Enzymatic synthesis of cinnamic acid derivatives.
Using Novozym 435 as catalyst, the syntheses of ethyl ferulate (EF) from ferulic acid (4-hydroxy 3-methoxy cinnamic acid) and ethanol, and octyl methoxycinnamate (OMC) from p-methoxycinnamic acid and 2-ethyl hexanol were successfully carried out in this study. A conversion of 87% was obtained within 2 days at 75 degrees C for the synthesis of EF. For the synthesis of OMC at 80 degrees C, 90% conversion can be obtained within 1 day. The use of solvent and high reaction temperature resulted in better conversion for the synthesis of cinnamic acid derivatives. Some cinnamic acid esters could also be obtained with higher conversion and shorter reaction times in comparison to other methods reported in the literature. The enzyme can be reused several times before significant activity loss was observed.
Lee
Gia-Sheu
GS
Department of Chemical Engineering, National Taiwan University of Science and Technology, 43 Keelung Road, Section 4, Taipei 106-07, Taiwan.
Widjaja
Arief
A
Ju
Yi-Hsu
YH
D000180:Acrylic Resins / Q000737:chemistry; D002109:Caffeic Acids / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D002934:Cinnamates / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D003373:Coumaric Acids / Q000737:chemistry / Q000378:metabolism; D004795:Enzyme Stability; D004800:Enzymes, Immobilized / Q000737:chemistry / Q000378:metabolism; D000431:Ethanol / Q000737:chemistry / Q000378:metabolism; D005656:Fungal Proteins; D000441:Hexanols / Q000737:chemistry / Q000378:metabolism; D008049:Lipase / Q000737:chemistry / Q000378:metabolism*; D013696:Temperature; D013997:Time Factors; D014867:Water / Q000737:chemistry / Q000378:metabolism
D000180:Acrylic Resins; D002109:Caffeic Acids; D002934:Cinnamates; D003373:Coumaric Acids; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D000441:Hexanols; D014867:Water; C029010:cinnamic acid; D000431:Ethanol; C118580:octylmethoxycinnamate; C099085:ethyl ferulate; C063318:4-methoxycinnamic acid; C004999:ferulic acid; C093667:Novozyme 435; D008049:Lipase; C034017:2-ethylhexanol