Liquid state nmr

A Varian liquid-state NMR operated at 400 MHz for ¹H NMR was used for NMR spectra measurements. A Shimadzu UV-3600 UV-Vis-NIR spectrophotometer (Shimadzu Scientific Instruments, Columbia, MD) was used for absorbance measurements. A Shimadzu RF-5301 spectrofluorophotometer was used for fluorescence measurements. Waters Breeze gel filtration chromatography (GPC) was used for polymer molecular weight measurement. Synergy™ H4 Hybrid Multi-Mode Microplate Reader (BioTeK) was used for pH measurement with standard 96-well plates. A Beckman DU 530 UV/Vis Spectrophotometer (Beckman Coulter) was used to measure the microbe density (OD_600nm). A Confocal microscope (Nikon, TE2000E) was used for cell imaging.

All chemicals were purchased and used without further purification. MitoTracker® Red FM was ordered from Life Technologies (Carlsbad, CA). N-(2-hydroxyethyl)-4-bromine-1,8-naphthalimide (Figure 1, compound 1a, n=2) and N-(6-hydroxyhexyl)-4-bromine-1,8-naphthalimide (Figure 1, compound 1b, n=6), 9-(2-hydroxyethyl)-4-(N-piperidino)-1,8-naphthalimide (compound 2a, n=2) and 9-(6-hydroxyhexyl)-4-(N-piperidino)-1,8-naphthalimide (compound 2b, n=6) were prepared according to known procedure^{[8a (link), 19 (link)]}.
A Varian liquid-state NMR operated at 400 MHz was used for ¹H and ¹³C NMR spectra measurements. An Applied Biosystems DE-STR MALDI-TOF Mass Spec was used to measure the mass spectra of the intermediates and the final product. A Shimadzu UV-3600 UV-Vis-NIR spectrophotometer (Shimadzu Scientific Instruments, Columbia, MD) was used for UV-Vis absorption spectra measurements. A Shimadzu RF-5301 spectrofluorophotometer was used for fluorescence measurements. Confocal microscope (Nikon, TE2000E, Melville, NY) was used for cell imaging.