Beilstein J. Org. Chem.2016,12, 2719–2730, doi:10.3762/bjoc.12.268
asymmetric version of acyloin-type reactions was also investigated in our laboratory operating packed-bed bioreactors functionalized with a suitable thiaminediphosphate (ThDP)-dependent enzyme supported on mesoporous silica [17]. Overall, the so far reported umpolung flow processes [12][13][14][15][16][17
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Graphical Abstract
Figure 1:
Electron-transfer initiated activation of α-diketones (background) and present study.
Beilstein J. Org. Chem.2014,10, 2580–2585, doi:10.3762/bjoc.10.270
, involving gold(I)-catalysed cyclisation of an alkynyl alcohol to form the furan ring. The furan analogue of thiaminediphosphate (ThDP) was also made and tested for binding to and inhibition of pyruvate decarboxylase (PDC) from Zymomonas mobilis (overexpressed in E. coli with a N-terminal His-tag). It is a
; pyruvate decarboxylase; thiaminediphosphate; Introduction
The biologically active form of vitamin B1 is thiaminediphosphate (ThDP, 1, Figure 1), which is an essential cofactor and involved in a number of metabolic pathways, including oxidative and non-oxidative decarboxylation of α-keto acids (e.g
strong inhibitor of ZmPDC with picomolar affinity. Friedel–Crafts acetylation of the furan at C-2 was successful which opens the possibility of synthesising furan analogues of the enzymic reaction intermediates.
Structure of thiaminediphosphate (ThDP, 1).
Time course inactivation of ZmPDC by various
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Graphical Abstract
Figure 1:
Structure of thiamine diphosphate (ThDP, 1).