Patent FR-3002536-A1 (FR)
Title: Use of peptide having alpha helix conformation and assuming monolayer of material e.g. metal oxides having positively/negatively charged hydrophilic surface, to inhibit aggregation of e.g. soluble calcitonin in contact with the surface
Inventor: BRUCKERT FRANZ VINCENT
IPC: A61L29/00
Filed: 2013-02-25
Abstract: Use of at least one peptide (I) that has an alpha helix conformation or random coil and assumes a monolayer of a material having a stable hydrophobic surface or a positively or negatively charged hydrophilic surface, for inhibiting the aggregation of a soluble protein in contact with the surface of the material, is claimed. The peptide is coated on the surface of the material by stable adsorption or by the establishment of covalent bonds between the peptide and the surface. Use of at least one peptide of formula [(N or C-ter)(Z) m 1(L) p 1(A1B1B2A2A3B3A4) n(L) p 2(Z) m 2(C or N-ter)] (I) that has an alpha helix conformation or random coil and assumes a monolayer of a material having a stable hydrophobic surface or a positively or negatively charged hydrophilic surface, for inhibiting the aggregation of a soluble protein in contact with the surface of the material, is claimed. The peptide is coated on the surface of the material by stable adsorption or by the establishment of covalent bonds between the peptide and the surface. Z : phosphoric acids comprising Lys, Asp, Glu (all preferred) or Cys; m1, m2 : 0 or 1, where m1 and m2 are not both 1; L : linker peptide comprising Gly-Ser, Gly-Ser-Ser, Gly-Gly-Ser-Gly or Gly-Gly-Gly-Gly-Ser; p1, p2 : 0-20, provided that when m1 is 0, then p1 is 0, and m2 is 0, then p2 is 0; n : 1-10; A1-A4 : hydrophobic amino acids comprising Ala, Val, He, Leu, Met, Phe, Tyr or Trp, aminobutyric acid (Abu), aminoisobutyric acid (Aib), cyclohexylalanine (Cha), cyclohexylglycine (Chg), dimethyl lysine (Lys(Me 2)), L1-naphthylalanine (Nal), L2-Nal, norisoleucine (NIe), norvaline (Nva), L4-Cl-Phe, L4-F-Phe, L4-I-Phe or D2-Me-Trp, negatively charged hydrophilic amino acids comprising Asp, Glu, beta -Asp, gamma -Glu, phosphoserine (pSer), (pThr) or pTyr, or positively charged hydrophilic amino acids comprising Arg, His, Lys, 2,4-diaminobutyric acid (Dab), methyl lysine (Lys(Me)), trimethyl lysine (Lys(Me 3)), ornithine (Orn), L2-pyridinylalanine (Pal), Pal-L3 or L4-Pal; and B1-B3 : hydrophobic amino acids or hydrophilic amino acids comprising Ser, Thr, Asn, Gln, Gly, diaminopropionic acid (Dap), Lys(dinitrophenyl (Dnp)), L4-NO 2-Phe, Asp, Glu, beta -Asp, gamma -Glu, pSer, pThr, pTyr, Arg, His, Lys, Dab, Lys(Me), Lys(Me3), Orn, L2-Pal, Pal-L3, L4-Pal, citrulline (Cit) or homoserine (Hse), provided that when A1, A2, A3, A4 are the hydrophobic amino acids, then B1-B3 are hydrophilic amino acids, where A1-A4 are positively or negatively charged hydrophilic amino acids, and B1-B3 are hydrophilic or hydrophobic amino acids. Independent claims are included for: (1) the material having a stable hydrophobic surface or a positively or negatively charged hydrophilic surface coated with (I); and (2) treating the material, comprising contacting the surface with a solution containing (I), and obtaining a stable coating by (I) on the surface.