US2021340211A1PendingUtilityA1

Gip peptide analogues

Assignee: UNIV COPENHAGENPriority: Sep 5, 2014Filed: Mar 1, 2021Published: Nov 4, 2021
Est. expirySep 5, 2034(~8.1 yrs left)· nominal 20-yr term from priority
A61P 3/00C07K 14/605A61K 38/00A61K 38/26A61P 5/00
51
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Claims

Abstract

Provided herein are glucose-dependent insulinotropic polypeptide (GIP)-derived peptide analogues, for example GIP(3-30), and their use as antagonists of the GIP receptor and for treatment of disorders such as obesity, diabetes mellitus and insulin resistance.

Claims

exact text as granted — not AI-modified
1 .- 28 . (canceled) 
     
     
         29 . A peptide selected from the group consisting of:
 a peptide consisting of 28 contiguous amino acids of sequence   
       
         
           
                 
                 
               
                     
                   (GIP3-30; SEQ ID NO: 74) 
                 
                     
                   EGTFISDYSIAM X   0a   X   0b I X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         a peptide consisting of 27 contiguous amino acids of sequence 
       
       
         
           
                 
                 
               
                     
                   (GIP4-30; SEQ ID NO: 75) 
                 
                     
                   GTFISDYSIAM X   0a   X   0b I X   1 QQDFVNAVLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         a peptide consisting of 26 contiguous amino acids of sequence 
       
       
         
           
                 
                 
               
                     
                   (GIP5-30; SEQ ID NO: 76) 
                 
                     
                   TFISDYSIAM X   0a   X   0b I X   1 QQDFVNAVLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         wherein X 0a , X 0b , X 1  and X 2  are individually any amino acid, and 
         a variant of any of the above peptides having at least 80% sequence identity to said peptide, 
         wherein said peptide or variant thereof is an antagonist of a GIP receptor (GIPR), 
         with the proviso that said peptide or variant thereof does not have 100% sequence identity to native hGIP3-30 (SEQ ID NO: 1), to native hGIP4-30 (SEQ ID NO: 77) or to native hGIP5-30 (SEQ ID NO: 78). 
       
     
     
         30 . The peptide according to  claim 29 , wherein
 X 0a  is selected from the group consisting of D and E;   X 0b  is selected from the group consisting of K, A, H, and R;   X 1  is selected from the group consisting of H, R, A, K, F, and Y; and   X 2  is selected from the group consisting of K, R, H, and A.   
     
     
         31 . The peptide according to  claim 29 , wherein the amino acid sequence of said peptide or variant thereof differs from SEQ ID NO: 74, SEQ ID NO: 75 or SEQ ID NO: 76, in that the amino acid sequence of the variant comprises one, two, three, four, or five amino acid substitutions. 
     
     
         32 . The peptide according to  claim 29 , wherein the amino acid sequence of said peptide or variant thereof differs from SEQ ID NO: 74, SEQ ID NO: 75 or SEQ ID NO: 76, in that the amino acid sequence of the variant comprises one, two, three, or four amino acid substitutions. 
     
     
         33 . The peptide according to  claim 29 , wherein the amino acid sequence of said peptide or variant thereof differs from SEQ ID NO: 74, SEQ ID NO: 75 or SEQ ID NO: 76, in that the amino acid sequence of the variant comprises one, two, or three amino acid substitutions. 
     
     
         34 . The peptide according to  claim 29 , wherein the amino acid sequence of said peptide or variant thereof differs from SEQ ID NO: 74, SEQ ID NO: 75 or SEQ ID NO: 76, in that the amino acid sequence of the variant comprises one or two amino acid substitutions. 
     
