US5866544A
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US
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Peptide-chelator conjugates
Assignee: Bracco Imaging SpA
•
Filing: 1997-10-21
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Granted: 1999-02-02
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Expires: 2017-10-21
Abstract
Abstract Peptide-chelator conjugates are provided that when labelled with a traceable metal are useful for diagnostic imaging of sites of inflammation. The peptide component is an antagonist of the naturally occurring tetrapeptide tuftsin while the chelator component serves as a labelling site for metals, in particular radionuclide metals such as technetium-99 m.
Inventors
- 👤 Anne Goodbody
- 👤 Alfred Pollak
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 03:29
CPC Classifications
A; A61; A61K; A61K51/00; A61K51/02; A61K51/04; A61K51/08; A61K51/088; A61K2123/00
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
25 words
A peptide-chelator conjugate useful for imaging sites of inflammation, comprising a metal chelator coupled to the N-terminus of a peptide consisting of the sequence Thr-Lys-Pro-Pro-Arg.
Claim 2
Dependent Claim
25 words
A peptide-chelator conjugate useful for imaging sites of inflammation, comprising a metal chelator coupled to the N-terminus of a peptide consisting of the sequence Thr-Lys-Pro-Pro-Arg.
Claim 3
Dependent Claim
20 words
A peptide-chelator conjugate according to claim 1, wherein the metal chelator and the peptide are coupled by a linking group.
Claim 4
Dependent Claim
18 words
A peptide-chelator conjugate according to claim 2, wherein the linking group is one or more amino acid residues.
Claim 5
Dependent Claim
105 words
A peptide-chelator conjugate according to claim 1, wherein the metal chelator has a general formula: ##STR4## wherein R 1 and R 2 together form a 5- or 6-membered heterocyclic ring which is optionally fused to a 5- or 6-membered ring wherein either ring is optionally substituted with groups selected from alkyl, alkoxy, carboxyl, halogen, hydroxyl and a linking group; R 3 is selected from H; alkyl; and alkyl substituted by a group selected from amino, aminoacyl, carboxyl, guanidinyl, hydroxyl, thiol, phenyl, phenolyl, indolyl and imidazolyl; R 4 is selected from hydroxyl, alkoxy, and a linking group; and T represents H or a sulfur protecting group.
Claim 6
Dependent Claim
20 words
A peptide-chelator conjugate according to claim 4, wherein the peptide is coupled to the metal chelator at R 4 .
Claim 7
Dependent Claim
24 words
A peptide-chelator conjugate according to claim 4, wherein the peptide is coupled to the metal chelator by a linking group at R 4 .
Claim 8
Dependent Claim
18 words
A peptide-chelator conjugate according to claim 6, wherein the linking group is one or more amino acid residues.
Claim 9
Dependent Claim
18 words
A peptide-chelator conjugate according to claim 6, wherein the linking group is selected from -Gly-, -Gly-Asp-Gly- and -Ser-Gly-Asp-Gly-.
Claim 10
Dependent Claim
63 words
A peptide-chelator conjugate according to claim 1, wherein the metal chelator has the general formula: ##STR5## wherein R 3 is selected from H; alkyl; and alkyl substituted by a group selected from amino, aminoacyl, carboxyl, guanidinyl, hydroxyl, thiol, phenyl, phenolyl, indolyl and imidazolyl; R 4 is selected from hydroxyl, alkoxy and a linking group; and T represents H or a sulfur protecting group.
Claim 11
Dependent Claim
20 words
A peptide-chelator conjugate according to claim 9, wherein the peptide is coupled to the metal chelator at R 4 .
Claim 12
Dependent Claim
24 words
A peptide-chelator conjugate according to claim 9, wherein the peptide is coupled to the metal chelator by a linking group at R 4 .
Claim 13
Dependent Claim
18 words
A peptide-chelator conjugate according to claim 11, wherein the linking group is one or more amino acid residues.
Claim 14
Dependent Claim
18 words
A peptide-chelator conjugate according to claim 11, wherein the linking group is selected from -Gly-, -Gly-Asp-Gly- and -Ser-Gly-Asp-Gly-.
Claim 15
Dependent Claim
22 words
A peptide-chelator conjugate according to claim 1, in a form complexed with a diagnostically useful metal or an oxide or nitride thereof.
Claim 16
Dependent Claim
22 words
A peptide-chelator conjugate according to claim 4, in a form complexed with a diagnostically useful metal or an oxide or nitride thereof.
Claim 17
Dependent Claim
22 words
A peptide-chelator conjugate according to claim 9, in a form complexed with a diagnostically useful metal or an oxide or nitride thereof.
Claim 18
Dependent Claim
12 words
A peptide-chelator conjugate according to claim 1, selected from: Pic-Ser-Cys(Acm)-G-TKPPR and Pic-Ser-Cys(Acm)-GDG-TKPPR.
Claim 19
Dependent Claim
22 words
A peptide-chelator conjugate according to claim 17, in a form complexed with a diagnostically useful metal or an oxide or nitride thereof.
Claim 20
Dependent Claim
11 words
A peptide-chelator conjugate according to claim 1, having the formula: Bz-MA-Ser-Cys-SGDG-TKPPR.
Claim 21
Dependent Claim
22 words
A peptide-chelator conjugate according to claim 19, in a form complexed with a diagnostically useful metal or an oxide or nitride thereof.
Claim 22
Independent Claim
61 words
A method of imaging a site of inflammation in a mammal comprising the step of administering a diagnostically effective amount of a composition comprising a peptide-chelator conjugate comprising a metal chelator coupled to the N-terminus of a peptide consisting of the sequence Thr-Lys-Pro-Pro-Arg, the peptide-chelator conjugate in a form complexed with a diagnostically useful metal or an oxide or nitride thereof.
Claim 23
Independent Claim
61 words
A method of imaging a site of inflammation in a mammal comprising the step of administering a diagnostically effective amount of a composition comprising a peptide-chelator conjugate comprising a metal chelator coupled to the N-terminus of a peptide consisting of the sequence Thr-Lys-Pro-Pro-Arg, the peptide-chelator conjugate in a form complexed with a diagnostically useful metal or an oxide or nitride thereof.
Claim 24
Dependent Claim
23 words
A method of imaging a site of inflammation according to claim 21, wherein the peptide-chelator conjugate is selected from: Pic-Ser-Cys(Acm)-G-TKPPR Pic-Ser-Cys(Acm)-GDG-TKPPR and Bz-MA-Ser-Cys-SGDG-TKPPR.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2002-02-01 | 2002-08-03 | 2003-02-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2006-02-01 | 2006-08-03 | 2007-02-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2010-02-01 | 2010-08-03 | 2011-02-02 | $7700.00 | Window Closed / Lapsed |