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US 2003/0216320 A1Published application
Peptide-based multimeric targeted contrast agents
AssigneeEpix Medical, Inc.
InventorsSteffi K. Koerner, Andrew Kolodziej, Thomas J. McMurry, Shrikumar Nair, Alexander L. Nivorozhkin, Wei-Chuan Sun, Xifang Wang
Life of this patent
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Abstract
Peptides and peptide-targeted multimeric contrast agents are described, as well as methods of making and using the contrast agents.
Claims29
A purified peptide comprising the amino acid sequence:
- P*-Y*-X1*-L* (SEQ ID NO:1), wherein:
- P* is a proline or a non-natural derivative thereof;
- Y* is a tyrosine or a non-natural derivative thereof;
- X1* is G or D or a non-natural derivative of G or D;
- L* is a leucine or a non-natural derivative thereof;
- and
- wherein at least one of P*, Y*, X1*, and L* is a non-natural derivative of the respective amino acid.
4 more elements
A purified peptide comprising the amino acid sequence:
- X1-X2-C-P*-Y*-X3-L-C-X4-X5-X6 (SEQ ID NO:2), wherein:
- P* is a proline or a non-natural derivative thereof;
- Y* is a tyrosine or a non-natural derivative thereof;
- X1 is selected from the group consisting of W, Y, F, S, Bip, Hx, Dpr, Cy, Gu, Ad, Hfe, 3-Pal, 4-Pal, DopaMe2, nTyr, dW, dF, F(3/4*), and Y(3*), wherein F(3/4*) is a phenylalanine substituted at either the 3 or the 4 position with a moiety selected from the group consisting of CH3, CF3, NH2, CH2NH2, CN, F, Cl, Br, I, Et, and OMe, and wherein Y(3*) is a tyrosine substituted at the 3 position with a moiety selected from the group consisting of F, Cl, Br, I, and NO2;
- X2 is selected from the group consisting of E, H, dE, S, H(Bzl), 2-Pal, Dpr, and Th;
- X3 is selected from the group consisting of G and D;
- X4 is selected from the group consisting of H, F, Y, and W;
- X5 is selected from the group consisting of I, L, V, N, Bpa, Bal, Hfe, Nle, Tle, Nval, Phg, Cha, Taz, Fua, Th, 4-Pal, and F(3/4*), wherein F(3/4*) is a phenylalanine substituted at either the 3 or the 4 position with a moiety selected from the group consisting of CF3, Et, iPr, and OMe;
- X6 is selected from the group consisting of N, Q, I, L, and V, or X6 is not present;
- and wherein at least one of X1, X2, X5, P*, and Y* is a non-natural derivative of an amino acid.
7 more elements
A purified peptide comprising the amino acid sequence:
- C-P*-Y*-X1-L-C (SEQ ID NO:3), wherein:
- X1 is G or D,
- P* is proline or its non-natural derivative 4-hydroxyproline;
- Y* is tyrosine or a non-natural derivative of tyrosine substituted at the 3 position with a moiety selected from the group consisting of F, Cl, Br, I, and NO2;
- and
- provided that at least one of P* or Y* is a non-natural derivative of the respective amino acid.
3 more elements
A purified peptide comprising the amino acid sequence:
- C-D-Y-Y-G-T-C-X10 (SEQ ID. NO:17), wherein:
- X10 is selected from the group consisting of n(decyl)G, n(4-PhBu)G, MeL, Bpa, Bip, Me-Bip, F(4*), F(3-Me), F(3,4-difluoro), Amh, Hfe, Y(3,5-di-iodo), Pff, 1Nal, d1Nal, and MeL, wherein F(4*) is a phenylalanine substituted at the 4 position with a moiety selected from the group consisting of Et, CF3, I, and iPr.
Dependencies are inferred from the claim text.