59
Views
2
CrossRef citations to date
0
Altmetric
Original Research

Bioreducible and acid-labile poly(amido amine)s for efficient gene delivery

, , &
Pages 5819-5832 | Published online: 23 Nov 2012

Figures & data

Table 1 Synthesis and characterization of poly(amido amine)s

Figure 1 Synthetic scheme of dual-responsive poly(amido amine)s.

Abbreviations: CBA, N,N′-cystaminebisacrylamide; HDA, hexamethylene diamine; HMBA, hexmethylenebisacrylamide; KDA, [1,1′-(2,2′-(propane-2,2-diylbis(oxy)) bis(ethane-2,1-diyl))diurea]; NonR, non-responsive; AcidR, acid responsive; RedoxR, redox responsive; DualR, dual responsive.

Figure 1 Synthetic scheme of dual-responsive poly(amido amine)s.Abbreviations: CBA, N,N′-cystaminebisacrylamide; HDA, hexamethylene diamine; HMBA, hexmethylenebisacrylamide; KDA, [1,1′-(2,2′-(propane-2,2-diylbis(oxy)) bis(ethane-2,1-diyl))diurea]; NonR, non-responsive; AcidR, acid responsive; RedoxR, redox responsive; DualR, dual responsive.

Figure 2 1H-nuclear magnetic resonance spectra of DualR1, DualR2, DualR3, DualR4, RedoxR, and AcidR in d6-dimethylsulfoxide, and NonR in D2O.

Abbreviations: NonR, non-responsive; AcidR, acid responsive; RedoxR, redox responsive; DualR, dual responsive.

Figure 2 1H-nuclear magnetic resonance spectra of DualR1, DualR2, DualR3, DualR4, RedoxR, and AcidR in d6-dimethylsulfoxide, and NonR in D2O.Abbreviations: NonR, non-responsive; AcidR, acid responsive; RedoxR, redox responsive; DualR, dual responsive.

Figure 3 Hydrolysis kinetics of DualR1 at pH of 5.0 and pH of 7.4.

Figure 3 Hydrolysis kinetics of DualR1 at pH of 5.0 and pH of 7.4.

Figure 4 DNA condensation efficiency of various DNA/poly(amido amine) polyplexes at different N/P ratios.

Abbreviations: NonR, non-responsive; AcidR, acid responsive; RedoxR, redox responsive; DualR, dual responsive.

Figure 4 DNA condensation efficiency of various DNA/poly(amido amine) polyplexes at different N/P ratios.Abbreviations: NonR, non-responsive; AcidR, acid responsive; RedoxR, redox responsive; DualR, dual responsive.

Figure 5 (A) Particle sizes and (B) zeta potential of various DNA/poly(amido amine) polyplexes at different N:P ratios.

Figure 5 (A) Particle sizes and (B) zeta potential of various DNA/poly(amido amine) polyplexes at different N:P ratios.

Figure 6 Agarose gel electrophoresis of various DNA/poly(amido amine) polyplexes.

Figure 6 Agarose gel electrophoresis of various DNA/poly(amido amine) polyplexes.

Table 2 Cytotoxicity of poly(amido amine)s in three cell lines

Figure 7 Luciferase expression of DNA/poly(amido amine) complexes in HePG2 cells.

Abbreviations: PEI, polyethylenimine; RLU, relative light units.

Figure 7 Luciferase expression of DNA/poly(amido amine) complexes in HePG2 cells.Abbreviations: PEI, polyethylenimine; RLU, relative light units.

Figure 8 Fluorescence microscopy of green fluorescent protein transfection of DNA/poly(amido amine) polyplexes.

Abbreviation: PEI, polyethylenimine.

Figure 8 Fluorescence microscopy of green fluorescent protein transfection of DNA/poly(amido amine) polyplexes.Abbreviation: PEI, polyethylenimine.

Figure 9 Green fluorescent protein expression of DNA/PAA polyplexes on flow cytometry.

Abbreviations: PAA, poly(amido amine)s; PEI, polyethylenimine.

Figure 9 Green fluorescent protein expression of DNA/PAA polyplexes on flow cytometry.Abbreviations: PAA, poly(amido amine)s; PEI, polyethylenimine.

Figure S1 Synthetic scheme of [1,1′-(2,2′-(propane-2,2-diylbis(oxy) bis(ethane-2,1-diyl))diurea] (KDA).

Figure S1 Synthetic scheme of [1,1′-(2,2′-(propane-2,2-diylbis(oxy) bis(ethane-2,1-diyl))diurea] (KDA).

Figure S2 1H nuclear magnetic resonance spectrum of compound 1 in DCCl3.

Figure S2 1H nuclear magnetic resonance spectrum of compound 1 in DCCl3.

Figure S3 1H nuclear magnetic resonance spectrum of compound 2 in d6-acetone.

Figure S3 1H nuclear magnetic resonance spectrum of compound 2 in d6-acetone.

Figure S4 1H nuclear magnetic resonance spectrum of [1,1′-(2,2′-(propane-2,2-diylbis(oxy)) bis(ethane-2,1-diyl))diurea] (KDA) compound in DCCl3.

Figure S4 1H nuclear magnetic resonance spectrum of [1,1′-(2,2′-(propane-2,2-diylbis(oxy)) bis(ethane-2,1-diyl))diurea] (KDA) compound in DCCl3.

Figure S5 1H nuclear magnetic resonance spectrum of N,N′-cystaminebisacrylamide (CBA) in d6-dimethylsulfoxide.

Figure S5 1H nuclear magnetic resonance spectrum of N,N′-cystaminebisacrylamide (CBA) in d6-dimethylsulfoxide.

Figure S6 1H nuclear magnetic resonance spectrum of hexmethylenebisacrylamide (HMBA) in d6-dimethylsulfoxide.

Figure S6 1H nuclear magnetic resonance spectrum of hexmethylenebisacrylamide (HMBA) in d6-dimethylsulfoxide.

Figure S7 13C Nuclear magnetic resonance spectrum of branched poly(amido amine)s.

Figure S7 13C Nuclear magnetic resonance spectrum of branched poly(amido amine)s.

Figure S8 13C Nuclear magnetic resonance spectrum of poly(amido amine)s.

Figure S8 13C Nuclear magnetic resonance spectrum of poly(amido amine)s.

Figure S9 Gel permeation chromatography of DualR1 before (up) and after (down) incubation with 20 mM DTT.

Figure S9 Gel permeation chromatography of DualR1 before (up) and after (down) incubation with 20 mM DTT.

Figure S10 Luciferase expression in DNA/poly(amido amine) polyplexes for A549 cells.

Abbreviations: PEI, polyethylenimine; RLU, relative light units.

Figure S10 Luciferase expression in DNA/poly(amido amine) polyplexes for A549 cells.Abbreviations: PEI, polyethylenimine; RLU, relative light units.

Figure S11 Luciferase expression in DNA/poly(amido amine) polyplexes for MDA-MB-468 cells.

Abbreviations: PEI, polyethylenimine; RLU, relative light units.

Figure S11 Luciferase expression in DNA/poly(amido amine) polyplexes for MDA-MB-468 cells.Abbreviations: PEI, polyethylenimine; RLU, relative light units.