title: The conformation of 1,6-anhydrolactose and its hexa-acetate in solution.
abstract: The conformation of 1,6-anhydrolactoase (1) has been investigated by n.m.r. spectroscopy and molecular mechanics calculations. For a solution in D2O, the 1,6-anhydroglucopyranoid ring has a 1C4 conformation, whereas there is a approximately 1:1 equilibrium between the 1C4 and the BO,3 conformations in (CD3)2SO. There is restricted flexibility with phi -80 +/- 20 degrees and psi -120 +/- 40 degrees. The hexa-acetate (2) of 1 shows a similar conformational behaviour.
authors.affiliation: Instituto de Química Orgánica, C.S.I.C., Madrid, Spain.
authors.forename: A
authors.initials: A
authors.lastname: Rivera-Sagredo
authors.forename: J
authors.initials: J
authors.lastname: Jiménez-Barbero
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D007785:Lactose / Q000031:analogs & derivatives* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008969:Molecular Sequence Data; D009904:Optical Rotation
chemical_list: C073204:1,6-anhydrolactose hexaacetate; C073203:1,6-anhydrolactose; D007785:Lactose