N.m.r. study on the formation and geometry of inclusion complexes of 6-O-(alpha-maltosyl)cyclomalto-hexaose and -heptaose with p-nitrophenol in aqueous solution

Carbohydr Res. 1992 Mar 30;226(2):197-208. doi: 10.1016/0008-6215(92)84067-3.

Abstract

The formation and molecular geometry of inclusion complexes of some branched cyclomaltaoses with p-nitrophenol in aqueous solution have been investigated by using high-resolution 1H-n.m.r. spectroscopy. 6-O-(alpha-Maltosyl)cyclomalto-hexaose and -heptaose were found to form 1:1 inclusion complexes with p-nitrophenol, and the dissociation constants for their complexes are quite similar to those for corresponding unbranched cyclomaltaose-p-nitrophenol complexes, indicating that formation of these inclusion complexes is not hampered by the maltosyl branch. From measurement of nuclear Overhauser enhancements, it was concluded that the maltosyl branch is not situated over the entrance of the cavity.

Publication types

  • Comparative Study

MeSH terms

  • Carbohydrate Sequence
  • Cyclodextrins / chemistry*
  • Magnetic Resonance Spectroscopy
  • Maltose / analogs & derivatives
  • Maltose / chemistry
  • Molecular Sequence Data
  • Nitrophenols / chemistry*
  • Solutions
  • beta-Cyclodextrins*

Substances

  • Cyclodextrins
  • Nitrophenols
  • Solutions
  • beta-Cyclodextrins
  • 6-O-(maltosyl)cyclomaltohexaose
  • 6-O-maltosyl-beta-cyclodextrin
  • Maltose
  • 4-nitrophenol