Peptide-based body surface coloring reagents

Abstract

Peptides have been identified that bind with high affinity to body surfaces, such as, hair, skin, nails, teeth, gums, and oral cavity surfaces. Diblock and triblock peptide-based body surface coloring reagents formed by coupling a body surface binding peptide to a pigment binding peptide, either directly or through a spacer, are described. The peptide-based body surface coloring reagents may be used in conjunction with pigments to color body surfaces.

1 . A diblock, peptide-based body surface coloring reagent having the general structure [(BSBP) m −(PBP) n ] x , wherein 
 a) BSBP is a body surface binding peptide;    b) PBP is a pigment-binding peptide; and 
 c) m, n, and x independently range from 1 to about 10.  
   
     
     
         2 . A triblock, peptide-based body surface coloring reagent having the general structure [[(BSBP) m −S q ] x −[(PBP) n −S r ] z ]y, wherein 
 a) BSBP is a body surface binding peptide;    b) PBP is a pigment-binding peptide;    c) S is a molecular spacer; and 
 d) m, n, x and z independently range from 1 to about 10, y is from 1 to about 5, and where q and r are each independently 0 or 1, provided that both r and q may not be 0.  
   
     
     
         3 . A peptide-based body surface coloring reagent according to  claim 1  or  2  wherein either one of or both the body surface binding peptide and the pigment-binding peptide is generated combinatorially by a process selected from the group consisting of phage display, yeast display, bacteria display and combinatorial solid phase peptide synthesis.  
     
     
         4 . A peptide-based body surface coloring reagent according to  claim 3  wherein the body surface binding peptide is from about 7 to about 50 amino acids.  
     
     
         5 . A peptide-based body surface coloring reagent according to  claim 1  or  2  wherein the body surface binding peptide is generated empirically.  
     
     
         6 . A peptide-based body surface coloring reagent according to  claim 1  or  2  wherein the body surface binding peptide binds to body surfaces selected from the group consisting of, nails, teeth, gums, skin, and tissues of the oral cavity.  
     
     
         7 . A peptide-based body surface coloring reagent according to  claim 6  wherein the body surface-binding peptide is from about 7 to about 25 amino acids and has a binding affinity for a body surface, measured as MB 50 , equal to or less than 10 −5  M.  
     
     
         8 . A peptide-based body surface coloring reagent according to  claim 6  wherein the body surface comprises an epithelial cell layer.  
     
     
         9 . A peptide-based body surface coloring reagent according to  claim 8  wherein the body surface comprises an endothelial cell layer.  
     
     
         10 . A peptide-based body surface coloring reagent according to  claim 1  or wherein the body surface binding peptide is a hair-binding peptide selected from the group consisting of SEQ ID NOs:1, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 58, 59, 60, 64, 66, 69, 70, 75, 105, 106, 107, 108, 109, 153, 154, 155, and 156.  
     
     
         11 . A peptide-based body surface coloring reagent according to  claim 1  or wherein the body surface binding peptide is a skin-binding peptide selected from the group consisting of SEQ ID NOs:2, 61, 99, 100, 101, 102, 103, and 104.  
     
     
         12 . A peptide-based body surface coloring reagent according to  claim 1  or  2  wherein the body surface binding peptide is a nail-binding peptide selected from the group consisting of SEQ ID NO: SEQ ID NOs:7, 8, 19-27, 38-40, 43, 44, 47, 53, 57, 58, 59 and 60.  
     
     
         13 . A peptide-based body surface coloring reagent according to  claim 1  or  2  wherein the pigment-binding peptide is from about 5 to about 50 amino acids.  
     
     
         14 . A peptide-based body surface coloring reagent according to  claim 1  or wherein the pigment-binding peptide has affinity for a pigment selected from the group consisting of D&C Red No. 36, D&C Red No. 30, D&C Orange No. 17, Green 3 Lake, Ext. Yellow 7 Lake, Orange 4 Lake, Red 28 Lake; the calcium lakes of D&C Red Nos. 7, 11, 31 and 34, the barium lake of D&C Red No. 12, the strontium lake D&C Red No. 13, the aluminum lakes of FD&C Yellow No. 5, of FD&C Yellow No. 6, of FD&C No. 40, of D&C Red Nos. 21, 22, 27, and 28, of FD&C Blue No. 1, of D&C Orange No. 5, of D&C Yellow No. 10; the zirconium lake of D&C Red No. 33; Cromophthal® Yellow, Sunfast® Magenta, Sunfast® Blue, iron oxides, calcium carbonate, aluminum hydroxide, calcium sulfate, kaolin, ferric ammonium ferrocyamide, magnesium carbonate, carmine, barium sulfate, mica, bismuth oxychloride, zinc stearate, manganese violet, chromium oxide, titanium dioxide, titanium dioxide nanoparticles, zinc oxide, barium oxide, ultramarine blue, bismuth citrate, hydroxyapatite, zirconium silicate, and carbon black particles.  
     
