Polymer compound comprising pendent peptides, method for preparing same and uses thereof

A polymer compound comprising:

• repeat units of formula (I):
• in which
• n has a value of 0 or 1;
• Y1 represents a radical selected from a (C1-C12)alkyl, an aryl, and an aryl-(C1-C12)alkaryl;
• and
• Z represents a radical selected from:
• a group represented by the following formula (Ia):
• in which Y2 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol;
• and
• a group represented by the following formula (Ib):
• in which Y3 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol;
• and in which at least one of Y1, Y2, and Y3 is joined to a peptide residue via a functional residue, the functional residue and the peptide residue optionally being separated by a spacer fragment;
• and
• repeat units of formula (II):
• in which
• n′ has a value of 0 or 1;
• Y4 represents a radical selected from a (C1-C12)alkyl, an aryl, and an aryl-(C1-C12)alkaryl;
• and
• Z2 represents a radical selected from:
• a group represented by the following formula (IIa):
• in which Y5 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol;
• and
• a group represented by the following formula (IIb):
• in which Y6 represents a (C1-C12)alkyl, aryl or polyalkylene glycol,
• provided that when n and n′ have a value of 0 and Y3 is joined to a peptide residue via a functional residue, the polymer has at least one end of formula (E10) or (E40):
• in which Zx and Zy represent independently a (C1-C12)alkyl-O— or aryl-O—.

A monomer compound represented by the following formula (III-1):

• in which
• Y1 represents a radical selected from a (C1-C12)alkyl, an aryl, and an aryl-(C1-C12)alkaryl;
• Za represents a radical selected from:
• a (C1-C12)alkyl-O—, an aryl-O—, a chlorine;
• a group represented by the following formula (IIIa):
• in which Y2 represents a (C1-C12)alkyl, aryl, or a polyalkylene glycol;
• and
• Zb represents a radical selected from:
• a (C1-C12)alkyl-O—, an aryl-O—, a chlorine;
• a group represented by the following formula (IIIa):
• in which Y2 represents a (C1-C12)alkyl, aryl, or a polyalkylene glycol;
• and
• a group represented by the following formula (IIIb):
• in which Y3 represents a (C1-C12)alkyl, aryl, or a polyalkylene glycol;
• and in which at least one of Y1, Y2, and Y3 is joined to a peptide residue via a functional residue, the functional residue and the peptide residue optionally being separated by a spacer fragment,
• provided that when Y3 is joined to a peptide residue via a functional residue, the functional residue and the peptide residue optionally being separated by a spacer fragment, Za is selected from a (C1-C12)alkyl-O— and an aryl-O—.

A method for preparing a polymer compound comprising a polycondensation reaction in a molten medium, involving:

• at least one monomer compound selected from:
• a monomer compound of formula Za-C(O)—Y1-C(O)-Zb, where:
• Y1 represents a radical selected from a (C1-C12)alkyl, an aryl, and an aryl-(C1-C12)alkaryl;
• Za represents a radical selected from a (C1-C12)alkyl-O—, an aryl-O—, a chlorine, and a group of formula (IIIa):
• where Y2 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol;
• Zb represents a radical selected from a (C1-C12)alkyl-O—, an aryl-O—, a chlorine, a group of formula (IIIa) and a group of formula (IIIb);
• where Y2 represents a (C1-C12)alkyl, aryl or polyalkylene glycol, and Y3 represents a (C1-C12)alkyl, aryl or polyalkylene glycol;
• OCN—Y1-NCO, where Y1 represents a (C1-C12)alkyl, aryl, or an aryl-(C1-C12)alkaryl;
• HO—Y2-OH, where Y2 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol, and
• H2N—Y3-NH2, where Y3 represents a (C1-C12)alkyl, aryl or polyalkylene glycol;
• where at least one of Y1, Y2, and Y3 is joined to a peptide residue via a functional residue, the functional residue and the peptide residue optionally being separated by a spacer fragment;
• and at least one monomer compound selected from:
• a monomer compound represented by the following formula (V):
• in which
• Y4 represents a radical selected from a (C1-C12)alkyl, an aryl, and an aryl-(C1-C12)alkaryl;
• Z2a represents a radical selected from:
• a (C1-C12)alkyl-O—, an aryl-O—, a chlorine;
• and
• a group represented by the following formula (Va):
• in which Y5 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol;
• and
• Z2b represents a radical selected from:
• a (C1-C12)alkyl-O—, an aryl-O—, a chlorine;
• a group represented by the following formula (Va):
• in which Y5 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol;
• and
• a group represented by the following formula (Vb):
• in which Y6 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol,
• OCN—Y4-NCO, where Y4 represents a (C1-C12)alkyl, aryl, or an aryl-(C1-C12)alkaryl,
• HO—Y5-OH, where Y5 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol and
• H2N—Y6-NH2, where Y6 represents a (C1-C12)alkyl, aryl, or polyalkylene glycol.