title: Stereochemical studies of sialic acid derivatives by vibrational circular dichroism.
abstract: Systematic VCD studies of N-acetylneuraminic acid (Neu5Ac), a recognition-related unique carbohydrate, were performed for the first time. Two pairs of anomeric isomers regarding a quaternary C2 asymmetric carbon of Neu5Ac derivatives were synthesized. VCD spectral patterns around the ester carbonyl region, as well as other Mid-IR regions, would be practical markers to distinguish the C2 stereochemistry.
authors.affiliation: Graduate School of Advanced Life Science, Frontier Research Center for Post-Genome Science and Technology, Hokkaido University, Kita-ku, Sapporo, Japan.
authors.forename: Atsufumi
authors.initials: A
authors.lastname: Nakahashi
authors.forename: Tohru
authors.initials: T
authors.lastname: Taniguchi
authors.forename: Nobuaki
authors.initials: N
authors.lastname: Miura
authors.forename: Kenji
authors.initials: K
authors.lastname: Monde
mesh_terms: D002942:Circular Dichroism; D015394:Molecular Structure; D019158:N-Acetylneuraminic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D014732:Vibration
chemical_list: D019158:N-Acetylneuraminic Acid