Work

Organocatalysis with endogenous compounds: Towards novel non-enzymatic reactions

Year: 2009

Type: article

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.

Source: Bioorganic & Medicinal Chemistry Letters

DOI: 10.1016/j.bmcl.2009.03.128

Authors: David G. Alberg, Thomas B. Poulsen, Søren Bertelsen, Kasper L. Christensen, Rune D. Birkler, Mogens Johannsen, Karl Anker Jørgensen

Institutions: Carleton College, Aarhus University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Research Foundation, Danmarks Grundforskningsfond

OpenAlex ID: W2120368353

FWCI: 0.966

Cites: 22

Cited by: 15

Related to: 10