     
         35 . The peptide according to  claim 31 , wherein said amino acid substitutions are selected from the group consisting of:
 i) substitution of an amino acid having a polar side chain for a different amino acid having a polar side chain wherein amino acids having a polar side chain are Asp, Glu, Lys, Arg, His, Asn, Gln, Ser, Thr, Tyr, and Cys;   ii) substitution of an amino acid having a non-polar side chain for a different amino acid having a non-polar side chain wherein amino acids having a non-polar side chain are Gly, Ala, Val, Leu, Be, Phe, Trp, Pro, and Met;   iii) substitution of an amino acid having an aliphatic side chain for a different amino acid having an aliphatic side chain wherein amino acids having a polar side chain are Gly, Ala Val, Leu, and Ile;   iv) substitution of an amino acid having a cyclic side chain for a different amino acid having a cyclic side chain wherein amino acids having a cyclic side chain are Phe, Tyr, Trp, His, and Pro;   v) substitution of an amino acid having an aromatic side chain for a different amino acid having an aromatic side chain wherein amino acids having an aromatic side chain are Phe, Tyr, and Trp;   vi) substitution of an amino acid having an acidic side chain for a different amino acid having an acidic side chain wherein amino acids having an acidic side chain are Asp, and Glu;   vii) substitution of an amino acid having a basic side chain for a different amino acid having a basic side chain wherein amino acids having a basic side chain are Lys, Arg, and His;   viii) substitution of an amino acid having an amide side chain for a different amino acid having an amide side chain wherein amino acids having an amide side chain are Asn, and Gln;   ix) substitution of an amino acid having a hydroxy side chain for a different amino acid having a hydroxy side chain wherein amino acids having a hydroxy side chain are Ser, and Thr;   x) substitution of an amino acid having a sulphur-containing side chain for a different amino acid having a sulphur-containing side chain wherein amino acids having a sulphur-containing side chain are Cys and Met;   xi) substitution of a neutral, weakly hydrophobic amino acid for a different neutral, weakly hydrophobic amino acid wherein neutral, weakly hydrophobic amino acids are Pro, Ala, Gly, Ser, and Thr;   xii) substitution of a hydrophilic, acidic amino acid for a different hydrophilic, acidic amino acid wherein hydrophilic, acidic amino acids are Gln, Asn, Glu, and Asp; and   xiii) substitution of a hydrophobic amino acid for a different hydrophobic amino acid wherein hydrophobic amino acids are Leu, Ile, and Val.   
     
     
         36 . The peptide according to  claim 29 , wherein said peptide is selected from the group consisting of:
 a peptide consisting of 28 contiguous amino acids of sequence   
       
         
           
                 
                 
               
                     
                   (GIP3-30; SEQ ID NO: 11) 
                 
                     
                   EGTFISDYSIAMDKI X   1 QQDFVNAVLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         a peptide consisting of 27 contiguous amino acids of sequence 
       
       
         
           
                 
                 
               
                     
                   (GIP4-30; SEQ ID NO: 28) 
                 
                     
                   GTFISDYSIAMDKI X   1 QQDFVNAVLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         a peptide consisting of 26 contiguous amino acids of sequence 
       
       
         
           
                 
                 
               
                     
                   (GIP5-30; SEQ ID NO: 45) 
                 
                     
                   TFISDYSIAMDKI X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         wherein X 1  is selected from the group consisting of H, R, A, K, F, and Y; and X 2  is selected from the group consisting of K, R, H, and A; and 
         a variant of any of the above peptides having at least 80% sequence identity to said peptide, 
         with the proviso that said peptide or variant thereof does not have 100% sequence identity to native hGIP3-30 (SEQ ID NO: 1), to native hGIP4-30 (SEQ ID NO: 77) or to native hGIP5-30 (SEQ ID NO: 78); 
         wherein said peptide or variant thereof is an antagonist of a GIP receptor (GIPR). 
       
     
     
         37 . The peptide according to  claim 36 , wherein the amino acid sequence of the variant differs from SEQ ID NO: 11, SEQ ID NO: 28 or SEQ ID NO: 45, in that the amino acid sequence of the variant comprises one or two amino acid substitutions. 
     
     
         38 . The peptide according to  claim 29 , wherein said peptide is selected from the group consisting of:
 a peptide consisting of 28 contiguous amino acids of sequence   
       
         
           
                 
                 
               
                     
                   (GIP3-30; SEQ ID NO: 74) 
                 
                     
                   EGTFISDYSIAM X   0a   X   0b I X   1 QQDFVNWLLAQ X   2 , 
                 
                     
                   or 
                 
                     
                     
                 
                     
                   (GIP3-30; SEQ ID NO: 11) 
                 
                     
                   EGTFISDYSIAMDKI X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
                
                
                
                
               
            
           
         
         or a variant of any one of the above peptides, wherein the amino acid sequence of the variant differs from SEQ ID NO: 74 and SEQ ID NO: 11 in that the amino acid sequence of the variant comprises one, two, three, four or five amino acid substitutions, 
         wherein said peptide or variant thereof is an antagonist of a GIP receptor (GIPR), 
         with the proviso that said peptide or variant thereof does not have 100% sequence identity to native hGIP3-30 (SEQ ID NO: 1). 
       
