US2018340020A1PendingUtilityA1

Peptide-mediated delivery of immunoglobulins across the blood-brain barrier

Assignee: MAYO FOUND MEDICAL EDUCATION & RESPriority: Aug 24, 2015Filed: Aug 9, 2018Published: Nov 29, 2018
Est. expiryAug 24, 2035(~9.1 yrs left)· nominal 20-yr term from priority
C07K 16/2863A61K 47/64C07K 14/775A61K 2039/505C07K 2317/24
51
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Claims

Abstract

Provided herein are materials and methods for delivering immunoglobulins (e.g. therapeutic immunoglobulins) across the blood-brain barrier.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A peptide comprising the sequence: 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 1) 
                 
                     
                   A p -L n -B m   
                 
             
                
                
               
            
           
         
         wherein: 
         (a) A is an immunoglobulin affinity ligand; 
         (b) L is a linker; and 
         (c) B is a blood-brain barrier agent comprising the sequence: 
       
       
         
           
                 
               
                   (SEQ ID NO: 3) 
                 
                   L-R-X1-R-X2-X3-X4-H-L-R-X5-X6-X7-K-R-L-X8-R-D-X9; 
                 
             
                
                
               
            
           
         
         wherein: 
         X1 is selected from the group consisting of A, L, S, and V; 
         X2 is selected from the group consisting of L and M; 
         X3 is selected from the group consisting of A and S; 
         X4 is selected from the group consisting of N, S, and T; 
         X5 is selected from the group consisting of K and N; 
         X6 is selected from the group consisting of L, M, and V; 
         X7 is selected from the group consisting of R and P; 
         X8 is selected from the group consisting of L and M; 
         X9 is selected from the group consisting of A and L; 
         n is an integer from 0 to 50; 
         m is an integer from 1 to 3; and 
         p is an integer from 1 to 4. 
       
     
     
         2 . The peptide of  claim 1 , wherein the immunoglobulin affinity ligand comprises the sequence H-X10-X11-X12-X13-X14 (SEQ ID NO:25)
 wherein:   X10 is selected from the group consisting of W, Y, and F;   X11 is selected from the group consisting of R and F;   X12 is selected from the group consisting of K, and R;   X13 is selected from the group consisting of W, F, and H; and   X14 is selected from the group consisting of Z, V, D, and L.   
     
     
         3 . The peptide of  claim 2 , wherein the immunoglobulin affinity ligand is H-W-R-G-W-Z (SEQ ID NO:26). 
     
     
         4 . The peptide of  claim 1 , wherein the immunoglobulin affinity ligand non-covalently binds a therapeutic immunoglobulin. 
     
     
         5 . The peptide of  claim 4 , wherein the therapeutic immunoglobulin is an IgG immunoglobulin. 
     
     
         6 . The peptide of  claim 1 , wherein p is 1. 
     
     
         7 . The peptide of  claim 1 , wherein the linker is selected from the group consisting of one or more hydrophilic amino acids, one or more neutral amino acids, and one or more amino acid analogs. 
     
     
         8 . The peptide of  claim 7 , wherein the linker is one or more hydrophilic amino acids. 
     
     
         9 . The peptide of  claim 8 , wherein the linker is a lysine. 
     
     
         10 . The peptide of  claim 9 , wherein n is 4. 
     
     
         11 . The peptide of  claim 1 , wherein the blood-brain barrier agent comprises a sequence having at least 80% sequence identity to: 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 4) 
                 
                     
                   L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A. 
                 
             
                
                
               
            
           
         
       
     
     
         12 . The peptide of  claim 11 , wherein the blood-brain barrier agent is 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 4) 
                 
                     
                   L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A. 
                 
