A linear amphoteric poly(amidoamino acid), L-ARGO7, is prepared by Michael-type polyaddition of L-arginine with N,N0-methylenebisacrylamide. Chain extension of acrylamide end-capped L-ARGO7 oligomers with piperazine leads to high-molecular-weight copolymers in which L-arginine maintains its absolute configuration. Acid/base properties of L-ARGO7 polymers show isolectric points of 10 and positive net average charges per repeating unit at pH¼7.4 from 0.25 to 0.40. These arginine-rich synthetic polymers possibly share some of the unique biological properties of polyarginine cell-permeating peptides. In vitro tests with mouse embryo fibroblasts balb/3T3 clone A31 show that L-ARGO7 polymers are endowed with effective cell internalization ability combined with minimal cytotoxicity.

Amphoteric, Prevailingly Cationic L-Arginine Polymers of Poly(amidoamino acid) Structure: Synthesis, Acid/Base Properties and Preliminary Cytocompatibility and Cell-Permeating Characterizations / P. Ferruti, N. Mauro, L. Falciola, V. Pifferi, C. Bartoli, M. Gazzarri, F. Chiellini, E. Ranucci. - In: MACROMOLECULAR BIOSCIENCE. - ISSN 1616-5187. - 14:3(2014 Mar), pp. 390-400. [10.1002/mabi.201300387]

Amphoteric, Prevailingly Cationic L-Arginine Polymers of Poly(amidoamino acid) Structure: Synthesis, Acid/Base Properties and Preliminary Cytocompatibility and Cell-Permeating Characterizations.

P. Ferruti;N. Mauro;L. Falciola;V. Pifferi;E. Ranucci
2014-03

Abstract

A linear amphoteric poly(amidoamino acid), L-ARGO7, is prepared by Michael-type polyaddition of L-arginine with N,N0-methylenebisacrylamide. Chain extension of acrylamide end-capped L-ARGO7 oligomers with piperazine leads to high-molecular-weight copolymers in which L-arginine maintains its absolute configuration. Acid/base properties of L-ARGO7 polymers show isolectric points of 10 and positive net average charges per repeating unit at pH¼7.4 from 0.25 to 0.40. These arginine-rich synthetic polymers possibly share some of the unique biological properties of polyarginine cell-permeating peptides. In vitro tests with mouse embryo fibroblasts balb/3T3 clone A31 show that L-ARGO7 polymers are endowed with effective cell internalization ability combined with minimal cytotoxicity.
biocompatibility ; biological application of polymers ; L-arginine polymers ; poly(amidoamine)s ; poly(amidoamino acid)s
Settore CHIM/04 - Chimica Industriale
Settore CHIM/08 - Chimica Farmaceutica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/228670
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