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Enzymatic synthesis and chromatographic purification of lignan glucuronides
Author(s) -
Brunner G.,
Tegtmeier F.,
Kirk D. N.,
Wynn S.,
Setchell K. D. R.
Publication year - 1986
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.1130010207
Subject(s) - chemistry , chromatography , glucuronic acid , lignan , high performance liquid chromatography , isotachophoresis , conjugate , nuclear magnetic resonance spectroscopy , mass spectrometry , enterolactone , enzyme , biochemistry , organic chemistry , polysaccharide , mathematical analysis , mathematics , electrode , electrolyte , phytoestrogens , estrogen , biology , genetics
Enterolactone, enterodiol and secoisolariciresinol were conjugated with glucuronic acid by solubilized rabbit liver microsomal UDP‐glucuronyltransf erase. The monoglucuronide conjugate of all three substrates was formed and its identity confirmed by nuclear magnetic resonance (NMR) spectroscopy. Analytical high pressure liquid chromatography (HPLC) and NMR spectroscopy indicated conjugation with glucuronic acid to occur at several positions in the molecule. The enzymatic conjugation was monitored by analytical capillary isotachophoresis (ITP). The K m ‐values for enterlactone, enterodiol, and secoisolariciresinol were calculated to be 0.30, 0.23, and 0.22 mmol/l respectively.