A highly convergent synthesis of an N-linked glycopeptide presenting the H-type 2 human blood group determinant Academic Article uri icon

Overview

MeSH Major

  • Carbocyanines
  • Fluorescent Dyes
  • Microscopy, Fluorescence

abstract

  • The total synthesis of an H-type blood group determinant in a model biological setting is described. The construct is comprised of a high mannose core structure with projecting lactose spacers, culminating in a two-copy presentation of the H-type blood group determinant itself. Key reactions that were used in this construction include sulfonamidohydroxylation (see 15→18) and benzoate-directed glycosylation via an activated thiophenyl donor (see 34→36). Another key strategic element involved the epimerization of an interior core glucoside to reach the β-mannoside (see 37→38) required in the ring C sugar of the high mannose core. © 2006 Elsevier Ltd. All rights reserved.

publication date

  • May 15, 2006

Research

keywords

  • Academic Article

Identity

Digital Object Identifier (DOI)

  • 10.1016/j.tet.2006.02.080

Additional Document Info

start page

  • 4954

end page

  • 4978

volume

  • 62

number

  • 20