The vibrational Raman optical activity (ROA) spectra of the four ketos
e sugars D-fructose, L-sorbose, D-tagatose and D-psicose in aqueous so
lution, which have been measured in backscattering in the range approx
imate to 250-1500 cm(-1), are reported. These results are combined wit
h those from a previous ROA study of aldose and pentose sugars in an a
ttempt to establish new vibrational assignments and to verify old ones
. The high information content of these spectra provides a new perspec
tive on all the central features of monosaccharide stereochemistry inc
luding dominant anomeric configuration, ring conformation, exocyclic C
H2OH group conformation and relative disposition of the hydroxyl group
s around the ring.