| US 7,538,185 B2 | ||
| Glucagon-like peptide-1 analogs with long duration of action | ||
| Krishna Peri, St-Laurent (Canada); Daniel Abran, Vaudreuil (Canada); and Abdelkrim Habi, Pierre Fonds (Canada) | ||
| Assigned to Theratechnologies Inc., Saint-Laurent, Quebec (Canada) | ||
| Filed on Jan. 07, 2005, as Appl. No. 11/31,851. | ||
| Claims priority of provisional application 60/534682, filed on Jan. 08, 2004. | ||
| Claims priority of provisional application 60/570073, filed on May 12, 2004. | ||
| Prior Publication US 2006/0014685 A1, Jan. 19, 2006 | ||
| Int. Cl. A61K 38/26 (2006.01) | ||
| U.S. Cl. 530—308 [514/12; 530/324] | 32 Claims |
| 1. A GLP-1 analog comprising the following sequence:
R1-His-X8-Glu-Gly-Thr-Phe-Thr-Ser-Asp-Val-Ser-Ser-Tyr-X20-Glu-Gly-Gln-Ala-Ala-Lys-X27-Phe-Ile-X30-Trp-Leu-X33 (SEQ ID NOs:
1 to 11, depending on the nature of X33)
wherein:
(i) R1 is 2-hydroxybenzoyl or hydrogen; X8 is Ala or Gly; X20 is selected from the group consisting of Leu and Gly having
a C6-C20 alkyl side chain; X27 is Ala or Leu; X30 is Glu or Gln, and X33 is Val-Lys-Asn-NH2; or
(ii) R1 is 2-hydroxybenzoyl or hydrogen; X8 is Ala or Gly; X20 is selected from the group consisting of Leu and Gly having
a C6-C20 alkyl side chain; X27 is Ala or Leu; X30 is Glu; and X33 is Lys-Asn-NH2; or
(iii) R1 is 2-hydroxybenzoyl, trans-3-hexenoyl or hydrogen; X8 is Ala or Gly; X20 is selected from the group consisting of
Leu and Gly having a C6C20 alkyl side chain; X27 is Leu; X30 is Glu; and X33 is Lys-Asn-Aib-NH2; or
(iv) R1 is trans-3-hexenoyl or hydrogen; X8 is Ala or Gly; X20 is selected from the group consisting of Leu and Gly having
a C6-C20 alkyl side chain; X27 is Ala or Leu; X30 is Glu; and X33 is Lys-Asn-NH2; or
(v) R1 is trans-3-hexenoyl or hydrogen; X8 is Ala or Gly; X20 is (S)-Octylglycine; X27 is Ala or Leu; X30 is Glu, Gln or Asp;
and X33 is Lys-Asn-NH2 or Val-Lys-Asn-NH2; or
(vi) the GLP-1 analog has a sequence selected from the group consisting of: SEQ ID NO:16, SEQ ID NO:17, SEQ ID NO:18; SEQ
ID NO:19; SEQ ID NO: 20; SEQ ID NO: 21; SEQ ID NO: 22; SEQ ID NO: 23; SEQ ID NO:24; SEQ ID NO: 25; SEQ ID NO:26, SEQ ID NO:
27, SEQ ID NO:28, SEQ ID NO: 29; SEQ ID NO: 30, SEQ ID NO: 31, SEQ ID NO: 32; SEQ ID NO: 33; SEQ ID NO: 34; SEQ ID NO: 35,
SEQ ID NO:36, AND SEQ ID NO: 38.
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