RADCHENKO, Alexei; GRANGE, Jérémie; VAX, Amelie; JEAN-BAPTISTE-DIT-DOMINIQUE, François; MATMOUR, Rachid; GRELIER, Stéphane; PERUCH, Frédéric

doi:10.1039/c9py00241c

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RADCHENKO, Alexei
Team 1 LCPO : Polymerization Catalyses & Engineering

GRANGE, Jérémie
Team 1 LCPO : Polymerization Catalyses & Engineering

VAX, Amelie
Team 1 LCPO : Polymerization Catalyses & Engineering

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Polymer Chemistry. 2019, vol. 10, n° 19, p. 2456-2468

Royal Society of Chemistry - RSC

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The synthesis of polypeptide hybrids by controlled/living ring-opening polymerization of N-carboxyanhydrides (NCA) using Schreiner′s thiourea catalyst and amino-alcohol terminated poly(1,4-cis-isoprene)s as initiators was demonstrated for γ-benzyl-ʟ-glutamate (BLG) and ε-tert-butyloxycarbonyl-ʟ-lysine (BLL) NCAs. One-pot synthesis of amino-alcohol terminated macroinitiators from heterotelechelic keto/aldehyde polyisoprene by reductive amination of carbonyl(s) was presented. Selection of amines allowed to obtain mono-, di-and tri-functional macroinitiators that were used for the synthesis of polyisoprene-polypeptide hybrids of different architecture: AB, BAB, AB2, BAB2, CBABC. Due to the living character of the polymerization, the molar mass of the polypeptide blocks could be controlled by the monomer to initiator ratio (6000<Mn<44000 g/mol), while sequential monomer addition allowed the synthesis of a pentablock terpolymer: poly(BLG-b-BLL-b-isoprene-b-BLL-b-BLG)< Réduire

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Facile synthesis of 1,4-cis-polyisoprene–polypeptide hybrids with different architectures

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