VIBRATIONAL RAMAN OPTICAL-ACTIVITY STUDY OF D-GLUCOSE

Vibrational Raman optical activity (ROA) spectra in back-scattering from 600 to 1600 cm(-1) of D-glucose, D-glucose-1-d, D-glucose-6,6-d(2), D-glucose-O-d(5), 5-thio-D-glucose, and D-glucosamine hydrochloride are reported. Prominent signals for D-glucose appear in the region above similar to 950 cm(-1) and can be subdivided into a fingerprint region from similar to 950 to similar to 1200 cm(-1), and a CH2 and C-O-H deformations region above similar to 1200 cm(-1). In the fingerprint region, ROA signals which reflect the relative orientation of substituents originate primarily in skeletal C-C and C-O stretch coordinates: C-O-H deformation coordinates also contribute to the parent Raman band intensity but not to the ROA intensity. In the CH2 and C-O-H deformations region, negative and positive ROA bands appear at similar to 1220 and similar to 1260 cm-(1) which may be attributed to the gauche-gauche and gauche-trans rotamers of the exocyclic hydroxymethyl group, respectively. The similar to 1260 cm(-1) ROA signal also reflects the anomeric configuration since only the beta anomer generates an ROA signal at this wavenumber.