Article
Chemical synthesis of (S)-4,5-dihydroxy-2,3-pentanedione, a bacterial signal molecule precursor, and validation of its activity in Salmonella typhimurium.
The Journal of biological chemistry - 20 May 2005
De Keersmaecker Sigrid C J, Varszegi Csaba, van Boxel Nadja, Habel Lothar W, Metzger Kristine, Daniels Ruth, Marchal Kathleen, De Vos Dirk, Vanderleyden Jos
Abstract excerpt
We describe an original, short, and convenient chemical synthesis of enantiopure (S)-4,5-dihydroxy-2,3-pentanedione (DPD), starting from commercial methyl (S)-(-)-2,2-dimethyl-1,3-dioxolane-4-carboxylate. DPD is the precursor of autoinducer (AI)-2, the proposed signal for bacterial interspecies communication. AI-2 is synthesized by many bacterial species in three enzymatic steps. The last step, a LuxS-catalyzed...
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