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Synthesis, Conformation, and Binding Properties of Cyclodextrin Homo‐ and Heterodimers Connected through Their Secondary Sides
Author(s) -
Venema Fokke,
Nelissen Hubertus F. M.,
Berthault Patrick,
Birlirakis Nicolaos,
Rowan Alan E.,
Feiters Martinus C.,
Nolte Roeland J. M.
Publication year - 1998
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19981102)4:11<2237::aid-chem2237>3.0.co;2-4
Subject(s) - cyclodextrin , chemistry , stereochemistry , crystallography , proton nmr , two dimensional nuclear magnetic resonance spectroscopy , biochemistry
Using soft‐pulse 2D NMR techniques , nearly complete assignments of the 600 and 800 MHz NMR spectra of an octamethylene‐spaced β ‐cyclodextrin (CD) homodimer ( 1 , L=(CH 2 ) 8 ) and a heterodimer with one α ‐ and one β ‐CD can be made. These clearly show the self‐inclusion of the aliphatic spacer in one of the CD units. When, for example, a short ethylene spacer is used to connect the CDs, this self‐encapsulation can not occur. This difference in behavior markedly affects the binding properties of the different dimers. L=(CH 2 ) 2 ,(CH 2 ) 8 ,2,2′‐bipyridyl.