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5-Hydroxypentane-2,3-dione (laurencione), a bacterial metabolite of 1-deoxy-D-threo-pentulose
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Cell-free systems from the bacteria Escherichia coli and Klebsiella planticola that were incubated with 13C labeled pyruvate and D-glyceraldehyde synthesized 5-hydroxypentane-2,3-dione (laurencione) along with 1-deoxy-D-threo-pentulose (1-deoxy-D-xylulose). Both compounds showed identical labeling patterns, indicating that the C5 skeletons were derived from the condensation of (hydroxyethyl)thiamin on D-glyceraldehyde. Conversion of [5,5-2H2]deoxyxylulose into laurencione by a cell-free system from E. coli showed that the α-dione is obtained from the pentulose by water elimination.
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PUTRA, Surya Rosa, et al. 5-Hydroxypentane-2,3-dione (laurencione), a bacterial metabolite of 1-deoxy-D-threo-pentulose. Tetrahedron Letters. 1998. Vol. 39, num. 34, pags. 6185-6188. ISSN 0040-4039. [consulted: 23 of May of 2026]. Available at: https://hdl.handle.net/2445/225941