PEPTIDE PHARMACEUTICALS FOR INSULIN RESISTANCE
Described herein are methods of syntheses and therapeutic uses of covalently modified peptides and/or proteins. The covalently modified peptides and/or proteins allow for improved pharmaceutical properties of peptide and protein-based therapeutics.
1 - 79 . (canceled)
80 . A peptide product comprising: His 1 -Aib 2 -Gln 3 -Gly 4 -Thr 5 -Phe 6 -Thr 7 -Ser 8 -Asp 9 -Tyr 10 -Ser 11 -Lys 12 -Tyr 13 -Leu 14 -Asp 15 -Glu* 16 -Lys(N-omega(1-(17-carboxyl-heptadecyloxy) beta-D-glucuronyl)) 17 -Ala 18 -Ala 19 -Lys* 20 -Glu 21 -Phe 22 -Ile 23 -Gln 24 -Trp 25 -Leu 26 -Leu 27 -Gln 28 -Thr 29 -NH 2 (SEQ. ID. NO. 1119) or a pharmaceutically acceptable salt thereof.
81 . A pharmaceutical composition comprising a peptide product having formula His 1 -Aib 2 -Gln 3 -Gly 4 -Thr 5 -Phe 6 -Thr 7 -Ser 8 -Asp 9 -Tyr 10 -Ser 11 -Lys 12 -Tyr 13 -Leu 14 -Asp 15 -Glu* 16 -Lys(N-omega(1-(17-carboxyl-heptadecyloxy) beta-D-glucuronyl)) 17 -Ala 18 -Ala 19 -Lys* 20 -Glu 21 -Phe 22 -Ile 23 -Gln 24 -Trp 25 -Leu 26 -Leu 27 -Gln 28 -Thr 29 -NH 2 (SEQ. ID. NO. 1119) or a pharmaceutically acceptable salt thereof and at least one pharmaceutically acceptable carrier or excipient.
82 . A method of producing a peptide product comprising formula His 1 -Aib 2 -Gln 3 -Gly 4 -Thr 5 -Phe 6 -Thr 7 -Ser 8 -Asp 9 -Tyr 10 -Ser 11 -Lys 12 -Tyr 13 -Leu 14 -Asp 15 -Glu* 16 -Lys(N-omega(1-(17-carboxyl-heptadecyloxy) beta-D-glucuronyl)) 17 -Ala 18 -Ala 19 -Lys* 20 -Glu 21 -Phe 22 -Ile 23 -Gln 24 -Trp 25 -Leu 26 -Leu 27 -Gln 28 -Thr 29 -NH 2 (SEQ. ID. NO. 1119) or a pharmaceutically acceptable salt thereof, comprising:
conjugating a surfactant intermediate to a protected peptide intermediate; and
deprotecting the peptide.
83 . The method claim 82 , wherein the surfactant intermediate is protected, and the method further comprises deprotecting the surfactant after conjugation of the protected surfactant intermediate to the protected peptide intermediate.
84 . The method claim 82 , further comprising removing the peptide-surfactant conjugate from a solid support.