             
                
                
               
            
           
         
       
     
     
         13 . A method of transporting a therapeutic immunoglobulin across the blood-brain barrier of a patient, the method comprising:
 (a) administering to the patient an effective amount of a peptide comprising the sequence:   
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 1) 
                 
                     
                   A p -L n -B m   
                 
             
                
                
               
            
           
         
         wherein:
 i. A is an immunoglobulin affinity ligand; 
 ii. L is a linker; and 
 iii. B is a blood-brain barrier agent comprising the sequence: 
 
       
       
         
           
                 
               
                   (SEQ ID NO: 3) 
                 
                   L-R-X1-R-X2-X3-X4-H-L-R-X5-X6-X7-K-R-L-X8-R-D-X9; 
                 
             
                
                
               
            
           
         
         
           wherein: 
           X1 is selected from the group consisting of A, L, S, and V; 
           X2 is selected from the group consisting of L and M; 
           X3 is selected from the group consisting of A and S; 
           X4 is selected from the group consisting of N, S, and T; 
           X5 is selected from the group consisting of K and N; 
           X6 is selected from the group consisting of L, M, and V; 
           X7 is selected from the group consisting of R and P; 
           X8 is selected from the group consisting of L and M; 
           X9 is selected from the group consisting of A and L; 
           n is an integer from 0 to 50; 
           m is an integer from 1 to 3; and 
           p is an integer from 1 to 4; and 
         
         (b) administering to the patient an effective amount of the therapeutic immunoglobulin. 
       
     
     
         14 . A method of treating a neurological disorder in a patient, the method comprising:
 (a) administering to the patient an effective amount of a peptide comprising the sequence:   
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 1) 
                 
                     
                   A p -L n -B m   
                 
             
                
                
               
            
           
         
         
           wherein 
           i. A is an immunoglobulin affinity ligand; 
           ii. L is a linker; and 
           iii. B is a blood-brain barrier agent comprising the sequence: 
         
       
       
         
           
                 
               
                   (SEQ ID NO: 3) 
                 
                   L-R-X1-R-X2-X3-X4-H-L-R-X5-X6-X7-K-R-L-X8-R-D-X9; 
                 
             
                
                
               
            
           
         
         
           wherein: 
           X1 is selected from the group consisting of A, L, S, and V; 
           X2 is selected from the group consisting of L and M; 
           X3 is selected from the group consisting of A and S; 
           X4 is selected from the group consisting of N, S, and T; 
           X5 is selected from the group consisting of K and N; 
           X6 is selected from the group consisting of L, M, and V; 
           X7 is selected from the group consisting of R and P; 
           X8 is selected from the group consisting of L and M; 
           X9 is selected from the group consisting of A and L; 
           n is an integer from 0 to 50; 
           m is an integer from 1 to 3; and 
           p is an integer from 1 to 4; and 
         
         (b) administering to the patient an effective amount of a therapeutic immunoglobulin. 
       
     
     
         15 . The method of  claim 13  or  14 , wherein the immunoglobulin affinity ligand comprises the sequence H-X10-X11-X12-X13-X14 (SEQ ID NO:25);
 wherein: 
 X10 is selected from the group consisting of W, Y, and F; 
 X11 is selected from the group consisting of R and F; 
 X12 is selected from the group consisting of K, and R; 
 X13 is selected from the group consisting of W, F, and H; and 
 X14 is selected from the group consisting of Z, V, D, and L. 
 
     
     
         16 . The method of  claim 15 , wherein the immunoglobulin affinity ligand is H-W-R-G-W-Z (SEQ ID NO:26). 
     
     
         17 . The method of  claim 13  or  14 , wherein the immunoglobulin affinity ligand non-covalently binds the therapeutic immunoglobulin. 
     
     
         18 . The method of  claim 17 , wherein the therapeutic immunoglobulin is an IgG immunoglobulin. 
     
     
         19 . The method of  claim 13  or  14 , wherein p is 1. 
     
     
         20 . The method of  claim 13  or  14 , wherein the linker is selected from the group consisting of one or more hydrophilic amino acids, one or more neutral amino acids, and one or more amino acid analogs. 
     
     
         21 . The method of  claim 20 , wherein the linker is one or more hydrophilic amino acids. 
     
     
         22 . The method of  claim 21 , wherein the linker is a lysine. 
     
     
         23 . The method of  claim 22 , wherein n is 4. 
     
     
         24 . The method of  claim 13  or  14 , wherein the blood-brain barrier agent comprises a sequence having at least 80% sequence identity to: 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 4) 
                 
                     
                   L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A. 
                 