     
     
         39 . The peptide according to  claim 38 , wherein the amino acid sequence of the variant differs from SEQ ID NO: 11, SEQ ID NO: 28 or SEQ ID NO: 45, in that the amino acid sequence of the variant comprises one or two amino acid substitutions. 
     
     
         40 . The peptide according to  claim 29 , wherein said peptide is selected from the group consisting of: 
       
         
           
                 
                 
               
                     
                   (hGIP(3-30)H18A; SEQ ID NO: 79) 
                 
                     
                   EGTFISDYSIAMDKIAQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)H18K; SEQ ID NO: 80) 
                 
                     
                   EGTFISDYSIAMDKIKQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)D15EH18A; SEQ ID NO: 81) 
                 
                     
                   EGTFISDYSIAMEKIAQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K16AH18A; SEQ ID NO: 82) 
                 
                     
                   EGTFISDYSIAMDAIAQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)D15E; SEQ ID NO: 83) 
                 
                     
                   EGTFISDYSIAMEKIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)D15N; SEQ ID NO: 84) 
                 
                     
                   EGTFISDYSIAMNKIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K16A; SEQ ID NO: 85) 
                 
                     
                   EGTFISDYSIAMDAIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K16H; SEQ ID NO: 86) 
                 
                     
                   EGTFISDYSIAMDHIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K16R; SEQ ID NO: 87) 
                 
                     
                   EGTFISDYSIAMDRIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)H18F; SEQ ID NO: 88) 
                 
                     
                   EGTFISDYSIAMDKIFQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)H18W; SEQ ID NO: 89) 
                 
                     
                   EGTFISDYSIAMDKIWQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K30R SEQ ID NO: 90) 
                 
                     
                   EGTFISDYSIAMDKIHQQDFVNWLLAQR, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K30H; SEQ ID NO: 91) 
                 
                     
                   EGTFISDYSIAMDKIHQQDFVNWLLAQH, 
                 
             
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
               
            
           
         
         and
 a variant of any one of the above peptides, wherein the amino acid sequence of the variant differs from SEQ ID NO: 79 to SEQ ID NO: 91 in that the amino acid sequence of the variant comprises one, two, three, four or five amino acid substitutions. 
 
       
     
     
         41 . The peptide according to  claim 29 , wherein said peptide is C-terminally amidated (—NH 2 ) and/or N-terminally acetylated (COCH 3 ). 
     
     
         42 . A nucleic acid construct encoding a peptide selected from the group consisting of
 a peptide consisting of 28 contiguous amino acids of amino acid sequence   
       
         
           
                 
                 
               
                     
                   (GIP3-30; SEQ ID NO: 74) 
                 
                     
                   EGTFISDYSIAM X   0a   X   0b I X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         a peptide consisting of 27 contiguous amino acids of amino acid sequence 
       
       
         
           
                 
                 
               
                     
                   (GIP4-30; SEQ ID NO: 75) 
                 
                     
                   GTFISDYSIAM X   0a   X   0b I X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         a peptide consisting of 26 contiguous amino acids of amino acid sequence 
       
       
         
           
                 
                 
               
                     
                   (GIP5-30; SEQ ID NO: 76) 
                 
                     
                   TFISDYSIAM X   0a   X   0b I X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         wherein X 0a , X 0b , X 1  and X 2  are individually any amino acid, and 
         a variant of any of the above peptides having at least 80% sequence identity to said peptide, 
       
       wherein said peptide or variant thereof is an antagonist of a GIP receptor (GIPR). 
     
     
         43 . The nucleic acid construct according to  claim 42 , wherein
 X 0a  is selected from the group consisting of D and E;   X 0b  is selected from the group consisting of K, A, H, and R;   X 1  is selected from the group consisting of H, R, A, K, F, and Y; and   X 2  is selected from the group consisting of K, R, H, and A.   
     
