Comparison of the hydrogen bonding of racemic
RS-1-monostearoylglycerol and chiral
S-1-monostearoylglycerol in benzene was carried out through the NMR measurement. In addition, the concentration dependence of a chirality of
S-1-monostearoylglycerol in hexane was studied though UV and circular dichroism (CD) measurements. The chemical shifts of OH protons of the
S- and
RS-1- monostearoylglycerols indicated that the hydrogen bonding between the
R- and
S-form molecules of
RS-1-monostearoylglycerol is stronger than that between the
S- and
S-form molecules of
S-1-monostearoylglycerol in the low concentration region and that the difference in the strength of hydrogen-bonding between them becomes small in the high concentration region. The chirality of the
S-1-monostearoyglycerol in hexane decreased with increasing its concentration. This suggests that the association of chiral
S-1-monoacylglycerol arising from its increasing concentration reduces the chirality of
S-1-monostearoylglycerol.
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