60299-43-6Relevant articles and documents
Efficient biocatalytic processes for highly valuable terminally phosphorylated C5 to C9 D-ketoses
Guerard-Helaine,Debacker,Clapes,Szekrenyi,Helaine,Lemaire
, p. 1109 - 1113 (2014)
A green enzymatic strategy for the synthesis of terminally phosphorylated C5 to C9 naturally occurring D-ketose phosphates and analogues was developed using D-fructose-6-phosphate aldolase (FSA) as a catalyst. This enzyme has stereoselectively catalysed aldol reactions between glycolaldehyde phosphate or ribose-5-phosphate as an acceptor substrate and dihydroxyacetone, hydroxyacetone or hydroxybutanone as a donor. Furthermore, D-glycero-d-altro-2-octulose 8-phosphate was obtained using a straightforward one-pot domino biocatalytic system involving FSA, ribulose-5-phosphate epimerase and ribose-5-phosphate isomerase controlling five contiguous asymmetric centres and starting from achiral material.
5-hydroxypentane-2,3-dione (Laurencione), a bacterial metabolite of 1- deoxy-D-threo-pentulose
Putra, Surya Rosa,Charon, Lionel,Danielsen, Knut,Pale-Grosdemange, Catherine,Lois, Luisa-Maria,Campos, Narciso,Boronat, Albert,Rohmer, Michel
, p. 6185 - 6188 (2007/10/03)
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.