             
                
                
               
            
           
         
       
     
     
         25 . The method of  claim 24 , wherein the blood-brain barrier agent is 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 4) 
                 
                     
                   L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A. 
                 
             
                
                
               
            
           
         
       
     
     
         26 . The method of  claim 13  or  14 , wherein the therapeutic immunoglobulin is selected from the group consisting of cetuximab, bococizumab, dinutuximab, racotumomab, ralpancizumab, and avastin. 
     
     
         27 . The method of  claim 26 , wherein the therapeutic immunoglobulin is cetuximab. 
     
     
         28 . The method of  claim 13  or  14 , wherein the peptide and the therapeutic immunoglobulin are admixed prior to administering to the patient. 
     
     
         29 . The method of  claim 14 , wherein the neurological disorder is chosen from: meningitis, epilepsy, multiple sclerosis, neuromyelitis optica, late-stage neurological trypanosomiasis, Parkinson's, progressive multifocal leukoencephalopathy, De Vivo disease, Alzheimer's disease, HIV Encephalitis, addiction, and cancer. 
     
     
         30 . The method of  claim 13  or  14 , wherein the method further comprises administering to the patient an additional active agent. 
     
     
         31 . The method of  claim 30 , wherein the additional active agent is administered about 5 minutes to about 2 hours after the peptide. 
     
     
         32 . The method of  claim 30 , wherein the additional active agent is an imaging agent. 
     
     
         33 . The method of  claim 32 , wherein the imaging agent comprises one or more of a: radionuclide, a paramagnetic metal, a fluorochrome, a dye, and an enzyme substrate. 
     
     
         34 . The method of  claim 30 , wherein the additional active agent is a therapeutic agent. 
     
     
         35 . The method of  claim 34 , wherein the therapeutic agent is selected from the group consisting of a polypeptide, an oligonucleotide, an antibiotic, an antiviral agent, a cancer drug, an anti-addiction drug, and an anesthetic. 
     
     
         36 . The method of  claim 34 , wherein the therapeutic agent is a cancer drug selected from the group consisting of ZD6474 and INCB3619. 
     
     
         37 . A peptide having at least 80% sequence identity to the sequence H-W-R-G-W-Z-L-L-L-L-L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A (SEQ ID NO:42). 
     
     
         38 . A complex comprising:
 (a) a peptide comprising the sequence:   
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 1) 
                 
                     
                   A p -L n -B m   
                 
             
                
                
               
            
           
         
         
           wherein 
           i. A is an immunoglobulin affinity ligand; 
           ii. L is a linker; and 
           iii. B is a blood-brain barrier agent comprising the sequence: 
         
       
       
         
           
                 
               
                   (SEQ ID NO: 3) 
                 
                   L-R-X1-R-X2-X3-X4-H-L-R-X5-X6-X7-K-R-L-X8-R-D-X9; 
                 
             
                
                
               
            
           
         
         
           wherein: 
           X1 is selected from the group consisting of A, L, S, and V; 
           X2 is selected from the group consisting of L and M; 
           X3 is selected from the group consisting of A and S; 
           X4 is selected from the group consisting of N, S, and T; 
           X5 is selected from the group consisting of K and N; 
           X6 is selected from the group consisting of L, M, and V; 
           X7 is selected from the group consisting of R and P; 
           X8 is selected from the group consisting of L and M; 
           X9 is selected from the group consisting of A and L; 
           n is an integer from 0 to 50; 
           m is an integer from 1 to 3; and 
           p is an integer from 1 to 4; and 
         
         (b) a therapeutic immunoglobulin. 
       
     
     
         39 . The complex of  claim 38 , wherein the immunoglobulin affinity ligand comprises the sequence H-X10-X11-X12-X13-X14 (SEQ ID NO:25);
 wherein:   X10 is selected from the group consisting of W, Y, and F;   X11 is selected from the group consisting of R and F;   X12 is selected from the group consisting of K, and R;   X13 is selected from the group consisting of W, F, and H; and   X14 is selected from the group consisting of Z, V, D, and L.   
     
