Multienzyme system for dihydroxyacetone phosphate-dependent aldolase catalyzed C-C bond formation from dihydroxyacetone.
نویسندگان
چکیده
A multienzyme system composed by recombinant dihydroxyacetone kinase from Citrobacter freundii, fuculose-1-phosphate aldolase and acetate kinase, allows a practical one-pot C-C bond formation catalysed by dihydroxyacetone phosphate-dependent aldolases from dihydroxyacetone and an aldehyde.
منابع مشابه
Sugar analog synthesis by in vitro biocatalytic cascade: A comparison of alternative enzyme complements for dihydroxyacetone phosphate production as a precursor to rare chiral sugar synthesis
Carbon-carbon bond formation is one of the most challenging reactions in synthetic organic chemistry, and aldol reactions catalysed by dihydroxyacetone phosphate-dependent aldolases provide a powerful biocatalytic tool for combining C-C bond formation with the generation of two new stereo-centres, with access to all four possible stereoisomers of a compound. Dihydroxyacetone phosphate (DHAP) is...
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Dihydroxyacetone phosphate was prepared in 2OGmmol scale from dihydroxyacetone by two procedures: reaction with phosphorus oxytrichloride and glycerol kinase catalyzed phosphorylation using ATP with in situ regeneration of ATP by phosphoenolp5rruvate or acetyl phosphate. Dihydroxyacetone phosphate was converted to fructose 6-phosphate in 80% yield by exposure to a mixture of co-immobilized trio...
متن کاملA Novel Convenient Preparation of Dihydroxyacetone Phosphate and Its Use in Enzymatic Aldol Reactions
A new preparation of the stable barium salt of 2,5-bis(phosphonooxymethvl)-2.5-diethoxv-1.4-dioxane Ba-2 is described, which bv treatment with DOWEX 50 B+ gives dihydroxyacetone ph&phate (DHAP) in high yield. DHAP prepared by this method was used for aldolase-catalyzed condensations. An increasing number of papers dealing with enzymatic aldol reactions demonstrates their synthetic utility 1,2,4...
متن کاملGram scale synthesis of 3-fluoro-1-hydroxyacetone phosphate: a novel donor substrate in rabbit muscle aldolase-catalyzed aldol reactions.
An efficient gram scale synthesis of 3-fluoro-1-hydroxyacetone phosphate (FHAP) has been developed. As a close analog to dihydroxyacetone phosphate, FHAP was used as a novel donor substrate for rabbit muscle aldolase catalyzed reactions. The different binding affinities of the gem-diol and keto form of FHAP were studied by (19)F-NMR.
متن کاملThe mechanism of the triosephosphate isomerase reaction.
The interconversion of dihydroxyacetone phosphate and glyceraldehyde 3-phosphate catalyzed by the enzyme triosephosphate isomerase was first demonstrated by Meyerhof and Kiessling (1). Since then studies with the enzyme have disclosed little about the mechanism of this reaction. Such an interconversion may be envisioned as occurring by formation of an enediol as, based on chemical analogy (2)) ...
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ورودعنوان ژورنال:
- Chemical communications
دوره 14 شماره
صفحات -
تاریخ انتشار 2004