VIBRATIONAL RAMAN OPTICAL-ACTIVITY STUDY OF D-GLUCOSE

Vibrational Raman optical activity (ROA) spectra in back-scattering fr om 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 a re reported. Prominent signals for D-glucose appear in the region abov e similar to 950 cm(-1) and can be subdivided into a fingerprint regio n from similar to 950 to similar to 1200 cm(-1), and a CH2 and C-O-H d eformations region above similar to 1200 cm(-1). In the fingerprint re gion, ROA signals which reflect the relative orientation of substituen ts originate primarily in skeletal C-C and C-O stretch coordinates: C- O-H deformation coordinates also contribute to the parent Raman band i ntensity but not to the ROA intensity. In the CH2 and C-O-H deformatio ns region, negative and positive ROA bands appear at similar to 1220 a nd similar to 1260 cm-(1) which may be attributed to the gauche-gauche and gauche-trans rotamers of the exocyclic hydroxymethyl group, respe ctively. The similar to 1260 cm(-1) ROA signal also reflects the anome ric configuration since only the beta anomer generates an ROA signal a t this wavenumber.