Transsialidase from Trypanosoma cruzi for regio- and stereoselective synthesis of N-acyl-modified sialylated oligosaccharides and measurement of transfer rates.
Recombinant transsialidase from Trypanosoma cruzi (TcTS) was used for the sialylation with natural and non-natural derivatives of neuraminic acid. Neu5Ac-alpha(2-->3)-Gal-beta(1-->6)-Glc-alphaOMe was prepared in 80 % yield. Correspondingly, the modified trisaccharide derivatives Neu5Prop-alpha(2-->3)-Gal-beta(1-->6)-Glc-alphaOMe (32 %) and Neu5Gc-alpha(2-->3)-Gal-beta(1-->6)-Glc-alphaOMe (Prop=propanoyl, Gc=glycolyl) were obtained in 60 % yield, respectively.
Schroven
Andreas
A
University of Hamburg, Faculty of Science, Department of Chemistry, Institute of Organic Chemistry, Martin-Luther-King Platz 6, 20146, Hamburg, Germany.
Meinke
Sebastian
S
Ziegelmüller
Patrick
P
Thiem
Joachim
J
D000818:Animals; D002236:Carbohydrate Conformation; D008958:Models, Molecular; D009438:Neuraminic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D009439:Neuraminidase / Q000737:chemistry*; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D011994:Recombinant Proteins / Q000737:chemistry; D013237:Stereoisomerism; D013997:Time Factors; D014349:Trypanosoma cruzi / Q000201:enzymology*
D009438:Neuraminic Acids; D009844:Oligosaccharides; D011994:Recombinant Proteins; D009439:Neuraminidase