Volume 2, Issue 2, Pages (February 2017)

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Volume 2, Issue 2, Pages 240-257 (February 2017) A Ferrocene-Based Conjugated Oligoelectrolyte Catalyzes Bacterial Electrode Respiration Nathan D. Kirchhofer, Zachary D. Rengert, Frederick W. Dahlquist, Thuc-Quyen Nguyen, Guillermo C. Bazan Chem Volume 2, Issue 2, Pages 240-257 (February 2017) DOI: 10.1016/j.chempr.2017.01.001 Copyright © 2017 The Author(s) Terms and Conditions

Chem 2017 2, 240-257DOI: (10.1016/j.chempr.2017.01.001) Copyright © 2017 The Author(s) Terms and Conditions

Figure 1 Molecular Structures (A) DSFO+. (B) DSFO(Me)4. Chem 2017 2, 240-257DOI: (10.1016/j.chempr.2017.01.001) Copyright © 2017 The Author(s) Terms and Conditions

Figure 2 CV Traces of DSFO+ and DSFO(Me)4 Solvents and their dielectric constants, ɛ, are indicated. Blue: 10 μM DSFO+ in water with 100 mM (pH 7.4) phosphate buffer supporting electrolyte. Red: 10 μM DSFO(Me)4 in chloroform with 100 mM tetrabutylammonium hexafluorophosphate supporting electrolyte. Chem 2017 2, 240-257DOI: (10.1016/j.chempr.2017.01.001) Copyright © 2017 The Author(s) Terms and Conditions

Figure 3 CA Traces from Representative M3C Replicates Operated at E = 0.27 V versus Ag/AgCl with WT, ΔmtrA, and ΔmtrB Strains At t = 2 hr, M3Cs were injected with (colored traces) 1 μM DSFO+ or (black traces) no DSFO+. Note that DSFO+ was added as a concentrated solution made from the same media used in reactors. Chem 2017 2, 240-257DOI: (10.1016/j.chempr.2017.01.001) Copyright © 2017 The Author(s) Terms and Conditions

Figure 4 Average CV Data for M3Cs Containing the Three S. oneidensis MR-1 Strains with and without DSFO+ Black traces represent M3Cs not modified with DSFO+, and red traces represent M3Cs modified with 1 μM DSFO+. Vertical blue dashed lines in the plots indicate the poised potential of E = 0.27 V used for collecting the CA traces (note that this potential was chosen to match the expected formal potential of DSFO+ in lipid). (A) CV and derivative traces for WT-M3Cs before (t = −1 hr) and after (t = 2 hr) DSFO+ addition. (B) CV and derivative traces for ΔmtrA-M3Cs before (t = −1 hr) and after (t = 2 hr) DSFO+ addition. (C) CV and derivative traces for ΔmtrB-M3Cs before (t = −1 hr) and after (t = 2 hr) DSFO+ addition. Chem 2017 2, 240-257DOI: (10.1016/j.chempr.2017.01.001) Copyright © 2017 The Author(s) Terms and Conditions

Figure 5 Representative SEM Images of Graphite Electrode Fibers from All M3C Conditions Show Bacterial Adhesion to the Surfaces (A) WT-M3Cs with 0 μM DSFO+. (B) WT-M3Cs with 1 μM DSFO+. (C) ΔmtrA-M3Cs with 0 μM DSFO+. (D) ΔmtrA-M3Cs with 1 μM DSFO+. (E) ΔmtrB-M3Cs with 0 μM DSFO+. (F) ΔmtrB-M3Cs with 1 μM DSFO+. Scale bars represent 10 μm. Chem 2017 2, 240-257DOI: (10.1016/j.chempr.2017.01.001) Copyright © 2017 The Author(s) Terms and Conditions

Scheme 1 Synthetic Approach for the Preparation of DSFO+ and DSFO(Me)4 Chem 2017 2, 240-257DOI: (10.1016/j.chempr.2017.01.001) Copyright © 2017 The Author(s) Terms and Conditions