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Thesis-Final 03 June 2011 pdf - Jacobs University

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Background Chapter 2<br />

Biosynthesis of phenolic compounds in plants<br />

Phenolics display a wide variety of structures, ranging from simple moieties<br />

containing a single hydroxylated aromatic ring to highly complex polymeric<br />

substances. 27,28 The biosynthetic pathways of phenolic compounds in plants are well<br />

established. 29 The biosynthetic pathways of some flavonols and phenolic acids are<br />

shown in Figure 6. The biosynthesis and accumulation of secondary compounds can<br />

be an endogenously controlled process during developmental differentiation or it can<br />

be regulated by exogenous factors such as light, temperature and wounding.<br />

Phenylalanine, produced in plants via the shikimate pathway, is a common precursor<br />

for most phenolic compounds in higher plants (Figure 6). Similarly, hydroxycinnamic<br />

acids, and particularly their coenzyme A esters, are common structural elements of<br />

phenolic compounds, such as cinnamate esters and amides, lignin, flavonoids and<br />

condensed tannins 30 (Figure 6). The phenylalanine/hydroxycinnamate pathway is<br />

defined as general phenylpropanoid metabolism. It includes reactions leading from L-<br />

phenylalanine to the hydroxycinnamates and their activated forms.The enzymes<br />

catalysing the individual steps in general phenylpropanoid metabolism are<br />

phenylalanine ammonialyase (PAL), cinnamic acid 4-hydroxylase (CA4H), and<br />

hydroxycinnamate: coenzyme A ligase (C4L). These three steps are necessary for the<br />

biosynthesis of phenolic compounds. A growing body of evidence indicates that<br />

phenylpropanoid and flavonoid pathways are catalysed by several membraneassociated<br />

multienzyme complexes. 31<br />

7

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