T. Koseki et al., CONVERSION OF FERULIC ACID INTO 4-VINYLGUAIACOL, VANILLIN AND VANILLIC ACID IN MODEL SOLUTIONS OF SHOCHU, Journal of fermentation and bioengineering, 82(1), 1996, pp. 46-50
4-Vinylguaiacol (4-hydroxy-3-methoxystyrene), vanillin (4-hydrolry-3-m
ethoxybenzaldehyde), and vanillic acid (4-hydroxy-3-methoxybenzoic aci
d) were isolated from distilled and stored model solutions of shochu (
MSS) that originally contained only ferulic acid (4-hydroxy-3-methoxyc
innamic acid) using a solid-phase extraction technique. These compound
s were analyzed by high-performance liquid chromatography (HPLC) with
ultraviolet (UV) detection. The amounts of the metabolites converted f
rom ferulic acid was affected by pH, alcohol concentration, and temper
ature of during storage. The identities of the metabolites were tentat
ively determined by gas chromatography-mass spectrometry (GC-MS). The
results of this experiment suggested that vanillin was formed via 4-vi
nylguaiacol from ferulic acid, and was then converted to vanillic acid
. The pathway of the decarboxylation of ferulic acid appeared to be on
e of the chemical transformation.