[Synthesis, NMR and conformational studies of fucoidan fragments. VI. Fragments, content of alpha-(1--->2)-bound fucobioside unit]

Bioorg Khim. 2004 Mar-Apr;30(2):156-67. doi: 10.1023/b:rubi.0000023099.48598.9a.
[Article in Russian]

Abstract

A series of selectively sulfated di- and trisaccharide derivatives corresponding to the potential fragments of fucoidans with a (1-->2)-alpha-bound fucobioside unit were synthesized and studied by 1H and 13C NMR spectroscopy. NOE experiments and molecular modeling were used for a conformational analysis of the compounds synthesized. In the case of disaccharides, the experimental NOE values were found to agree with those obtained using modeling with the use of density functional theory (DFT) and differ from those resulting from modeling by the molecular mechanics MM3 force field. Trisaccharide fragments partially or completely sulfated in position 4 turned out to be correctly described by both MM3 force field and DFT computation. The English version of the paper: Russian Journal of Bioorganic Chemistry, 2004, vol. 30, no. 2; see also http://www.maik.ru.

Publication types

  • English Abstract

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Polysaccharides / chemical synthesis*
  • Polysaccharides / chemistry*

Substances

  • Polysaccharides
  • fucoidan