Synthesis of block copolypeptides by click chemistry
LECOMMANDOUX, Sebastien
Laboratoire de Chimie des polymères organiques [LCPO]
Team 3 LCPO : Polymer Self-Assembly & Life Sciences
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Laboratoire de Chimie des polymères organiques [LCPO]
Team 3 LCPO : Polymer Self-Assembly & Life Sciences
LECOMMANDOUX, Sebastien
Laboratoire de Chimie des polymères organiques [LCPO]
Team 3 LCPO : Polymer Self-Assembly & Life Sciences
Laboratoire de Chimie des polymères organiques [LCPO]
Team 3 LCPO : Polymer Self-Assembly & Life Sciences
TATON, Daniel
Laboratoire de Chimie des polymères organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
< Reduce
Laboratoire de Chimie des polymères organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
Language
en
Article de revue
This item was published in
Macromolecular Rapid Communications. 2008, vol. 29, n° 12-13, p. 1147-1155
Wiley-VCH Verlag
English Abstract
A novel synthetic methodology to diblock copolypeptides was developed by ring-opening polymerization (ROP) of N-carboxyanhydrides (NCAs) from alpha-omega-functionalized initiators combined with the Huisgen 1,3 dipolar ...Read more >
A novel synthetic methodology to diblock copolypeptides was developed by ring-opening polymerization (ROP) of N-carboxyanhydrides (NCAs) from alpha-omega-functionalized initiators combined with the Huisgen 1,3 dipolar cycloaddition (click chemistry). Poly(gamma-benzyl-L-glutamate) (PBLGlu) and poly(trifluoroacetyl-L-Lysine) (PTFALys) containing either an azide or an alkyne functional group in alpha-position were first synthesized by ROP of the corresponding NCA at room temperature in DMF as a solvent, using appropriate omega-amino-containing alpha-alkyne and a-azido difunctional initiators. The Copper(I) -catalyzed coupling reactions of alpha-azido-PBLGlu with the alpha-alkyne-PTFALys, on the one hand, and of the alpha-alkyne-PBLGlu with the alpha-azido-PTFALys, on the other hand were suitably accomplished in DMF. This afforded the targeted PBLGlu-b-PTFALys diblock copolypeptides pos- sessing a triazole group in between the two 1 blocks, as evidenced by SEC, IR, and NMR analysis. Block copolypeptides could be successfully purified by selective extraction with chloroform.Read less <
English Keywords
L-LYSINE
L-LEUCINE
MODULAR SYNTHESIS
ONE-POT SYNTHESIS
L-GLUTAMIC ACID
ROD-COIL
TRIBLOCK COPOLYMERS
DIBLOCK COPOLYMERS
MATERIALS SCIENCE
POLYPEPTIDE
Origin
Hal imported