Synthesis, characterization and potential biomedical applications of N-succinimidyl ester functionalized, polypyrrole-coated polystyrene latex particles

Bousalem, Smaïn; Mangeney, Claire; Chehimi, Mohamed M.; Basiǹska, Teresa; Miksa, Beata; Słomkowski, Stanisław

doi:10.1007/s00396-004-1065-8

Cited by 24 publications

(25 citation statements)

References 34 publications

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“…A copolymer of N-succinimidyl ester pyrrole can be used to simply immobilize biomolecules so that aminebearing compounds could be directly conjugated onto the PPy surface in physiological conditions without an additional activation step. PPy-NSE polymers and copolymers were reported to bind human serum albumin, BSA and drug molecules (Azioune et al 2004;Bousalem et al 2004;Khan et al 2006).…”

Section: Discussionmentioning

confidence: 99%

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Neuroactive conducting scaffolds: nerve growth factor conjugation on active ester-functionalized polypyrrole

Lee

Schmidt

2008

J. R. Soc. Interface.

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Electrically conductive and biologically active scaffolds are desirable for enhancing adhesion, proliferation and differentiation of a number of cell types such as neurons. Hence, the incorporation of neuroactive molecules into electroconductive polymers via a specific and stable method is essential for neuronal tissue engineering applications. Traditional conjugation approaches dramatically impair conductivities and/or stabilities of the scaffolds and ligands. In this study, we developed copolymers (PPy-NSE) of N-hydroxyl succinimidyl ester pyrrole and regular pyrrole, which can be immobilized with nerve growth factor (NGF) without significantly hindering electroconductivity. The presence of active ester groups was confirmed using reflectance infrared spectroscopy and X-ray photoelectron spectroscopy (XPS) from the copolymers prepared from different monomer compositions. We selected PPy-NSE 50 (polymerized from a 50 : 50 monomer ratio of pyrrole : pyrrole-NSE) for further modification with NGF because this copolymer retains good conductivity (approx. 8 S cm K1 ) and presents active ester groups for NGF immobilization. We tethered NGF on the PPy-NSE 50 surface, and found that PC12 cells extended neurites similarly to cells cultured in NGF-containing medium. XPS and enzyme-linked immunosorbent assay confirmed that NGF immobilized via the active ester on the PPy-NSE 50 film was stable for up to 5 days in phosphate-buffered saline solution. Also, application of an external electrical potential to NGF-immobilized PPy films did not cause a significant release of NGF nor reduce their neurotrophic activity. This novel scaffold, providing electroconductive and neurotrophic activities, has potential for neural applications, such as tissue engineering scaffolds and biosensors.

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Section: Discussionmentioning

confidence: 99%

“…For example, PPy-NSE 75 is prepared in a solution of 12.5 mM pyrrole and 37.5 mM pyrrole-NSE. Azioune et al 2004;Bousalem et al 2004). Fifty microlitres of NGF solution (20 mg ml K1 in 0.1 M PBS, pH 7.2) were loaded on the 1 cm 2 sample piece.…”

Section: Nerve Growth Factor Conjugationmentioning

confidence: 99%

Neuroactive conducting scaffolds: nerve growth factor conjugation on active ester-functionalized polypyrrole

Lee

Schmidt

2008

J. R. Soc. Interface.

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“…1-(2-Carboxyethyl) pyrrole was synthesized according to the procedure described by Maeda et al with slight modification [9,[13][14][15]. Briefly, 1-(2-cyanoethyl) pyrrole was hydrolyzed to 1-(2-carboxyethyl) pyrrole by the addition of 5 g (3.6 mM) of 1-(2-cyanoethyl) pyrrole to 10 g KOH in 30 ml of double-distilled water (Fig.…”

Section: Synthesis Of 1-(2-carboxyethyl) Pyrrole Monomer [I]mentioning

confidence: 99%

“…The reaction was carried out at ambient temperature (24°C) for 12 h [14,16]. The white precipitate formed was collected by filtration, washed with distilled water and dried under vacuum.…”

Section: Synthesis Of N-succinimidyl Ester Pyrrole [Ii]mentioning

confidence: 99%

Covalent attachment of proteins to functionalized polypyrrole-coated metallic surfaces for improved biocompatibility

2007

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“…Many papers describe the polymerization of pyrrole in the presence of different polymers structure, polystyrene being the most often used. (Lascelles & Armes, 1995;Cairns & Armes 1999;Lu et al, 2003;Bousalem et al, 2003;Bousalem et al, 2004a;Bousalem et al, 2004b;Bousalem et al, 2005;Benabderrahmane et al, 2005;Mangeney et al, 2006;Yip et al, 2006;Lee et al, 2009;Wang et al, 2009). Latex particles having a poly(butyl methacrylate) (PBMA) core of about 700 nm and a very thin polypyrrole (PPy) shell were reported by Huijs & Lang 2000.…”

Section: Introductionmentioning

confidence: 99%

Conducting Polypyrrole Shell as a Promising Covering for Magnetic Nanoparticles

Nan¹,

Crăciunescu²,

Turcu³

2012

Aspects on Fundaments and Applications of Conducting Polymers

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Synthesis, characterization and potential biomedical applications of N-succinimidyl ester functionalized, polypyrrole-coated polystyrene latex particles

Cited by 24 publications

References 34 publications

Neuroactive conducting scaffolds: nerve growth factor conjugation on active ester-functionalized polypyrrole

Neuroactive conducting scaffolds: nerve growth factor conjugation on active ester-functionalized polypyrrole

Covalent attachment of proteins to functionalized polypyrrole-coated metallic surfaces for improved biocompatibility

Conducting Polypyrrole Shell as a Promising Covering for Magnetic Nanoparticles

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