     
         40 . The complex of  claim 38 , wherein the immunoglobulin affinity ligand is H-W-R-G-W-Z (SEQ ID NO:26). 
     
     
         41 . The complex of  claim 38 , wherein the immunoglobulin affinity ligand is non-covalently bound to the therapeutic immunoglobulin. 
     
     
         42 . The complex of  claim 38 , wherein the therapeutic immunoglobulin is an IgG immunoglobulin. 
     
     
         43 . The complex of  claim 38 , wherein p is 1. 
     
     
         44 . The complex of  claim 38 , wherein the linker is selected from the group consisting of one or more hydrophilic amino acids, one or more neutral amino acids, and one or more amino acid analogs. 
     
     
         45 . The complex of  claim 44 , wherein the linker is one or more hydrophilic amino acids. 
     
     
         46 . The complex of  claim 45 , wherein the linker is a lysine. 
     
     
         47 . The complex of  claim 46 , wherein n is 4. 
     
     
         48 . The complex of  claim 38 , wherein the blood-brain barrier agent comprises a sequence having at least 80% sequence identity to: 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 4) 
                 
                     
                   L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A. 
                 
             
                
                
               
            
           
         
       
     
     
         49 . The complex of  claim 48 , wherein the blood-brain barrier agent is 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 4) 
                 
                     
                   L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A. 
                 
             
                
                
               
            
           
         
       
     
     
         50 . The complex of  claim 38 , wherein the therapeutic immunoglobulin is selected from the group consisting of cetuximab, bococizumab, dinutuximab, racotumomab, ralpancizumab, and avastin. 
     
     
         51 . The complex of  claim 50 , wherein the therapeutic immunoglobulin is cetuximab. 
     
     
         52 . A complex comprising:
 (a) a peptide comprising the sequence:   
       
         
           
                 
               
                   (SEQ ID NO: 41) 
                 
                   H-X10-X11-X12-X13-X14-L-L-L-L-L-R-X1-R-X2-X3-X4-H- 
                 
                   L-R-X5-X6-X7-K-R-L-X8-R-D-X9; 
                 
             
                
                
                
               
            
           
         
         
           wherein 
           X1 is selected from the group consisting of A, L, S, and V; 
           X2 is selected from the group consisting of L and M; 
           X3 is selected from the group consisting of A and S; 
           X4 is selected from the group consisting of N, S, and T; 
           X5 is selected from the group consisting of K and N; 
           X6 is selected from the group consisting of L, M, and V; 
           X7 is selected from the group consisting of R and P; 
           X8 is selected from the group consisting of L and M; 
           X9 is selected from the group consisting of A and L; 
           X10 is selected from the group consisting of W, Y, and F; 
           X11 is selected from the group consisting of R and F; 
           X12 is selected from the group consisting of K, and R; 
           X13 is selected from the group consisting of W, F, and H; and 
           X14 is selected from the group consisting of Z, V, D, and L 
           and 
         
         (b) a therapeutic immunoglobulin, wherein the therapeutic immunoglobulin is cetuximab. 
       
     
     
         53 . The complex of  claim 52 , where the peptide comprises the sequence: 
       
         
           
                 
               
                   (SEQ ID NO: 42) 
                 
                   H-W-R-G-W-Z-L-L-L-L-L-R-V-R-L-A-S-H-L-R-K-L-R-K-R- 
                 
                   L-L-R-D-A. 
                 
             
                
                
                
               
            
           
         
       
     
     
         54 . A method of transporting a therapeutic immunoglobulin across the blood-brain barrier of a patient, the method comprising:
 (a) administering to the patient:   an effective amount of a peptide comprising the sequence:   
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 1) 
                 
                     
                   A p -L n -B m   
                 
             
                
                
               
            
           
         
         wherein:
 i. A is an immunoglobulin affinity ligand; 
 ii. L is a linker; and 
 iii. B is a blood-brain barrier agent comprising the sequence: 
 
       
       
         
           
                 
               
                   (SEQ ID NO: 3) 
                 
                   L-R-X1-R-X2-X3-X4-H-L-R-X5-X6-X7-K-R-L-X8-R-D-X9; 
                 
             
                
                
               
