Suberin

From Palaeos.org

Waxy, waterproof chemical in some plant cells, notably cork (in stems) and endodermis cells (in roots). Suberin is an extremely complex and irregular material, like lignin -- with which it shares some similarities. Suberin is composed of two physically separated domains: the aliphatic and phenolic. The phenolic domain is rather lignin-like, but with even greater variability, and built on the same basic unit of a di- or tri-hydroxyphenyl group attached to a three-carbon chain, variously oxidized and integrated with the carbohydrates of the cell walls. Perhaps the most common building block is ferulic acid: formally, 3-(2'-methoxy-3'-hydroxyphenyl)-propenoic acid. Distally, the phenolic domain is attached at points by ester linkages to glycerol. The remaining hydroxyls of the glycerol molecule are ester-linked to some strange-looking C-18 to C-30 lipids. These lipids are substituted at C9-10 with one or two hydroxyls, or even with an epoxide link between the two carbons. Finally the ω-position may be oxidized to a carboxylate (alone or esterized to glycerol) or hydroxyl (alone or esterised to ferulic acid). Variations allow for cross-linkage to other suberin molecules via the 9-10 or ω positions.

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