title: Regioselective glucosylation of inositols catalyzed by Thermoanaerobacter sp. CGTase.
abstract: Monoglucosylated products of L-chiro-, D-chiro-, muco-, and allo-inositol were synthesized by regioselective α-D-glucosylation with cyclodextrin glucosyl transferase from Thermoanaerobacter sp. after hydrolysis of by products with Aspergillus niger glucoamylase. While the reactions carried out with D-chiro-, muco-, and allo-inositol resulted in the regioselective formation of monoglucosylated products, two products were obtained in the reaction with L-chiro-inositol. Through the structural characterization of the glucosylated inositols here we demonstrated that the selectivity observed in the glucosylation of several inositols by Thermoanaerobacter sp. CGTase, is analogous to the specificity observed for the glucosylation of β-D-glucopyranose and equivalent glucosides.
authors.affiliation: Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos Av Universidad 1001, Col Chamilpa, CP 62209 Cuernavaca, Morelos 62210, México.
authors.forename: Alfonso
authors.initials: A
authors.lastname: Miranda-Molina
authors.forename: Silvia
authors.initials: S
authors.lastname: Marquina-Bahena
authors.forename: Agustín
authors.initials: A
authors.lastname: López-Munguía
authors.forename: Laura
authors.initials: L
authors.lastname: Alvarez
authors.forename: Edmundo
authors.initials: E
authors.lastname: Castillo
mesh_terms: D055162:Biocatalysis; D002236:Carbohydrate Conformation; D005964:Glucosyltransferases / Q000378:metabolism*; D006031:Glycosylation; D007294:Inositol / Q000096:biosynthesis* / Q000737:chemistry; D013237:Stereoisomerism; D046968:Thermoanaerobacter / Q000201:enzymology*
chemical_list: D007294:Inositol; D005964:Glucosyltransferases; C019963:cyclomaltodextrin glucanotransferase