Very-long-chain secondary alcohols and alkanediols in cuticular waxes of Pisum sativum leaves.
In cuticular waxes from leaves of Pisum sativum, 19 secondary alcohols, 10 primary/secondary alkanediols and three secondary/secondary alkanediols were identified by various chemical transformations with product assignment employing GC-MS. The homologous series of C29-C33 secondary alcohols (1.1 microg/cm2) was dominated by hentriacontanol isomers (94%). Only octacosanediols and trace amounts of hexacosanediols (< 1%) were detected in the primary/secondary alkanediol faction (0.7 microg/cm2). The secondary/secondary alkanediols (0.12 microg/cm2) contained a single homologue with chain length C31. All three compound classes showed characteristic isomer distributions with secondary functional groups predominantly located between C-14 and C-16. Based on the isomer compositions, the sequence of biosynthetic steps introducing the hydroxyl functions is discussed.
Wen
Miao
M
Department of Botany, University of British Columbia, Vancouver, Canada V6T 1Z4.
Au
Jason
J
Gniwotta
Franka
F
Jetter
Reinhard
R
D000438:Alcohols / Q000032:analysis / Q000737:chemistry*; D000473:Alkanes / Q000032:analysis / Q000737:chemistry*; D013058:Mass Spectrometry; D015394:Molecular Structure; D018532:Pisum sativum / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry*; D014885:Waxes / Q000032:analysis* / Q000737:chemistry*
D000438:Alcohols; D000473:Alkanes; D014885:Waxes