IP Library Granted Patent US 8,784,777
Granted Patent B2
US 8,784,777 · App. 12/955,575 · Granted Jul 22, 2014

Flexibly labeling peptides

Inventors: Mark D. Pagel (Shaker Heights, OH); Byunghee Yoo (Mayfield Heights, OH)
Assignee: Case Western Reserve University
A61K49/0002A61K49/085A61K49/14C07K14/47C07K1/04C07K5/06052
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Quick Facts
Patent No.
US 8,784,777
App. No.
12/955,575
Granted
Jul 22, 2014
Kind
B2
Abstract

A solid phase peptide synthesis method for synthesizing a peptidyl contrast agent is disclosed. In one example, the method includes synthesizing an amino-chelator loaded resin, coupling of the amino-chelator loaded resin to the C-terminus and/or backbone of a peptide, cleaving the amino-chelator-peptide from a resin, and chelating a lanthanide metal to the amino-chelator-peptide.

Claims (14)

1. A peptidyl imaging agent, comprising:

a peptide, and

a nitrogen-containing macrocyclic ring containing chelate coupled to an amidated C-terminus of the peptide,

wherein the amide of the peptide is coupled within one carbon atom of the nitrogen in the macrocyclic ring containing of the chelate.

2. The peptidyl imaging agent of claim 1 , including an amide group located from about 4.0 angstroms to about 5.1 angstroms from a lanthanide ion.

3. The peptidyl imaging agent of claim 1 , where the chelate is DOTA-Tm3+.

4. The peptidyl imaging agent of claim 1 , where the chelate is DOTA-Gd3+.

5. A peptidyl imaging agent, comprising:

a peptide; and

a nitrogen-containing macrocyclic ring chelate coupled within the backbone of the peptide,

wherein an amide of the backbone of the peptide is coupled within one carbon atom of the nitrogen in the macrocyclic ring chelate.

6. The peptidyl imaging agent of claim 5 , including an amide group located from about 4.0 angstroms to about 5.1 angstroms to a lanthanide ion.

7. The peptidyl imaging agent of claim 5 , where the chelate is DOTA-Tm3+.

8. The peptidyl imaging agent of claim 5 , where the chelate is DOTA-Gd3+.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 28, 2017
From: CASE WESTERN RESERVE UNIVERSITY
To: US ARMY, SECRETARY OF THE ARMY
Reel/Frame 043026/0940 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 29, 2010
From: PAGEL, MARK D; YOO, BYUNGHEE
To: CASE WESTERN RESERVE UNIVERSITY
Reel/Frame 025428/0357 →
Continuity (3)
Division 11895310 · Aug 24, 2007
Provisional Application 60842687 · Sep 6, 2006
Related Publication 20110104063A1 · May 5, 2011