1.2.1.44 cinnamaldehyde + CoA + NADP+ = cinnamoyl-CoA + NADPH + H+ also acts on a number of substituted cinnamoyl esters of coenzyme A - 1.2.1.44 cinnamaldehyde + CoA + NADP+ = cinnamoyl-CoA + NADPH + H+ although SbCCR1 displays higher affinity for caffeoyl-CoA or 4-coumaroyl-CoA than for feruloyl-CoA, the enzyme shows significantly higher activity for the latter substrate. In the first catalytic step, pro-R hydride transfer occurs from the C4 atom of NADPH to the reactive thioester carbonyl. The resulting oxyanion is temporarily stabilized by the oxyanion hole established from the side chain hydroxyl groups of Ser149 and Tyr183. Collapse of the tetrahedral intermediate is then followed by C-S bond cleavage and protonation of the CoA thiolate, in the presence of NADP+, there is very low affinity for the CoA ester compounds, which precludes the formation of a nonproductive complex, catalytic mechanism and substrate specificity, overview 743501