Dual modality ups nanoprobes for tumor acidosis imaging
AssigneeBoard of Regents, The University of Texas System
InventorsJinming GAO, Gang HUANG, Tian ZHAO, Baran D. SUMER, Xiankai SUN
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Abstract
The present disclosure relates to polymers which contain a hydrophobic and hydrophilic segment which is sensitive to pH as well as a metal chelating group. In some aspects, the metal chelating group is chelated to a metal ion capable of positron emission. In some aspects, the polymers form a micelle which is sensitive to pH and results in a change in fluorescence based upon the particular pH. In some aspects, the disclosure also provides methods of using the polymers for the imaging of cellular or extracellular environment or delivering a drug.
Claims56
A polymer of the formula:
- wherein:
- R1 is hydrogen, alkyl(C≤12), cycloalkyl(C≤12), substituted alkyl(C≤12), substituted cycloalkyl(C≤12), or
- n is an integer from 1 to 500;
- R2 and R2′ are each independently selected from hydrogen, alkyl(C≤12), cycloalkyl(C≤12), substituted alkyl(C≤12), or substituted cycloalkyl(C≤12);
- R3 and R11 are each independently a group of the formula:
- wherein:
- nx is 1-10;
- X1, X2, and X3 are each independently selected from hydrogen, alkyl(C≤12), cycloalkyl(C≤12), substituted alkyl(C≤12), or substituted cycloalkyl(C≤12);
- and
- X4 and X5 are each independently selected from alkyl(C≤12), cycloalkyl(C≤12), aryl(C≤12), heteroaryl(C≤12) or a substituted version of any of these groups, or X4 and X5 are taken together and are alkanediyl(C≤12), alkoxydiyl(C≤12), alkylaminodiyl(C≤12), or a substituted version of any of these groups;
- w is an integer from 0 to 150;
- x is an integer from 1 to 150;
- R4 is a group of the formula:
- wherein:
- ny is 1-10;
- Y1, Y2, and Y3 are each independently selected from hydrogen, alkyl(C≤12), cycloalkyl(C≤12), substituted alkyl(C≤12), or substituted cycloalkyl(C≤12);
- and
- Y4 is indocyanine green (ICG);
- y is an integer from 1-6;
- R5 is a group of the formula:
- wherein:
- nz is 1-10;
- Y1′, Y2′, and Y3′ are each independently selected from hydrogen, alkyl(C≤12), cycloalkyl(C≤12), substituted alkyl(C≤12), or substituted cycloalkyl(C≤12);
- and
- Y4′ is a metal chelating group;
- L is a covalent bond;
- or
- alkanediyl(C≤12), arenediyl(C≤12), -alkanediyl(C≤12)-arenediyl(C≤12)—NC(S)—, -alkanediyl(C≤12)-arenediyl(C≤12)-C(O)—, or a substituted version of any of these groups;
- z is an integer from 1-6;
- and
- R6 is hydrogen, halo, hydroxy, alkyl(C≤12), or substituted alkyl(C≤12),
- wherein R11, R3, R4, and R5 can occur in any order within the polymer.
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Dependencies are inferred from the claim text.