Polymer or polycondensate based on peptide, linker and optionally other monomers and method for preparing the same

Li Tang, Lixia Wei, Yu Zhao
2021
Brevet

The present invention concerns a method for producing polymers suitable as carrier-free delivery system of bioactive molecules, in particular bioactive peptides. The method comprises the polycondensation of one or more different monomers, including monomers comprising the peptides, monomers comprising a cross-linker and, optionally, monomers comprising an adjuvant. The invention also relates to the polymers obtained by the method, which are suitable as medicaments, such as vaccines. In a particular embodiment, the bioactive peptide is a neoantigen and the polymer is used as a cancer vaccine.

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Li Tang, Lixia Wei, Yu Zhao
2021
Brevet

Résumé

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https://infoscience.epfl.ch/record/284792?ln=fr

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Peptide/protein – polymer conjugates: synthetic strategies and design concepts

Marc Gauthier, Harm-Anton Klok

This feature article provides a compilation of tools available for preparing well-defined peptide/protein–polymer conjugates, which are defined as hybrid constructs combining (i) a defined number of peptide/protein segments with uniform chain lengths and defined monomer sequences (primary structure) with (ii) a defined number of synthetic polymer chains. The first section describes methods for post-translational, or direct, introduction of chemoselective handles onto natural or synthetic peptides/proteins. Addressed topics include the residue- and/or site-specific modification of peptides/proteins at Arg, Asp, Cys, Gln, Glu, Gly, His, Lys, Met, Phe, Ser, Thr, Trp, Tyr and Val residues and methods for producing peptides/proteins containing non-canonical amino acids by peptide synthesis and protein engineering. In the second section, methods for introducing chemoselective groups onto the side-chain or chain-end of synthetic polymers produced by radical, anionic, cationic, metathesis and ring-opening polymerization are described. The final section discusses convergent and divergent strategies for covalently assembling polymers and peptides/proteins. An overview of the use of chemoselective reactions such as Heck, Sonogashira and Suzuki coupling, Diels–Alder cycloaddition, Click chemistry, Staudinger ligation, Michaels addition, reductive alkylation and oxime/hydrazone chemistry for the convergent synthesis of peptide/protein–polymer conjugates is given. Divergent approaches for preparing peptide/protein–polymer conjugates which are discussed include peptide synthesis from synthetic polymer supports, polymerization from peptide/protein macroinitiators or chain transfer agents and the polymerization of peptide side-chain monomers.

2008

Chargement

Method for the preparation of a coating comprising oligomeric alkynes

Holger Frauenrath, Yves Leterrier, Stephen Schrettl, Bjoern Schulte

The invention relates to a method for the preparation of a coating comprising at least one coating layer on a substrate, the method comprising the steps of a. providing monomers of the type R- (N)x-(L)m- (C=C)n-(L')o- (N')y-R', wherein R is a head moiety, R' is a tail moiety, (C≡C)n is an oligoyne moiety, L and L' are linker moieties, N and N' independently are branched or unbranched optionally substituted C1-C25 alkyl moieties optionally containing 1 to 5 heteroatoms, x, m, o, and y are independently 0 or 1, n is 4 to 12, and wherein the head moiety allows for an interaction with the surface of the substrate; b. bringing the monomers into contact with the substrate wherein the interaction of the head moieties of the monomers with the surface of the substrate induces at least a part of the monomers to align in a defined manner thereby forming a film on the surface and bringing the oligoyne moieties of the monomers into close contact with each other; c. inducing a reaction between oligoyne moieties by providing an external stimulus so as to at least partially cross-link the aligned monomers, thereby forming a coating layer on the substrate. The invention further relates to a coating obtainable according to the method of the invention, the use of a coating obtainable according to the method of the invention, a substrate comprising a coating obtainable according to the invention and the use of solid substrate. The invention further relates to a method for the synthesis of the monomers according to the invention.

2017

Chargement

Method for the preparation of a coating

Holger Frauenrath, Yves Leterrier, Stephen Schrettl, Bjoern Schulte

The invention relates to a method for the preparation of a coating comprising at least one coating layer on a solid substrate, said method comprising the steps of a, providing monomers of the type R-(N)x-(L)m-(C≡C)n-(L']o(N')y-R', wherein R is a head moiety, R' is a tail moiety, (C≡C)n is an oligoyne moiety, L and L' are linker moieties, N and N' independently are branched or unbranched optionally substituted C1-C25 alkyl moieties optionally containing 1 to 5 heteroatoms, x, m, o, and y are independently 0 or 1, n is 4 to 12, and wherein said head moiety allows for an interaction with the surface of said solid substrate; b. bringing said monomers into contact with said solid substrate wherein said interaction of said head moieties of said monomers with the surface of said solid substrate induces at least a part of said monomers to align in a defined manner thereby forming a film on said surface and bringing said oligoyne moieties of said monomers into close contact with each other; c. inducing a reaction between oligoyne moieties by providing an external stimulus so as to at least partially cross-link said aligned monomers, thereby forming a coating layer on said solid substrate. The invention further relates to a coating obtainable according to the method of the invention, the use of a coating obtainable according to the method of the invention, a solid substrate comprising a coating obtainable according to the invention and the use of the solid substrate.

2016

Chargement

Réticulation

En chimie des polymères, la réticulation correspond à la formation d'un ou de plusieurs réseaux tridimensionnels, par voie chimique ou physique. Des liaisons chimiques (appelées ponts) entre les chaîn

Peptide

vignette|Exemple de peptide. vignette|Exemple de peptide. vignette|Exemple de peptide. Un peptide est un polymère d’acides aminés reliés entre eux par des liaisons peptidiques. Il existe une énorme

Monomère

En chimie, un monomère est une substance, le plus souvent organique, utilisée dans la synthèse des oligomères et des polymères au cours d'une réaction d'oligomérisation ou de polymérisation. Le mot mo