Protonatable ionenes for nucleic acid complexation

Sean M. Ramirez; John M. Layman; Timothy E. Long

doi:10.1002/mabi.200900137

Protonatable ionenes for nucleic acid complexation

Sean M. Ramirez, John M. Layman, Timothy E. Long

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

Novel tboc-protected ionenes with M̄_w exceeding 30 kDa were prepared from the step-growth polymerization of tert-butyl bis[3- (dimethylamino)propyl]carbamate and 1,12-dibromododecane. The protected ionenes yielded pH-sensitive, protonatable ionenes with pK_a≈6.6 for the conjugate acid of the protonated secondary amine. Polyplexes of the protected and deprotected ionenes, whose cytotoxicity for endothelial cells was analyzed using the MTT assay, efficiently complex plasmid DNA. Polyplexes destabilized cellular membranes as revealed using the lactate dehydrogenase assay at high concentrations. The polyplexes were successfully transfected into HBMECs at mass ratios 2, 4, 8, 12, and 16 (polymer/DNA) at polyplex concentrations less than 10 μg · mL^-1. (Figure Presented)

Original language	English (US)
Pages (from-to)	1127-1134
Number of pages	8
Journal	Macromolecular Bioscience
Volume	9
Issue number	11
DOIs	https://doi.org/10.1002/mabi.200900137
State	Published - Nov 10 2009
Externally published	Yes

Keywords

Biocompatibility
Ionenes
Non-viral transfection
Polyelectrolytes
Proton sponge
Step-growth polymerization

ASJC Scopus subject areas

Biotechnology
Bioengineering
Biomaterials
Polymers and Plastics
Materials Chemistry

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10.1002/mabi.200900137

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title = "Protonatable ionenes for nucleic acid complexation",

abstract = "Novel tboc-protected ionenes with {\=M}w exceeding 30 kDa were prepared from the step-growth polymerization of tert-butyl bis[3- (dimethylamino)propyl]carbamate and 1,12-dibromododecane. The protected ionenes yielded pH-sensitive, protonatable ionenes with pKa≈6.6 for the conjugate acid of the protonated secondary amine. Polyplexes of the protected and deprotected ionenes, whose cytotoxicity for endothelial cells was analyzed using the MTT assay, efficiently complex plasmid DNA. Polyplexes destabilized cellular membranes as revealed using the lactate dehydrogenase assay at high concentrations. The polyplexes were successfully transfected into HBMECs at mass ratios 2, 4, 8, 12, and 16 (polymer/DNA) at polyplex concentrations less than 10 μg · mL-1. (Figure Presented)",

keywords = "Biocompatibility, Ionenes, Non-viral transfection, Polyelectrolytes, Proton sponge, Step-growth polymerization",

author = "Ramirez, {Sean M.} and Layman, {John M.} and Long, {Timothy E.}",

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T1 - Protonatable ionenes for nucleic acid complexation

AU - Ramirez, Sean M.

AU - Layman, John M.

AU - Long, Timothy E.

PY - 2009/11/10

Y1 - 2009/11/10

N2 - Novel tboc-protected ionenes with M̄w exceeding 30 kDa were prepared from the step-growth polymerization of tert-butyl bis[3- (dimethylamino)propyl]carbamate and 1,12-dibromododecane. The protected ionenes yielded pH-sensitive, protonatable ionenes with pKa≈6.6 for the conjugate acid of the protonated secondary amine. Polyplexes of the protected and deprotected ionenes, whose cytotoxicity for endothelial cells was analyzed using the MTT assay, efficiently complex plasmid DNA. Polyplexes destabilized cellular membranes as revealed using the lactate dehydrogenase assay at high concentrations. The polyplexes were successfully transfected into HBMECs at mass ratios 2, 4, 8, 12, and 16 (polymer/DNA) at polyplex concentrations less than 10 μg · mL-1. (Figure Presented)

AB - Novel tboc-protected ionenes with M̄w exceeding 30 kDa were prepared from the step-growth polymerization of tert-butyl bis[3- (dimethylamino)propyl]carbamate and 1,12-dibromododecane. The protected ionenes yielded pH-sensitive, protonatable ionenes with pKa≈6.6 for the conjugate acid of the protonated secondary amine. Polyplexes of the protected and deprotected ionenes, whose cytotoxicity for endothelial cells was analyzed using the MTT assay, efficiently complex plasmid DNA. Polyplexes destabilized cellular membranes as revealed using the lactate dehydrogenase assay at high concentrations. The polyplexes were successfully transfected into HBMECs at mass ratios 2, 4, 8, 12, and 16 (polymer/DNA) at polyplex concentrations less than 10 μg · mL-1. (Figure Presented)

KW - Biocompatibility

KW - Ionenes

KW - Non-viral transfection

KW - Polyelectrolytes

KW - Proton sponge

KW - Step-growth polymerization

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Protonatable ionenes for nucleic acid complexation

Abstract

Keywords

ASJC Scopus subject areas

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