How pure is your thiosialoside? A reinvestigation into the HPLC purification of thioglycosides of N-acetylneuraminic acid.
The synthesis of thiosialosides as potential biological probes for investigations involving the use of sialic acid-recognising proteins has been reinvestigated. It has been found that the most efficient method for the preparation of thiosialosides free from any 2,3-didehydro sialic acid contaminants involves an intermediate HPLC purification of thiosialosides as their methyl esters. Subsequent methyl ester hydrolysis provides thiosialosides (eg. 6 and 14) which are suitable for studies involving the use of sialic acid-recognising proteins.
Groves
D R
DR
Department of Medicinal Chemistry, Monash University (Parkville Campus), Victoria, Australia.
Bradley
S J
SJ
Rose
F J
FJ
Kiefel
M J
MJ
von Itzstein
M
M
D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D012680:Sensitivity and Specificity; D012794:Sialic Acids / Q000737:chemistry; D013865:Thioglycosides / Q000737:chemistry*
D012794:Sialic Acids; D013865:Thioglycosides; D019158:N-Acetylneuraminic Acid