US 12,133,895 B2
Biodegradable functional polycarbonate nanoparticle carries for delivering molecular cargo
James L. Hedrick, Pleasanton, CA (US); Nathaniel H. Park, San Jose, CA (US); Yi Yan Yang, Singapore (SG); Zhi Xiang Voo, Singapore (SG); and Jeremy Tan, Singapore (SG)
Assigned to INTERNATIONAL BUSINESS MACHINES CORPORATION, Armonk, NY (US); and AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH, Singapore (SG)
Filed by International Business Machines Corporation, Armonk, NY (US); and Agency for Science, Technology and Research, Singapore (SG)
Filed on Nov. 2, 2021, as Appl. No. 17/516,861.
Application 17/516,861 is a division of application No. 16/203,024, filed on Nov. 28, 2018, granted, now 11,179,475.
Prior Publication US 2022/0054652 A1, Feb. 24, 2022
Int. Cl. A61K 31/428 (2006.01); A61K 9/00 (2006.01); A61K 9/48 (2006.01); A61K 31/473 (2006.01); A61K 31/485 (2006.01); A61K 31/7034 (2006.01); A61K 47/24 (2006.01); A61K 47/60 (2017.01); A61K 47/69 (2017.01); A61P 25/00 (2006.01); A61P 25/16 (2006.01)
CPC A61K 47/6935 (2017.08) [A61K 9/0085 (2013.01); A61K 9/4833 (2013.01); A61K 31/473 (2013.01); A61K 47/24 (2013.01); A61K 47/60 (2017.08); A61P 25/16 (2018.01)] 9 Claims
 
1. A method, comprising:
conjugating a chemical compound to a copolymer via an acidity-sensitive covalent boronate ester bond,
wherein the copolymer comprises a polyethylene glycol,
wherein the copolymer comprises a first polycarbonate functionalized with boronic acid; and
covalently bonding an amino functional group to a second polycarbonate of the copolymer,
wherein the acidity-sensitive covalent boronate ester bond is formed between the boronic acid and a catechol moiety of the chemical compound,
wherein the chemical compound is apomorphine,
wherein about 75% of the copolymer is conjugated with the apomorphine,
wherein the conjugated chemical compound is characterized by a chemical structure:

OG Complex Work Unit Chemistry
wherein “m” corresponds to a first integer greater than or equal to 45 and less than or equal to 454,
wherein “x” corresponds to a second integer greater than or equal to 2 and less than or equal to 50, and
wherein “y” corresponds to a third integer greater than or equal to 2 and less than or equal to 50.