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US 12,502,440 B2Granted
Cross-linking compounds and methods of use thereof
AssigneeNorth Carolina State University
InventorsJonathan S. Lindsey, Zhiyuan Wu, Hikaru Fujita, Daisuke Sato
Life of this patent
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Abstract
Compounds of Formula IA, IB, II, III, IV, and/or V are described herein along with their methods of use. A compound of the present invention may cross-link under physiological conditions and/or in vivo.
Claims20
A compound having a structure of Formula I:
- wherein:
- each R1 is independently —CH2OH or —C(O)OH;
- each R2 is independently selected from a halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each R3 is independently selected from a hydrogen, halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each R4 is independently selected from a halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each X1 is independently —O—, —S—, or a self-immolative linker;
- each X2 is independently absent or —NH—, —O—, or —S—;
- each L1 is independently a linker;
- each X3 is independently absent or —NH—, —O—, or —S—;
- A is an aryl or heteroaryl that is multivalent;
- each X4 is independently absent or —NH—, —O—, or —S—;
- each L2 is independently absent or a linker;
- each Z is independently an enzyme, polyiodide binding matrix, targeting agent, recognition motif, radionuclide, imaging agent, water solubilizing group, therapeutic agent, or bioconjugatable group;
- each L3 is independently absent or a linker;
- each B is independently absent or a water solubilizing group;
- n is an integer of 1 to 6;
- m is an integer of 0 to 4;
- and
- p is an integer of 0 to 5;
- or a pharmaceutically acceptable salt thereof.
17 more elements
A compound having a structure of Formula II:
- wherein:
- each R1 is independently —CH2OH or —C(O)OH;
- each R2 is independently selected from a halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each R3 is independently selected from a halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each R4 is independently selected from a halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each X1 is independently —O—, —S—, or a self-immolative linker;
- each X2 is independently absent or —O— or —S—;
- each L1 is independently a linker;
- each X3 is independently absent or —NH—, —O—, or —S—;
- each X4 is independently absent or —NH—, —O—, or —S—;
- each L2 is independently a linker;
- each Z is independently an enzyme, polyiodide binding matrix, targeting agent, recognition motif, radionuclide, imaging agent, water solubilizing group, therapeutic agent, or bioconjugatable group;
- each L3 is independently absent or a linker;
- each B is independently absent or a water solubilizing group;
- and
- m is an integer of 1 to 4;
- or a pharmaceutically acceptable salt thereof.
14 more elements
A compound having a structure of Formula IV:
- wherein:
- D1, D2, D3, D4, D5, and D6 each independently has a structure of Formula C or Formula D:
- wherein:
- each R1 is independently —CH2OH or —C(O)OH;
- each R2 is independently selected from a halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each R3 is independently selected from a halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each R4 is independently selected from a halogen, alkyl, alkenyl, alkynyl, —OH, alkoxy, acyloxy, carboxy, carboxylic ester, boronate ester, thioalkoxy, and amino;
- each X1 is independently —O—, —S—, or a self-immolative linker;
- each X2 is independently absent or —NH—, —O—, or —S—;
- each L1 is independently a linker);
- each X3 is independently absent or —NH—, —O—, or —S—;
- each X4 is independently absent or —NH—, —O—, or —S—;
- each L2 is independently absent or a linker;
- each Z is independently an enzyme, polyiodide binding matrix, targeting agent, recognition motif, radionuclide, imaging agent, water solubilizing group, therapeutic agent, or bioconjugatable group;
- each L3 is independently absent or a linker;
- each B is independently absent or a water solubilizing group;
- and
- m is an integer of 1 to 4;
- or a pharmaceutically acceptable salt thereof.
16 more elements
Dependencies are inferred from the claim text.