            
           
         
         
           wherein: 
           X1 is selected from the group consisting of A, L, S, and V; 
           X2 is selected from the group consisting of L and M; 
           X3 is selected from the group consisting of A and S; 
           X4 is selected from the group consisting of N, S, and T; 
           X5 is selected from the group consisting of K and N; 
           X6 is selected from the group consisting of L, M, and V; 
           X7 is selected from the group consisting of R and P; 
           X8 is selected from the group consisting of L and M; 
           X9 is selected from the group consisting of A and L; 
           n is an integer from 0 to 50; 
           m is an integer from 1 to 3; and 
           p is an integer from 1 to 4; and 
         
         an effective amount of the therapeutic immunoglobulin; and 
         (b) subsequently administering to the patient an additional active agent. 
       
     
     
         55 . The method of  claim 54 , wherein the immunoglobulin affinity ligand comprises the sequence H-X10-X11-X12-X13-X14 (SEQ ID NO:25),
 wherein:   X10 is selected from the group consisting of W, Y, and F;   X11 is selected from the group consisting of R and F;   X12 is selected from the group consisting of K, and R;   X13 is selected from the group consisting of W, F, and H; and   X14 is selected from the group consisting of Z, V, D, and L.   
     
     
         56 . The method of  claim 55 , wherein the immunoglobulin affinity ligand is H-W-R-G-W-Z (SEQ ID NO:26). 
     
     
         57 . The method of  claim 54 , wherein the immunoglobulin affinity ligand non-covalently binds the therapeutic immunoglobulin. 
     
     
         58 . The method of  claim 54 , wherein the therapeutic immunoglobulin is an IgG immunoglobulin. 
     
     
         59 . The method of  claim 54 , wherein p is 2. 
     
     
         60 . The method of  claim 54 , wherein the linker is selected from the group consisting of one or more hydrophilic amino acids, one or more neutral amino acids, and one or more amino acid analogs. 
     
     
         61 . The method of  claim 60 , wherein the linker is one or more hydrophilic amino acids. 
     
     
         62 . The method of  claim 61 , wherein the linker is a lysine. 
     
     
         63 . The method of  claim 62 , wherein n is 4. 
     
     
         64 . The method of  claim 54 , wherein the blood-brain barrier agent comprises a sequence having at least 80% sequence identity to: 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 4) 
                 
                     
                   L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A. 
                 
             
                
                
               
            
           
         
       
     
     
         65 . The method of  claim 64 , wherein the blood-brain barrier agent is 
       
         
           
                 
                 
               
                     
                   (SEQ ID NO: 4) 
                 
                     
                   L-R-V-R-L-A-S-H-L-R-K-L-R-K-R-L-L-R-D-A. 
                 
             
                
                
               
            
           
         
       
     
     
         66 . The method of  claim 54 , wherein the therapeutic immunoglobulin is selected from the group consisting of cetuximab, bococizumab, dinutuximab, racotumomab, ralpancizumab, and avastin. 
     
     
         67 . The method of  claim 66 , wherein the therapeutic immunoglobulin is cetuximab. 
     
     
         68 . The method of  claim 54 , wherein the peptide and the therapeutic immunoglobulin are admixed prior to administering to the patient. 
     
     
         69 . The method of  claim 54 , wherein the additional active agent is administered about 5 minutes to about 2 hours after the peptide. 
     
     
         70 . The method of  claim 54 , wherein the additional active agent is an imaging agent. 
     
     
         71 . The method of  claim 70 , wherein the imaging agent comprises one or more of a: radionuclide, a paramagnetic metal, a fluorochrome, a dye, and an enzyme substrate. 
     
     
         72 . The method of  claim 54 , wherein the additional active agent is a therapeutic agent. 
     
     
         73 . The method of  claim 72 , wherein the therapeutic agent is selected from the group consisting of a polypeptide, an oligonucleotide, an antibiotic, an antiviral agent, a cancer drug, an anti-addiction drug, and an anesthetic. 
     
     
         74 . The method of  claim 73 , wherein the therapeutic agent is selected from the group consisting of cetuximab, ZD6474, and INCB3619.

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