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Biosys."],"published-print":{"date-parts":[[2019,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Synthetic systems that facilitate electron transport across cellular membranes are of interest in bio\u2010electrochemical technologies such as bio\u2010electrosynthesis, waste water remediation, and microbial fuel cells. The design of second generation redox\u2010active conjugated oligoelectrolytes (COEs) bearing terminal cationic groups and a \u03c0\u2010delocalized core capped by two ferrocene units is reported. The two COEs, DVFBO and F<jats:sub>4<\/jats:sub>\u2010DVFBO, have similar membrane affinity, but fluorination of the core results in a higher oxidation potential (422 \u00b1 5 mV compared to 365 \u00b1 4 mV vs Ag\/AgCl for the neutral precursors in chloroform). Concentration\u2010dependent aggregation is suggested by zeta potential measurements and confirmed by cryogenic transmission electron microscopy. When the working electrode potential (<jats:italic>E<\/jats:italic><jats:sub>CA<\/jats:sub>) is poised below the oxidation potential of the COEs (<jats:italic>E<\/jats:italic><jats:sub>CA<\/jats:sub> = 200 mV) in three\u2010electrode electrochemical cells containing <jats:italic>Shewanella oneidensis<\/jats:italic> MR\u20101, addition of DVFBO and F<jats:sub>4<\/jats:sub>\u2010DVFBO produces negligible biocurrent enhancement over controls. At <jats:italic>E<\/jats:italic><jats:sub>CA<\/jats:sub> = 365 mV, DVFBO increases steady\u2010state biocurrent by 67 \u00b1 12% relative to controls, while the increase with F<jats:sub>4<\/jats:sub>\u2010DVFBO is 30 \u00b1 5%. Cyclic voltammetry supports that DVFBO increases catalytic biocurrent and that F<jats:sub>4<\/jats:sub>\u2010DVFBO has less impact, consistent with their oxidation potentials. Overall, electron transfer from microbial species is modulated via tailoring of the COE redox properties.<\/jats:p>","DOI":"10.1002\/adbi.201800303","type":"journal-article","created":{"date-parts":[[2018,12,10]],"date-time":"2018-12-10T09:20:27Z","timestamp":1544433627000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Tuning the Potential of Electron Extraction from Microbes with Ferrocene\u2010Containing Conjugated Oligoelectrolytes"],"prefix":"10.1002","volume":"3","author":[{"given":"Samantha R.","family":"McCuskey","sequence":"first","affiliation":[{"name":"Department of Chemical Engineering University of California  Santa Barbara CA 93106 USA"},{"name":"Center for Polymers and Organic Solids University of California  Santa Barbara CA 93106 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zachary D.","family":"Rengert","sequence":"additional","affiliation":[{"name":"Center for Polymers 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