S1 Supporting Information Porphyrin-cored polymer nanoparticles: Macromolecular models for heme iron coordination Kyle J. Rodriguez † , Ashley M. Hanlon † , Christopher K. Lyon † , Justin P. Cole † , Bryan T. Tuten ‡ , Christian A. Tooley † , Erik B. Berda *†‡ , Samuel Pazicni *† † University of New Hampshire, Department of Chemistry, 23 Academic Way, Durham, NH 03824, USA. ‡ University of New Hampshire, Materials Science Program, 23 Academic Way, Durham, NH 03824, USA E-mail: erik.berda@unh.edu, sam.pazicni@unh.edu Table of Contents Materials and Instrumentation...................................................................................... S2 Experimental Procedures synthesis and characterization of 9-anthracenemethanol .................................................. S3 synthesis and characterization of AMMA ......................................................................... S4 synthesis and characterization of PorCTA .................................................................. S5–S6 synthesis and characterization of PCSP1 .................................................................... S7–S9 synthesis and characterization of Fe III -PCSP1 ........................................................ S10–S13 synthesis and characterization of PCSP2 ................................................................ S13–S15 synthesis and characterization of Fe III -PCSP2 ........................................................ S15–S17 synthesis and characterization of PCSP3 ................................................................ S18-S19 synthesis and characterization of Fe III -PCSP3 ........................................................ S20-S22 nanoparticle formation ............................................................................................ S23–S28 ligand binding to Fe III polymer systems .................................................................. S29–S33 Fe III reduction and ligand binding to Fe II polymer systems .................................... S34–S43 NMR binding studies to Fe III polymer systems ....................................................... S44-S45 Supporting Schemes Referenced in Main Manuscript Scheme S3 ......................................................................................................................... S7 Supporting Figures Referenced in Main Manuscript Figure S4 ........................................................................................................................... S8 Figure S5 ........................................................................................................................... S9 Figure S6 ......................................................................................................................... S11 Figure S8 ......................................................................................................................... S12 Figure S9 ......................................................................................................................... S13 Figure S29 ....................................................................................................................... S28 Figure S36 ....................................................................................................................... S32 Figure S40 ....................................................................................................................... S34 Figure S46 ....................................................................................................................... S37 Figure S51 ....................................................................................................................... S40 Figure S55 ....................................................................................................................... S44 Figure S56 ....................................................................................................................... S45 Supporting Tables Referenced in Main Manuscript Table S1........................................................................................................................... S23 Table S2................................................................................................................... S42-S43 References ...................................................................................................................... S46