title: Chemoenzymatic synthesis of modified maltooligosaccharides from cyclodextrin derivatives.
abstract: Methyl and p-nitrophenyl alpha-maltooligosaccharides with a 3,6-anhydro ring on the fourth glucosyl residue, starting from the reducing end, were prepared. Enzymatic coupling catalyzed by CGTase, between 3A,6A-anhydrocyclomaltohexaose and methyl or p-nitrophenyl alpha-D-glucosides led to maltohepatosides. When miglitol, a nojirimycin analogue was used, maltooligosaccharides with miglitol at the reducing end were also obtained. After glucoamylase digestion, maltopentaosides with a 3,6-anhydro glucose as antepenultimate unit were produced in good yield. The same methyl maltopentaoside was also obtained when 3A,6A-anhydrocyclomaltoheptaose was incubated with methyl alpha-D-glucoside and CGTase, glucoamylase, glucose oxidase and catalase. These results provided new information about the specificity of the subsites of CGTase.
authors.affiliation: Centre de Recherches sur les Macromolécules Végétales, CNRS, Grenoble, France.
authors.forename: C
authors.initials: C
authors.lastname: Simiand
authors.forename: S
authors.initials: S
authors.lastname: Cottaz
authors.forename: C
authors.initials: C
authors.lastname: Bosso
authors.forename: H
authors.initials: H
authors.lastname: Driguez
mesh_terms: D003505:Cyclodextrins / Q000737:chemistry*; D005964:Glucosyltransferases / Q000737:chemistry; D009844:Oligosaccharides / Q000138:chemical synthesis*
chemical_list: D003505:Cyclodextrins; D009844:Oligosaccharides; C021705:maltooligosaccharides; D005964:Glucosyltransferases