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, 2 S,3 R-dihydroxybutyramide 4-phosphate, 4 S-hydroxypentan-2-one 5-phosphate, and 3 S-hydroxypentan-2-one 5-phosphate) acted as relatively weak competitive inhibitors when compared to fosmidomycin. A sixth compound, 3 R,4 S-dihydroxy-5-oxohexylphosphonic acid, served as an alternate substrate, as has recently been reported for the same compound with Escherichia coli DXR.

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