Effects of side chain configuration and backbone spacing on the gene delivery properties of lysine-derived cationic polymers.
Identifieur interne : 002334 ( PubMed/Curation ); précédent : 002333; suivant : 002335Effects of side chain configuration and backbone spacing on the gene delivery properties of lysine-derived cationic polymers.
Auteurs : Sarah E. Eldred [États-Unis] ; Margaret R. Pancost ; Karin M. Otte ; David Rozema ; Shannon S. Stahl ; Samuel H. GellmanSource :
- Bioconjugate chemistry [ 1043-1802 ]
Descripteurs français
- KwdFr :
- MESH :
- administration et posologie : ADN.
- génétique : ADN.
- pharmacologie : Chloroquine, Transfection.
- Animaux, Cations, Humains, Lignée cellulaire, Lysine, Polymères, Structure moléculaire, Transfection.
English descriptors
- KwdEn :
- MESH :
- chemical , administration & dosage : DNA.
- chemical , chemistry : Cations, Lysine, Polymers.
- chemical , genetics : DNA.
- chemical , pharmacology : Chloroquine.
- instrumentation : Transfection.
- methods : Transfection.
- Animals, Cell Line, Chlorocebus aethiops, Humans, Molecular Structure.
Abstract
A series of lysine-based oligomers (18 residues) that differ in side chain configuration or side chain spacing along the backbone was tested for DNA transfection activity. Although materials constructed from lysine are not the most effective polymeric transfection agents, we have chosen L-lysine-based molecules as a starting point because this system allows us to examine the functional effects of incremental changes in polycation structure. The oligomer constructed from beta(3)-homolysine (beta(3)-hLys) and that from alpha-D-lysine were superior to an alpha-L-lysine 18-mer in gene delivery assays. This improved activity is attributed to the fact that the alpha-L-peptide is a protease substrate while the other 18-mers are not. This conclusion is supported by the effects of chloroquine on transfection activity, based on the protease inhibition activity of chloroquine. To our knowledge, these results represent the first direct comparison of a D-lysine oligomer with an L-lysine oligomer in the context of gene delivery. Poly(beta(3)-hLys) was synthesized from the ring opening polymerization of the corresponding lactam. The DNA transfection ability of this polymer was compared with that of commercially available poly(L-lysine) (PLL). In each case the polymer was more active than the corresponding oligomer.
DOI: 10.1021/bc050017c
PubMed: 15898739
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pubmed:15898739Le document en format XML
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<term>Cations (chemistry)</term>
<term>Cell Line</term>
<term>Chlorocebus aethiops</term>
<term>Chloroquine (pharmacology)</term>
<term>DNA (administration & dosage)</term>
<term>DNA (genetics)</term>
<term>Humans</term>
<term>Lysine (chemistry)</term>
<term>Molecular Structure</term>
<term>Polymers (chemistry)</term>
<term>Transfection (instrumentation)</term>
<term>Transfection (methods)</term>
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<term>Cations ()</term>
<term>Chloroquine (pharmacologie)</term>
<term>Humains</term>
<term>Lignée cellulaire</term>
<term>Lysine ()</term>
<term>Polymères ()</term>
<term>Structure moléculaire</term>
<term>Transfection ()</term>
<term>Transfection (instrumentation)</term>
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<keywords scheme="MESH" type="chemical" qualifier="administration & dosage" xml:lang="en"><term>DNA</term>
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<term>Lysine</term>
<term>Polymers</term>
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<keywords scheme="MESH" type="chemical" qualifier="genetics" xml:lang="en"><term>DNA</term>
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<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Chloroquine</term>
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<keywords scheme="MESH" qualifier="administration et posologie" xml:lang="fr"><term>ADN</term>
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<keywords scheme="MESH" qualifier="instrumentation" xml:lang="en"><term>Transfection</term>
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<term>Transfection</term>
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<term>Molecular Structure</term>
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<term>Cations</term>
<term>Humains</term>
<term>Lignée cellulaire</term>
<term>Lysine</term>
<term>Polymères</term>
<term>Structure moléculaire</term>
<term>Transfection</term>
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<front><div type="abstract" xml:lang="en">A series of lysine-based oligomers (18 residues) that differ in side chain configuration or side chain spacing along the backbone was tested for DNA transfection activity. Although materials constructed from lysine are not the most effective polymeric transfection agents, we have chosen L-lysine-based molecules as a starting point because this system allows us to examine the functional effects of incremental changes in polycation structure. The oligomer constructed from beta(3)-homolysine (beta(3)-hLys) and that from alpha-D-lysine were superior to an alpha-L-lysine 18-mer in gene delivery assays. This improved activity is attributed to the fact that the alpha-L-peptide is a protease substrate while the other 18-mers are not. This conclusion is supported by the effects of chloroquine on transfection activity, based on the protease inhibition activity of chloroquine. To our knowledge, these results represent the first direct comparison of a D-lysine oligomer with an L-lysine oligomer in the context of gene delivery. Poly(beta(3)-hLys) was synthesized from the ring opening polymerization of the corresponding lactam. The DNA transfection ability of this polymer was compared with that of commercially available poly(L-lysine) (PLL). In each case the polymer was more active than the corresponding oligomer.</div>
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<Abstract><AbstractText>A series of lysine-based oligomers (18 residues) that differ in side chain configuration or side chain spacing along the backbone was tested for DNA transfection activity. Although materials constructed from lysine are not the most effective polymeric transfection agents, we have chosen L-lysine-based molecules as a starting point because this system allows us to examine the functional effects of incremental changes in polycation structure. The oligomer constructed from beta(3)-homolysine (beta(3)-hLys) and that from alpha-D-lysine were superior to an alpha-L-lysine 18-mer in gene delivery assays. This improved activity is attributed to the fact that the alpha-L-peptide is a protease substrate while the other 18-mers are not. This conclusion is supported by the effects of chloroquine on transfection activity, based on the protease inhibition activity of chloroquine. To our knowledge, these results represent the first direct comparison of a D-lysine oligomer with an L-lysine oligomer in the context of gene delivery. Poly(beta(3)-hLys) was synthesized from the ring opening polymerization of the corresponding lactam. The DNA transfection ability of this polymer was compared with that of commercially available poly(L-lysine) (PLL). In each case the polymer was more active than the corresponding oligomer.</AbstractText>
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