     
         44 . The nucleic acid construct according to  claim 42 , wherein said peptide is selected from the group consisting of:
 a peptide consisting of 28 contiguous amino acids of sequence   
       
         
           
                 
                 
               
                     
                   (GIP3-30; SEQ ID NO: 11) 
                 
                     
                   EGTFISDYSIAMDKI X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         a peptide consisting of 27 contiguous amino acids of sequence 
       
       
         
           
                 
                 
               
                     
                   (GIP4-30; SEQ ID NO: 28) 
                 
                     
                   GTFISDYSIAMDKI X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         a peptide consisting of 26 contiguous amino acids of sequence 
       
       
         
           
                 
                 
               
                     
                   (GIP5-30; SEQ ID NO: 45) 
                 
                     
                   TFISDYSIAMDKI X   1 QQDFVNWLLAQ X   2 , 
                 
             
                
                
               
            
           
         
         wherein X 1  is selected from the group consisting of H, R, A, K, F, and Y; and X 2  is selected from the group consisting of K, R, H, and A; and 
         a variant of any one of the above peptides, wherein the amino acid sequence of the variant differs from SEQ ID NO: 11, SEQ ID NO: 28 or SEQ ID NO: 45, in that the amino acid sequence of the variant comprises one, two, three, four or five amino acid substitutions, 
       
       wherein said peptide or variant thereof is an antagonist of a GIP receptor (GIPR). 
     
     
         45 . The nucleic acid construct according to  claim 42 , wherein said peptide is selected from the group consisting of: 
       
         
           
                 
                 
               
                     
                   (hGIP3-30, SEQ ID NO: 1) 
                 
                     
                   EGTFISDYSIAMDKIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (rGIP3-30, SEQ ID NO: 2) 
                 
                     
                   EGTFISDYSIAMDKIRQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (mGIP3-30, SEQ ID NO: 3) 
                 
                     
                   EGTFISDYSIAMDKIRQQDFVNWLLAQR, 
                 
                     
                     
                 
                     
                   (hGIP4-30, SEQ ID NO: 77) 
                 
                     
                   GTFISDYSIAMDKIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP5-30, SEQ ID NO: 78) 
                 
                     
                   TFISDYSIAMDKIHQQDFVNWLLAQK, 
                 
             
                
                
                
                
                
                
                
                
                
                
                
                
                
                
               
            
           
         
         and
 a variant of any one of the above peptides, wherein the amino acid sequence of the variant differs from SEQ ID NO: 1, SEQ ID NO: 2, SEQ ID NO: 3, SEQ ID NO: 77, or SEQ ID NO: 78, in that the amino acid sequence of the variant comprises one, two, three, four or five amino acid substitutions, 
 
         wherein said peptide or variant thereof is an antagonist of a GIP receptor (GIPR). 
       
     
     
         46 . The nucleic acid construct according to  claim 42 , wherein said peptide is selected from the group consisting of 
       
         
           
                 
                 
               
                     
                   (hGIP(3-30)H18A; SEQ ID NO: 79) 
                 
                     
                   EGTFISDYSIAMDKI A QQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)H18K; SEQ ID NO: 80) 
                 
                     
                   EGTFISDYSIAMDKI K QQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)D15EH18A; SEQ ID NO: 81) 
                 
                     
                   EGTFISDYSIAM E KI A QQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K16AH18A; SEQ ID NO: 82) 
                 
                     
                   EGTFISDYSIAMD A I A QQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)D15E; SEQ ID NO: 83) 
                 
                     
                   EGTFISDYSIAM E KIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)D15N; SEQ ID NO: 84) 
                 
                     
                   EGTFISDYSIAM N KIHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K16A; SEQ ID NO: 85) 
                 
                     
                   EGTFISDYSIAMD A IHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K16H; SEQ ID NO: 86) 
                 
                     
                   EGTFISDYSIAMD H IHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K16R; SEQ ID NO: 87) 
                 
                     
                   EGTFISDYSIAMD R IHQQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)H18F; SEQ ID NO: 88) 
                 
                     
                   EGTFISDYSIAMDKI F QQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)H18W; SEQ ID NO: 89) 
                 
                     
                   EGTFISDYSIAMDKI W QQDFVNWLLAQK, 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K30R SEQ ID NO: 90) 
                 
                     
                   EGTFISDYSIAMDKIHQQDFVNWLLAQ R , 
                 
                     
                   and 
                 
                     
                     
                 
                     
                   (hGIP(3-30)K30H; SEQ ID NO: 91) 
                 
                     
                   EGTFISDYSIAMDKIHQQDFVNWLLAQ H , 
                 
             
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
                
               
            
           
         
         and a variant of any one of the above peptides, wherein the amino acid sequence of the variant differs from SEQ ID NO: 79 to SEQ ID NO: 91 in that the amino acid sequence of the variant comprises one, two, three, four or five amino acid substitutions. 
       
     
     
         47 . The nucleic acid construct according to  claim 42 , wherein said nucleic acid construct is comprised in a delivery vehicle.

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