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Organic Chemistry Commons

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Full-Text Articles in Organic Chemistry

Establishment Of An Efficient Method For The Synthesis Of Srh, An Important Molecule In Bacterial Quorum Sensing, Emily Showell-Rouse, Ruoyi Liu Apr 2012

Establishment Of An Efficient Method For The Synthesis Of Srh, An Important Molecule In Bacterial Quorum Sensing, Emily Showell-Rouse, Ruoyi Liu

Creative Activity and Research Day - CARD

Quorum sensing (QS) is a process of bacterial communication that regulates the expression of virulence genes in many bacteria. The study of QS, could lead to new treatments for bacterial diseases. Interspecies bacterial communication utilizes the signaling molecule autoinducer-2 (AI-2). The LuxS enzyme converts S-ribosyl-L-homocysteine (SRH) into 4(S),5-dihydroxypentane-2,3-dione (DPD), the precursor of AI-2. LuxS inhibitors could prevent QS by halting conversion of SRH. We have developed an efficient synthesis of SRH from D-ribose and L-homocystine. This procedure provides us with both a supply of SRH for biochemical assays and a foundation for the synthesis of SRH ...


Enantioselective Biotransformation Of Prochiral Ketone Via Daucus Carota, Ryan Smith, Charlie Knox, Elizabeth Davis Apr 2012

Enantioselective Biotransformation Of Prochiral Ketone Via Daucus Carota, Ryan Smith, Charlie Knox, Elizabeth Davis

Undergraduate Research Conference

Biotransformations of prochiral ketones can be performed using plant cells. The benefits of using plant cells include low cost, environmentally sound procedures compared to conventional chemical processes, and the stereospecific nature of the reaction.1,2 Benzofuran-2-yl methyl ketone was reduced to (- )-benzofuran-2-yl-ethanol after incubation with carrots in water. The reaction was enantioselective in that it produced the S-isomer as indicated by optical activity. Currently, attempts to isolate the carrot enzyme and antimicrobial studies of the (-)-benzofuran-2-yl-ethanol product are underway.