Open Access. Powered by Scholars. Published by Universities.®

Organic Chemistry Commons

Open Access. Powered by Scholars. Published by Universities.®

Conference

Creative Activity and Research Day - CARD

Discipline
Publication Year

Articles 1 - 2 of 2

Full-Text Articles in Organic Chemistry

Heavy-Atom Tunneling In The Planar Bond Shifting Of [16]Annulene, Philip Lampkin, Jon Shezaf Apr 2019

Heavy-Atom Tunneling In The Planar Bond Shifting Of [16]Annulene, Philip Lampkin, Jon Shezaf

Creative Activity and Research Day - CARD

Mid-sized annulenes are known to undergo rapid π-bond shifting. Given that heavy­atom tunneling plays a role in planar bond shifting of cyclobutadiene, we computationally explored the contribution of heavy­ atom tunneling to the planar bond shifting in the major (CTCTCTCT) and minor (CTCTTCTT) isomers of [16]annulene. (U)M06-2X/cc-pVDZ calculations yield bond-shifting barriers of ca. 10 kcal/mol. The results also reveal extremely narrow barrier widths, suggesting a high probability of tunneling for these bond-shifting reactions. Rate constants were calculated using canonical variational transition state theory (CVT) as well as with small curvature tunneling (SCT) contributions, via direct ...


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 ...