     
         15 . A peptide-based body surface coloring reagent according to  claim 1  or  2  wherein the pigment-binding peptide is selected from the group consisting of SEQ ID NOs:110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, and 134.  
     
     
         16 . A triblock peptide-based body surface coloring reagent according to  claim 2  wherein the spacer is selected from the group consisting of ethanolamine, ethylene glycol, polyethylene with a chain length of 6 carbon atoms, polyethylene glycol with 3 to 6 repeating units, phenoxyethanol, propanolamide, butylene glycol, butyleneglycolamide, propyl phenyl chains, ethyl alkyl chains, propyl alkyl chains, hexyl alkyl chains, steryl alkyl chains, cetyl alkyl chains, and palmitoyl alkyl chains.  
     
     
         17 . A triblock peptide-based body surface coloring reagent according to  claim 2  wherein the spacer is a peptide comprising from 1 to about 50 amino acids.  
     
     
         18 . A triblock peptide-based body surface coloring reagent according to  claim 17  wherein the spacer comprises amino acids selected from the group consisting of proline, lysine, glycine, alanine, serine, and mixtures thereof.  
     
     
         19 . A triblock peptide-based body surface coloring reagent according to  claim 17  wherein the spacer comprises peptide sequences selected from the group consisting of SEQ ID NOs:65, 135, 136, and 137.  
     
     
         20 . A peptide-based body surface coloring reagent according to  claim 1  or  2  wherein the peptide-based body surface coloring reagent is from about 14 to about 200 amino acids.  
     
     
         21 . A triblock peptide-based body surface coloring reagent according to  claim 2  wherein the triblock peptide-based body coloring reagent has an amino acid sequence selected from the group consisting of SEQ ID NOs:138, 139, 140, 141, 142, 143, 144, 145, 146, and 147.  
     
     
         22 . A peptide-based body surface coloring reagent according to  claim 1  or  2  wherein the body surface-binding peptide is isolated by a process comprising the steps of: 
 (i) providing a library of combinatorially generated phage-peptides;    (ii) contacting the library of (i) with a body surface to form a reaction solution comprising:    (A) phage-peptide-body surface complex;    (B) unbound body surface, and    (C) uncomplexed peptides; 
 (iii) isolating the phage-peptide-body surface complex of (ii); 
 (iv) eluting the weakly bound peptides from the isolated peptide complex of (iii);  
 
 (v) identifying the remaining bound phage-peptides either by using the polymerase chain reaction directly with the phage-peptide-body surface complex remaining after step (iv), or by infecting bacterial host cells directly with the phage-peptide-body surface complex remaining after step (iv), growing the infected cells in a suitable growth medium, and isolating and identifying the phage-peptides from the grown cells.  
   
     
     
         23 . A peptide-based body surface coloring reagent according to  claim 22  wherein the body surface is selected from the group consisting of, nails, teeth, gums, skin, and tissues of the oral cavity.  
     
     
         24 . A personal care composition comprising an effective amount of the peptide-based body surface coloring reagent of  claim 1  or  2 , comprising a body surface binding peptide and a pigment binding peptide.  
     
     
         25 . A personal care composition according to  claim 24  wherein; 
 a) the body surface binding peptide has affinity for a body surface selected from the group consisting of, nails, teeth, gums, skin, and tissues of the oral cavity; and    b) the body surface binding peptide is from about 7 to about 25 amino acids and has a binding affinity for a body surface, measured as MB 50 , equal to or less than 10 −5 M.    
     
     
         26 . A method for coloring a body surface comprising: 
 a) providing a pigment;    b) providing a composition comprising a peptide-based body surface coloring reagent according to  claim 1  or  2  wherein the body surface binding peptide has affinity for the body surface and the pigment binding peptide has affinity for the pigment; and    c) applying the pigment of (a) with the composition of (b) to a body surface for a time sufficient for the peptide-based body surface coloring reagent to bind to the pigment and the body surface.    
     
     
         27 . A method according to  claim 26  wherein the body surface is selected from the group consisting of, nails, teeth, gums, skin, and tissues of the oral cavity.  
     
     
         28 . A method according to  claim 26  wherein the pigment and the composition comprising a peptide-based body surface coloring reagent are applied to the body surface concomitantly.  
     
     
         29 . A method according to  claim 26  wherein the pigment is applied to the body surface prior to the application of the composition comprising a peptide-based body surface coloring reagent.  
     
     
         30 . A method according to  claim 26  wherein the composition comprising a peptide based-body surface coloring reagent is applied to the body surface prior to the application of the pigment.  
     
     
         31 . A method according to  claim 26  further comprising the step of: 
 d) applying a composition comprising a polymeric sealant to the body surface subsequent to the applying of the pigment and the composition comprising a peptide-based body surface coloring reagent.    
     
     
         32 . A method according to  claim 31  wherein the polymeric sealant is selected from the group consisting of poly(allylamine), acrylates, acrylate copolymers, polyurethanes, carbomers, methicones, amodimethicones, polyethylenene glycol, beeswax, and siloxanes.