Synthesis of octyl O- and S-glycosides related to the GPI anchor of Trypanosoma brucei and their in vitro galactosylation by trypanosomal alpha-galactosyltransferases

Carbohydrate Research
Thomas ZieglerV Kolb

Abstract

Octyl O- and S-glycosides of mono- to tri-saccharides related to the core structure alpha-D-Manp-(1-->2)-alpha-D-Manp-(1-->6)-alpha-D-Manp of the GPI anchor of Trypanosoma brucei have been prepared via regioselective protodesilylation and glycodesilylation of octyl O- and S-glycosides of 2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1, 3-diyl)-alpha-D-mannopyranoside. The synthetic saccharides have been used as substrates for enzymatic alpha-galactosylation with membrane fractions of bloodstream forms of T. brucei strain 427 variants MITat 1.4, MITat 1.2, and MITat 1.5, respectively.

References

Jun 12, 1990·Biochemistry·J R ThomasT W Rademacher
Sep 15, 1986·Carbohydrate Research·P Kovác
Feb 1, 1993·Biochemical Society Transactions·A MehlertM A Ferguson

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Citations

May 13, 2005·Organic & Biomolecular Chemistry·Jacinta A Watt, Spencer J Williams
Jan 26, 2010·Medicinal Research Reviews·Francis E UmesiriSteven J Sucheck
Nov 26, 1999·Biochimica Et Biophysica Acta·M A FergusonT K Smith

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African trypanosomiasis, also known as sleeping sickness, is an insect-borne parasitic disease of humans and other animals. It is caused by protozoa of the species Trypanosoma brucei and almost invariably progresses to death unless treated. Discover the latest research on African trypanosomiasis here.