Spectrophotometric determinations of binding constants between cyclodextrins and aromatic nitrogen substrates at various pH values

Michelangelo Gruttadauria, Serena Riela, Paolo Maria Giuseppe Lo Meo, Francesca D'Anna, Renato Noto, Paolo Lo Meo, Paolo Lo Meo, Paolo Lo Meo, Serena Riela, Michelangelo Gruttadauria, Francesca D'Anna, Renato Noto

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24 Citations (Scopus)

Abstract

The inclusion capacity of native β-cyclodextrin (1) and mono-(6-amino-6-deoxy)-β-cyclodextrin (2) versus aromatic compounds having a nitro or an amino group or both has been investigated at three different pH values. Molecular interactions in inclusion complexes have also been investigated by means of molecular mechanics (MM2/QD) models. Electrostatic and van der Waals interactions and the formation of a hydrogen bond between the donor amino group and the oxygen atom of the secondary hydroxyl group seem to be the more important contributions in determining complex stability.The inclusion capacity of two different cyclodextrins versus aromatic compounds has been investigated at three different pH values. Molecular interactions in inclusion complexes have also been investigated by molecular mechanics models.
Original languageEnglish
Pages (from-to)6823-6827
Number of pages5
JournalTetrahedron
Volume57
Publication statusPublished - 2001

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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