Sinapaldehyde

 ( Natural Phenols ) 

Sinapaldehyde is an organic compound with the formula HO(CH₃O)₂C₆H₂CH=CHCHO. It is a derivative of cinnamaldehyde, featuring one hydroxy group and two as . It is an intermediate in the formation of sinapyl alcohol, a Monolignol that is a major precursor to lignin.Wout Boerjan, John Ralph, Marie Baucher "Lignin Biosynthesis" Annu. Rev. Plant Biol. 2003, vol. 54, pp. 519–46.

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Biosynthetic role In sweetgum ( Liquidambar styraciflua), sinapaldehyde arises in two steps from coniferyl aldehyde beginning with hydroxylation mediated by coniferyl aldehyde 5-hydroxylase. The diphenol is then methylated at the 5-OH by the action of caffeate O-methyltransferase.

Sinapaldehyde is reduced to the alcohol by the action of dehydrogenase enzymes. In Arabidopsis thaliana, the enzyme dihydroflavonol 4-reductase uses NADP⁺ to reduce sinapaldehyde to sinapyl alcohol.

It is found in Senra incana (Hibisceae). It is a low molecular weight natural phenol that is susceptible to extraction from cork stoppers into wine.Polyphenolic Composition of Quercus suber Cork from Different Spanish Provenances. Elvira Conde, Estrella Cadahía, María Concepción García-Vallejo and Brígida Fernández de Simón, J. Agric. Food Chem., 1998, volume 46, pp 3166–3171

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See also

• Phenolic content in wine
• Syringaldehyde
• Syringol
• Syringic acid
• Acetosyringone
• Sinapinic acid
• Sinapine
• Canolol

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