5-Hydroxyferulic acid
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Preferred IUPAC name (2E)-3-(3,4-Dihydroxy-5-methoxyphenyl)prop-2-enoic acid | |
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ECHA InfoCard | 100.230.072 |
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Chemical formula | C10H10O5 |
Molar mass | 210.18 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
5-Hydroxyferulic acid is a hydroxycinnamic acid.
It is a precursor in the biosynthesis of sinapic acid. Phenylalanine is first converted to cinnamic acid by the action of the enzyme phenylalanine ammonia-lyase (PAL). A series of enzymatic hydroxylations and methylations leads to coumaric acid, caffeic acid, ferulic acid, 5-hydroxyferulic acid and sinapic acid.
Thus 5-hydroxyferulic acid is formed from ferulic acid by the action of the specific enzyme ferulate 5-hydroxylase (F5H).
References
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Types of hydroxycinnamic acids
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Monohydroxycinnamic acids (Coumaric acids) |
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Dihydroxycinnamic acids |
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Trihydroxycinnamic acids |
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O-methylated forms |
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glycoside-likes |
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Tartaric acid esters |
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Other esters with caffeic acid |
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Caffeoyl phenylethanoid glycoside (CPG) |
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coenzyme A (CoA)
- Caffeoyl-CoA
- Cinnamoyl-CoA
- Coumaroyl-CoA
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