Fructose-1,6-Bisphosphate Aldolases from Staphylococcus Carnosus: Stereoselective Enzymatic Synthesis of Ketose-1-Phosphates and Successive Reaction to 1,3-Dioxanes
| Autor: | M. Dinkelbach, M. Hodenius, Alois Steigel, M. R. Kula |
|---|---|
| Rok vydání: | 2001 |
| Předmět: |
chemistry.chemical_classification
Fructose 1 6-bisphosphate biology Stereochemistry Aldolase A Ketose Fructose-bisphosphate aldolase biology.organism_classification Biochemistry Aldehyde Catalysis Reaction rate chemistry.chemical_compound chemistry biology.protein Organic chemistry Stereoselectivity Biotechnology Staphylococcus carnosus |
| Zdroj: | Biocatalysis and Biotransformation. 19:51-68 |
| ISSN: | 1029-2446 1024-2422 |
| DOI: | 10.3109/10242420109103516 |
| Popis: | During the enzymatic synthesis of open chain ketose-1-phosphates on a preparative scale using fructose-1,6-bisphosphate aldolases from Staphylococcus carnosus a successive reaction of excess aldehyde with the primary reaction product was observed leading to the corresponding 1,3-dioxane derivatives. The thermodynamic equilibrium between aldehyde, ketose-1-phosphate and the 1,3-dioxane derivative was studied. It could be demonstrated that the enzyme is not required for the successive reaction of 2-methylpropanol or propanal with 5,6-dideoxy-5-methyl-D-threo-hexulose-1-phospate yielding the semiacetal, but the reaction rate is considerably faster and yields of 2,6-bis-(1-methylethyl)-4,5-dihydroxy-4-phosphorylmethyl-1,3-dioxane are higher if the reaction starts with dihydroxyacetone-phosphate and 2-methylpropanal in the presence of the aldolase. 1,3-dioxane formation was not observed in the enzymatic synthesis of 6-deoxy-L-sorbose-1-phosphate using a high excess of L-lactaldehyde, which was attributed to th... |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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