4.4 Article

Synthesis of mucin glycans from the protozoon parasite Trypanosoma cruzi

Journal

SYNLETT
Volume -, Issue 14, Pages 2175-2177

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1078249

Keywords

oligosaccharide; synthesis; parasite; mucin; trans-sialidase; drug target

Funding

  1. EU Marie Curie Intra-European Fellowship (RMvW)
  2. EPSRC Mass Spectrometry Service Centre, Swansea
  3. BBSRC [BBS/E/J/000C0618] Funding Source: UKRI
  4. Biotechnology and Biological Sciences Research Council [BBS/E/J/000C0618] Funding Source: researchfish

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A short, blockwise, 2+2-glycosylation approach to the synthesis of a tetrasaccharide component of Trypanosoma cruzi mucin is reported. Despite the use of a 1,2-linked disaccharide donor, high yield (79%) and good stereocontrol (>10:1, beta:alpha) were achieved in the key glycosylation step. Preliminary studies indicate that this branched tetrasaccharide can serve as a substrate for enzymatic sialylation by the parasite cell surface trans-sialidase.

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