The synthesis and evaluation of novel sialic acid analogues bound to matrices for the purification of sialic acid-recognising proteins.
A novel N-acetylneuraminic acid analogue, 2-S-(5'-aminopentyl) 5-acetamido-3,5-dideoxy-2-thio-D-glycero-alpha-D-galacto-2- nonulopyranosidonic acid, as well as the thiosialoside 2-S-(2'-aminoethyl) 5-acetamido-3,5-dideoxy-2-thio-D-glycero-alpha-D-galacto-2- nonulopyranosidonic acid, have been synthesised and successfully coupled to CNBr-activated Sepharose 4B through the terminal amino group. The resultant affinity resins have proved efficient in purifying a number of sialic acid-recognising proteins such as Vibrio cholerae sialidase, sialidase-L from leech, trans-sialidase from Trypanosoma cruzi, and sialyltransferases from rat liver, all in high yield.
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Department of Medicinal Chemistry, Monash University, Parkville, Vic., Australia.
Ciccotosto
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Alafaci
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von Itzstein
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D000818:Animals; D002118:Calcium / Q000378:metabolism; D002846:Chromatography, Affinity / Q000379:methods; D003488:Cyanogen Bromide; D007865:Leeches; D008024:Ligands; D008099:Liver / Q000201:enzymology; D019158:N-Acetylneuraminic Acid / Q000031:analogs & derivatives*; D009439:Neuraminidase / Q000378:metabolism; D011506:Proteins / Q000302:isolation & purification*; D051381:Rats; D011994:Recombinant Proteins / Q000378:metabolism; D012685:Sepharose; D012799:Sialyltransferases / Q000378:metabolism; D014349:Trypanosoma cruzi
D008024:Ligands; D011506:Proteins; D011994:Recombinant Proteins; D012685:Sepharose; D012799:Sialyltransferases; C100877:sialidase L; D009439:Neuraminidase; D019158:N-Acetylneuraminic Acid; D003488:Cyanogen Bromide; D002118:Calcium