IP Library Granted Patent US 9,682,151
Granted Patent B2
US 9,682,151 · App. 13/384,591 · Granted Jun 20, 2017

Peptides whose uptake in cells is controllable

Inventors: Roger Tsien (La Jolla, CA); Todd Aguilera (San Diego, CA); Emilia Olson (Seattle, WA); Tao Jiang (San Diego, CA); Quyen Nguyen (Del Mar, CA)
Assignee: The Regents of the University of California
A61K47/48215A61K47/48207A61K47/48238A61K47/48815A61K49/0032A61K49/0056C07K7/06
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Quick Facts
Patent No.
US 9,682,151
App. No.
13/384,591
Granted
Jun 20, 2017
Kind
B2
Abstract

Disclosed herein, in certain embodiments, is a selective transport molecule with increased in vivo circulation. In some embodiments, a selective transport molecule disclosed herein has the formula (A-X-B-C)-M, wherein C is a cargo moiety; A is a peptide with a sequence comprising 5 to 9 consecutive acidic amino acids, wherein the amino acids are selected from: aspartates and glutamates; B is a peptide with a sequence comprising 5 to 20 consecutive basic amino acids; X is a linker; and M is a macromolecular carrier.

Claims (35)

1. A molecule comprising a structure (A-X-B-C)-M, wherein

C is a fluorescent moiety;

A is a peptide with a sequence comprising a series of 5 glutamate residues;

B is a peptide with a sequence comprising a series of 8 arginine residues;

X is a cleavable linker comprising a sequence of PLG-C(me)-AG; and

M is a macromolecular carrier;

wherein M is bound to A or B, and C(me) is S-methylcysteine.

2. The molecule of claim 1 , wherein A and B comprise D-amino acids.

3. The molecule of claim 1 , wherein M is a macromolecular carrier selected from: a dendrimer, dextran, a PEG polymer, or albumin.

4. The molecule of claim 1 , wherein C is an indocarbocyanine dye.

5. The molecule of claim 1 , wherein C is an indocarbocyanine dye, Cy5, Cy5.5, Cy7, IRDYE 800CW, ALEXA647, or a combination thereof.

6. The molecule of claim 5 , wherein C is Cy5.

7. The molecule of claim 6 , wherein Cy5 further comprises a D-cysteine which attaches Cy5 to B.

8. The molecule of claim 1 , wherein M is a macromolecular carrier selected from: dextran, a PEG polymer, or albumin.

9. A method of imaging a tumor in a subject, comprising imaging the tumor after the subject has been administered a molecule of the structure (A-X-B-C)-M, wherein

C is a fluorescent moiety;

A is a peptide with a sequence comprising a series of 5 glutamate residues;

B is a peptide with a sequence comprising a series of 8 arginine residues;

X is a cleavable linker comprising a sequence of PLG-C(me)-AG; and

M is a macromolecular carrier;

wherein M is bound to A or B, and C(me) is S-methylcysteine.

10. A method of imaging surgical margins for a tumor or tissue resection in a subject, comprising imaging the surgical margins after the subject has been administered a molecule of the structure (A-X-B-C)-M, wherein

C is a fluorescent moiety;

A is a peptide with a sequence comprising a series of 5 glutamate residues;

B is a peptide with a sequence comprising a series of 8 arginine residues;

X is a cleavable linker comprising a sequence of PLG-C(me)-AG; and

M is a macromolecular carrier;

wherein M is bound to A or B, and C(me) is S-methylcysteine.

11. A method of removing a tumor in a subject, comprising removing the tumor after the subject has been administered a molecule of the structure (A-X-B-C)-M, wherein

C is a fluorescent moiety;

A is a peptide with a sequence comprising a series of 5 glutamate residues;

B is a peptide with a sequence comprising a series of 8 arginine residues;

X is a cleavable linker comprising a sequence of PLG-C(me)-AG; and

M is a macromolecular carrier; and

wherein M is bound to A or B, and C(me) is S-methylcysteine.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2016
From: TSIEN, ROGER; AGUILERA, TODD; OLSON, EMILIA; NGUYEN, QUYEN; JIANG, TAO
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 039531/0630 →
CONFIRMATORY LICENSE Recorded Aug 7, 2012
From: UNIVERSITY OF CALIFORNIA SAN DIEGO
To: US ARMY, SECRETARY OF THE ARMY
Reel/Frame 028739/0159 →
CONFIRMATORY LICENSE Recorded May 21, 2012
From: UNIVERSITY OF CALIFORNIA SAN DIEGO
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 028240/0874 →
Continuity (2)
Provisional Application 61225872 · Jul 15, 2009
Related Publication 20120134931A1 · May 31, 2012