Synthesis of lysine-containing fragments of the Proteus mirabilis O27 O-specific polysaccharide and neoglycoconjugates therefrom

Carbohydr Res. 1992 Mar 2;225(2):279-89. doi: 10.1016/s0008-6215(00)90501-9.

Abstract

Amide-linked lysine mono- and di-uronic acid fragments of the O-specific polysaccharide from P. mirabilis O27 have been synthesised. N epsilon-Boc-L-lysine tert-butyl ester was condensed with 2-azidoethyl glycosides of glucuronic acid and beta-D-GlcpNAc-(1----3)-beta-D-GlcpA. Transformation of the products into 2-acrylamidoethyl glycosides, followed by deprotection using trifluoroacetic acid, gave the target monomers that were converted into high-molecular-weight copolymer-type neoglycoconjugates.

MeSH terms

  • Carbohydrate Sequence
  • Glycoconjugates / chemical synthesis*
  • Lysine / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • O Antigens
  • Polysaccharides, Bacterial / chemistry*
  • Proteus mirabilis / chemistry*

Substances

  • Glycoconjugates
  • O Antigens
  • Polysaccharides, Bacterial
  • Lysine