Abstract
Deoxyxylulose 5-phosphate (DXP) analogs were synthesized and evaluated as alternative substrates and inhibitors of recombinant Synechocystis PCC6803 DXP reductoisomerase (DXR; EC 1.1.1.267). Five of the compounds tested (1,2-dideoxy-D-threo-3-hexulose 6-phosphate, 1-deoxy-l-ribulose 5-phosphate, 2S,3R-dihydroxybutyramide 4-phosphate, 4S-hydroxypentan-2-one 5-phosphate, and 3S-hydroxypentan-2-one 5-phosphate) acted as relatively weak competitive inhibitors when compared to fosmidomycin. A sixth compound, 3R,4S-dihydroxy-5-oxohexylphosphonic acid, served as an alternate substrate, as has recently been reported for the same compound with Escherichia coli DXR.
Publication types
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Comparative Study
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Aldose-Ketose Isomerases / antagonists & inhibitors*
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Aldose-Ketose Isomerases / chemistry*
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Enzyme Inhibitors / chemical synthesis*
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Enzyme Inhibitors / chemistry
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Fosfomycin / analogs & derivatives*
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Fosfomycin / chemistry
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Multienzyme Complexes / antagonists & inhibitors*
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Multienzyme Complexes / chemistry*
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Oxidoreductases / antagonists & inhibitors*
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Oxidoreductases / chemistry*
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Recombinant Proteins / antagonists & inhibitors
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Recombinant Proteins / chemistry
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Structure-Activity Relationship
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Sugar Phosphates / chemical synthesis*
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Sugar Phosphates / chemistry
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Synechocystis / enzymology
Substances
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Enzyme Inhibitors
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Multienzyme Complexes
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Recombinant Proteins
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Sugar Phosphates
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Fosfomycin
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fosmidomycin
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Oxidoreductases
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1-deoxy-D-xylulose 5-phosphate reductoisomerase
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Aldose-Ketose Isomerases