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[ 14 C]pentagalloylglucopyranose ( 3 , see Fig. 3.11, panel A). Time-course
experiments revealed that a first product, i.e. , tellimagrandin II ( 4 ), was
rapidly converted to a second metabolite that was later identified as the
dimeric ellagitannin cornusiin E ( 22 , see Fig. 3.11, panel B). Subsequent
enzyme studies employing 4 as substrate showed that this compound was
indeed specifically oxidized into 22 (Fig. 3.12, Niemetz et al. , 2003).
Fig. 3.9 In vitro oxidation of [ U - 14 C]pentagalloylglucopyranose ( 3 ) to ellagitannins with
cell-free extracts from Tellima grandiflora leaves. A : Reversed phase (RP-18) HPLC of
reaction products. (―) complete enzyme assay; (····) control with acid-denatured enzyme.
B : RP-18 HPLC of hydrolysis products of marked (⇓) main product in A , yielding
[ 14 C]glucose, [ 14 C]gallic acid ( 1 ) and [ 14 C]ellagic acid ( 6 ) as degradation products.
Radioactivity was monitored by fractionation of eluates and liquid-scintillation counting.
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