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Very-long-chain secondary alcohols and alkanediols in cuticular waxes of Pisum sativum leaves

TitleVery-long-chain secondary alcohols and alkanediols in cuticular waxes of Pisum sativum leaves
Publication TypeJournal Article
Year of Publication2006
AuthorsWen, M, Au, J, Gniwotta, F, Jetter, R
JournalPhytochemistry
Volume67
Pagination2494-2502
Date PublishedNov
Type of ArticleArticle
ISBN Number0031-9422
Keywordsbiosymbetic pathways, chain length, CHEMICAL-COMPOSITION, EPICUTICULAR WAXES, GC-MS, leaf surface, pea
Abstract

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 C-29-C-33 secondary alcohols (1.1 mu g/cm(2)) was dominated by hentriacontanol isomers (94%). Only octacosanediols and trace amounts of hexacosanediols (< 1%) were detected in the primary/secondary alkanediol faction (0.7 mu g/cm(2)). The secondary/secondary alkanediols (0.12 mu g/cm(2)) contained a single homologue with chain length C-31. 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. (c) 2006 Elsevier Ltd. All rights reserved.

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