5-Hydroxypentane-2,3-dione (laurencione), a bacterial metabolite of 1-deoxy-D- threo -pentulose

Autor: Catherine Pale-Grosdemange, Michel Rohmer, Knut Danielsen, Luisa Maria Lois, Albert Boronat, Narciso Campos, Lionel Charon, Surya Rosa Putra
Rok vydání: 1998
Předmět:
Zdroj: Tetrahedron Letters. 39:6185-6188
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)01301-x
Popis: Cell-free systems from the bacteria Escherichia coli and Klebsiella planticola that were incubated with 13 C 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 C 5 skeletons were derived from the condensation of (hydroxyethyl)thiamin on D-glyceraldehyde. Conversion of [5,5- 2 H 2 ]deoxyxylulose into laurencione by a cell-free system from E. coli showed that the α-dione is obtained from the pentulose by water elimination.
Databáze: OpenAIRE