3,5-Dihydroxybenzoic acid explained

3,5-Dihydroxybenzoic acid (α-resorcylic acid) is a dihydroxybenzoic acid. It is a colorless solid.

Preparation and occurrence

It is prepared by disulfonation of benzoic acid followed by hydrolysis of the disulfonate.^[1]

It is a metabolite of alkylresorcinols, first identified in human urine^[2] and can be quantified in urine^[3] and plasma,^[4] and may be an alternative, equivalent biomarker of whole grain wheat intake.^[5]

Cited sources

• Book: Haynes. Haynes, William M. . 2016. . 97th . . 9781498754293.

Notes and References

1. 3,5-Dihydroxybenzoic Acid. Weston, Arthur W. . Suter, C. M. . Org. Synth.. 1941. 21. 27. 10.15227/orgsyn.021.0027.
2. Ross . A. B. . Åman . P. . Kamal-Eldin . A. . 10.1016/j.jchromb.2004.06.015 . Identification of cereal alkylresorcinol metabolites in human urine—potential biomarkers of wholegrain wheat and rye intake . Journal of Chromatography B . 809 . 1 . 125–130 . 2004 . 15282102 .
3. Koskela . A. . Linko-Parvinen . A. -M. . Hiisivuori . P. . Samaletdin . A. . Kamal-Eldin . A. . Tikkanen . M. J. . Adlercreutz . H. . 10.1373/clinchem.2006.084764 . Quantification of Alkylresorcinol Metabolites in Urine by HPLC with Coulometric Electrode Array Detection . Clinical Chemistry . 53 . 7 . 1380–1383 . 2007 . 17495018 . free .
4. Koskela . A. . Samaletdin . A. . Aubertin-Leheudre . M. N. . Adlercreutz . H. . Quantification of Alkylresorcinol Metabolites in Plasma by High-Performance Liquid Chromatography with Coulometric Electrode Array Detection . 10.1021/jf801252s . Journal of Agricultural and Food Chemistry . 56 . 17 . 7678–7681 . 2008 . 18690683 . 10.1.1.533.1473 .
5. Aubertin-Leheudre . M. . Koskela . A. . Marjamaa . A. . Adlercreutz . H. . Plasma Alkylresorcinols and Urinary Alkylresorcinol Metabolites as Biomarkers of Cereal Fiber Intake in Finnish Women . 10.1158/1055-9965.EPI-08-0215 . Cancer Epidemiology, Biomarkers & Prevention . 17 . 9 . 2244–2248 . 2008 . 18768490 . free .