The Paraffin Hydrocarbons of Wool Wax. Normal, Iso, Anteiso, and Other Branched Isomers

Studies on the Host-specific Pathotoxins Produced byBipolaris(Helminthosporium)maydis, Race T, “Characterization of the Minor C35-, C47- and C49-Components of the Toxin Complex and Evidence Bearing on the Stereo-chemistry of Hydroxyl Groups”

“…6 ) In addition, supporting evidence, based on the analysis of tetrahydropyran derivatives prepared from the toxin complex by methods reported previously, is presented. Preliminary evidence bearing on the stereochemistry of the two asymmetric carbons at C-6 and C-8 positions also is presented.…”

“…The products were separated by silica gel column chromatography into two fractions as described in a previous report. 4 ) The first eluate with n-hexane from the column was treated with molecular sieve according to the method of Mold et al 6 ) as follows: The hydrocarb<)1ls (18 mg) were dissolved in 3.5 ml of distilled isooctane. This solution was shaken for 3 hr with 3 g of 5 A molecular sieve (1(16 pellets, Wako Pure Chemical Industries, Ltd.) and allowed to remain in contact with sieve over-night.…”

“…from toxins, which was prepared by the same method as in the previous report,4) was carried out to remove complex by-products by the treatment with a molecular sieve according to the method of Mold et aZ. 6 ) GC-MS spectral analysis of the purified hydrocarbon mixture showed the characteristic fragmentation patterns of normal hydrocarbons between C 35 and C 49 which differed by two carbons from each other. From these results, it was clear that all of C 35 -to C 49 -toxins have normal carbon chains as their carbon skeletons (n-C35H72 to n-C 49 H lOO with odd carbon numbers).…”

Biosynthesis of Surface Lipids

“…waxes contain branched hydrocarbons, primarily 2-methyl (iso) and 3-methyl (anteiso) (3), unsaturated hydrocarbons (4,5), and even cycloparaffins (6,7).…”

“…Valine would yield a C4 piece of the iso type which would give homologous fatty acids with an even number of carbon atoms and iso paraffins with an odd number of carbon atoms. In fact, such a distribution of fatty acids and paraffins has been demon- strated both in tobacco and in wool (3,6,44).…”