A. Gibbs et Jg. Pomonis, PHYSICAL-PROPERTIES OF INSECT CUTICULAR HYDROCARBONS - THE EFFECTS OFCHAIN-LENGTH, METHYL-BRANCHING AND UNSATURATION, Comparative biochemistry and physiology. B. Comparative biochemistry, 112(2), 1995, pp. 243-249
The waterproofing abilities of insect cuticular lipids, consisting mai
nly of hydrocarbons, are thought to depend upon their biophysical prop
erties. However, little is known regarding the effects of specific str
uctural changes upon cuticular lipid properties. We examined the phase
behavior of pure hydrocarbons differing in chain length, methyl-branc
hing pattern, and unsaturation, using Fourier transform infrared spect
roscopy. Melting temperatures (T-m) of 21-40 carbon n-alkanes increase
d by 1-3 degrees C for an increase in backbone chain length of one car
bon atom. The effects of methyl-branching on hydrocarbon properties de
pended upon the location of the methyl group along the molecule. Melti
ng temperatures of 25-carbon long methylpentacosanes decreased by over
30 degrees C as the location of the methyl moiety was shifted from th
e terminal portion of the molecule to more internal positions. Additio
n of a second methyl branch had additional effects on T-m. Unsaturatio
n decreased T-m by 50 degrees C or more.