sequence Data; D009439:Neuraminidase / Q000037:antagonists & inhibitors / Q000737:chemistry* / Q000378:metabolism; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000378:metabolism; D015800:Protozoan Proteins / Q000037:antagonists & inhibitors / Q000138:chemical synthesis* / Q000378:metabolism; D012794:Sialic Acids / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism; D014349:Trypanosoma cruzi / Q000737:chemistry / Q000187:drug effects / Q000201:enzymology
D004791:Enzyme Inhibitors; D006023:Glycoproteins; D008024:Ligands; D009844:Oligosaccharides; D015800:Protozoan Proteins; D012794:Sialic Acids; C016735:sialooligosaccharides; C069715:trans-sialidase; D009439:Neuraminidase