Retention behavior of positional isomers of disubstituted cyclomalto-oligosaccharide (cyclodextrin) derivatives on an ODS column

• Published in: Journal of Chromatography A Vol. 825; no. 2; pp. 195 - 199
• Main Authors: Tanimoto, Toshiko, Ikuta, Akiko, Koizumi, Kyoko, Kimata, Kazuhiro
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 06.11.1998; Elsevier
• Subjects: Analytical chemistry; Carbohydrate Conformation; Carbohydrate Sequence; Chemical Phenomena; Chemistry; Chemistry, Physical; Chromatographic methods and physical methods associated with chromatography; Chromatography, High Pressure Liquid - methods; Cyclodextrins; Cyclodextrins - chemistry; Exact sciences and technology; Isomerism; Molecular Sequence Data; Molecular Structure; Oligosaccharides; Other chromatographic methods; Positional isomers; Cyclodextrins; Oligosaccharides; Cyclodextrin; Position isomer; Separation; Oligoholoside; Refractometry; HPLC chromatography; Experimental study
• ISSN: 0021-9673
• DOI: 10.1016/S0021-9673(98)00712-2

The correlation between hydrophobic effects and structures of three and four positional isomers of 6 1,6 n -di- O-triphenylmethyl (trityl)- or 6 1,6 n -di- O- tert.- butyldimethylsilyl ( tert.-BuMe 2Si)-cyclomaltohexaoses (cG 6s, α-cyclodextrin) ( n=2–4), -cyclomaltoheptaoses (cG 7s, β-cyclodextrin) ( n=2–4), and -cyclomaltooctaoses (cG 8s, γ-cyclodextrin) ( n=2–5) on an ODS column are discussed. Cyclodextrins with two hydrophobic-substituted groups bonded to hydroxyl groups tended to show low retention of positional isomers in which the binding positions of the two substituted groups on the cyclodextrin ring were far apart from each other.