Polypeptide Nanoparticles Obtained from Emulsion Polymerization of Amino Acid N‑Carboxyanhydrides

Polypeptide nanoparticles were obtained by the miniemulsion polymerization of S-(o-nitrobenzyl)-l-cysteine (NBC) N-carboxyanhydride (NCA). Through process optimization, reaction conditions were identified that allowed the polymerization of the water sensitive NCA to yield nanoparticles of about 220...

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Published inJournal of the American Chemical Society Vol. 141; no. 32; pp. 12522 - 12526
Main Authors Jacobs, Jaco, Pavlović, Dražen, Prydderch, Hannah, Moradi, Mohammad-Amin, Ibarboure, Emmanuel, Heuts, Johan P. A, Lecommandoux, Sebastien, Heise, Andreas
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 14.08.2019
Subjects
Chemical Sciences
Condensed Matter
Material chemistry
Physics
Polymers
Soft Condensed Matter
Polypeptides
Amino Acid N-Carboxyanhydrides
Emulsion Polymerization
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Summary:Polypeptide nanoparticles were obtained by the miniemulsion polymerization of S-(o-nitrobenzyl)-l-cysteine (NBC) N-carboxyanhydride (NCA). Through process optimization, reaction conditions were identified that allowed the polymerization of the water sensitive NCA to yield nanoparticles of about 220 nm size. Subsequent UV-irradiation of the nanoparticle emulsions caused the in situ removal of the nitrobenzyl group and particle cross-linking through disulfide bond formation accompanied by the shrinkage of the particles.
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ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.9b06750