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Published on: November 9, 2019
Organocatalysis with endogenous compounds: towards novel non-enzymatic reactions
David G Alberg1, Thomas B Poulsen, Søren Bertelsen
1Center for Catalysis, Department of Chemistry, Aarhus University, Aarhus C, Denmark.
Abstract:
The aldol reaction of the endogeneous compounds acetone and methylglyoxal has been studied using organocatalysis in relation to biologically relevant non-enzymatic reactions. Under preparative conditions, 3-hydroxy-2,5-hexadione, known as Henze's ketol, is formed in high yield and with enantioselectivities up to 88% ee. Furthermore, Henze's ketol is also formed under simulated physiological conditions at micromolar scale, indicating that this reaction might take place in living organisms.
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