ATR FTIR Spectroscopic Study on Insect Body Surface Lipids Rich in Methylene-Interrupted Diene.

To protect themselves, insects cover their bodies with what is called cuticular lipid. The cuticular lipid of an American cockroach has a unique lipid content; the most abundant is a cis-alkadiene, cis, cis-6,9-heptacosadiene, amounting to about 70%, which is followed by a branched alkane 3-methylpentacosane. In order to clarify the structural features of the unique lipid composition below the critical temperature, the cuticular lipid was studied by Fourier transform infrared (FTIR) spectroscopy in combination with an attenuated total reflection (ATR) sampling technique. The infrared spectra measured on an extracted lipid sample at 20 °C suggested that the lipid keeps an appreciable level of conformational and lateral packing regularity, in spite of a high cis-unsaturated lipid content, and also a highly disordered condition around the methyl terminals and cis-olefin groups. The CH scissoring and the CH rocking regions showed the characteristics of the O⊥ subcell. The same characteristics were observed also by in situ measurements on a forewing of the American cockroach. Combining the spectral features of these bands and the physicochemical properties of each component, it can be inferred that saturated lipids form highly ordered domains within the liquid containing the cis, cis-diene as the main component. For comparison, the cuticular lipid of a male cricket, which consisted of many different hydrocarbons, including 15% of unsaturated hydrocarbons, showed a lower regularity both in the conformation and in the lateral packing of hydrocarbon chains. These results imply that not only the degree of cis-unsaturation but also the chemical structure diversity of hydrocarbons are the important factors to determine the physicochemical properties of cuticular lipid.