Novel poly(amidoamine)s with pendant primary amines as highly efficient gene delivery vectors.
Three poly(amidoamine)s with pendant primary amines were synthesized by Michael polyaddition of a diamine to N,N-methylenebis(acrylamide). The poly(amidoamine)s with primary and tertiary amines possess a high buffer capacity between pH = 5 and 7, which facilitates the escape of polymer/DNA complexes from endosomes according to the 'proton sponge hypothesis'. In vitro cytotoxicity of poly(amidoamine)s depends on the side-chain structure of the polymer. Polymers 1a-1c can condense plasmid DNA by electrostatic interactions to form nanosized polyelectrolyte complexes with a positive surface charge. In vitro transfection results indicate that the transfection efficiency of polymer 1b under optimized conditions is comparable to that of commercial branched PEI 25,000.
Liu
Min
M
Key Laboratory of Biomedical Polymers, Ministry of Education, Department of Chemistry, Wuhan University, Wuhan 430072, China.
Chen
Jun
J
Cheng
Yan-Ping
YP
Xue
Ya-Nan
YN
Zhuo
Ren-Xi
RX
Huang
Shi-Wen
SW
D000178:Acrylamides / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D000818:Animals; D002021:Buffers; D019556:COS Cells; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D002522:Chlorocebus aethiops; D004247:DNA / Q000737:chemistry; D018014:Gene Transfer Techniques; D049452:Green Fluorescent Proteins / Q000235:genetics / Q000378:metabolism; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007097:Imines / Q000737:chemistry / Q000494:pharmacology; D008156:Luciferases / Q000235:genetics / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008855:Microscopy, Electron, Scanning; D010316:Particle Size; D010957:Plasmids / Q000737:chemistry; D011073:Polyamines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D011095:Polyethylenes / Q000737:chemistry / Q000494:pharmacology; D044967:Serum / Q000737:chemistry; D055672:Static Electricity; D014162:Transfection / Q000379:methods
D000178:Acrylamides; D000588:Amines; D002021:Buffers; D007097:Imines; C531249:Poly(amidoamine); D011073:Polyamines; D011095:Polyethylenes; C505405:poly(ethylene imine); D049452:Green Fluorescent Proteins; D004247:DNA; D008156:Luciferases; C021221:N,N'-methylenebisacrylamide