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O2 trans-cinnamate chlorogenic acid CoA CoA 4-coumaroyl-CoA 4-coumaroylshikimate 4-coumarate caffeoyl-CoA ATP O2 PP NADP+ NADP+ shikimate quinate AMP NH3 CoA shikimate 5-O-caffeoylshikimate CoA NADPH NADPH L-phenylalanine 2.3.1.99 | hydroxycinnamoyl-CoA:quinate hydroxycinnamoyltransferase 4.3.1.5 | phenylalanine ammonia-lyase 6.2.1.12 | 4-Coumarate-CoA ligase 2.3.1.133 | hydroxycinnamoyl-CoA: shikimate/quinate hydroxycinnamoyltransferase (caffeoyl-CoA synthesis) 2.3.1.133 | hydroxycinnamoyl-CoA: shikimate/quinate hydroxycinnamoyltransferase (4-coumaroylshikimate synthesis) 1.14.13.36 | p-coumaroyl shikimate/quinate 3'-hydroxylase (caffeoylshikimate synhthesis) 1.14.13.11 | trans-cinnamate 4-monooxygenase