Abstract: In some aspects, the present disclosure provide systems for forming crosslinked reaction products, which comprise (a) a first composition that comprises a first multifunctional molecule that comprises a plurality of first reactive moieties that comprise oxyamine groups and (b) a second composition that comprises a second multifunctional molecule that comprises a plurality of second reactive moieties that comprise aldehyde or ketone groups, wherein at least one of the first and second multifunctional molecules is a multi-arm polymer and wherein at least one of the first and second multifunctional molecules comprises one or more covalently attached iodine groups. Other aspects of the present disclosure pertain to crosslinked networks that are formed using such systems and methods of treatment using such systems.

Abstract: In some aspects, the present disclosure provides kits for delivering and hydrolyzing crosslinked polysaccharide hydrogels, the kits comprising (a) a hydrogel delivery system configured to deliver a crosslinked polysaccharide hydrogel to a subject, the crosslinked polysaccharide hydrogel comprising polysaccharide molecules that are crosslinked by crosslinks that comprise hydrolysable ester bonds and (b) a hydrogel hydrolysis system configured to deliver a hydrolysis-accelerating catalytic composition to the subject, the hydrolysis-accelerating catalytic composition adapted to accelerate hydrolysis of the hydrolysable ester bonds in the crosslinked polysaccharide hydrogel. In other aspects, the present disclosure provides methods of using the same.

Abstract: In some aspects, the present disclosure pertains to systems for forming crosslinked reaction products that comprises (a) a first composition that comprises a first multifunctional molecule that comprises a plurality of first reactive moieties that comprise azide groups and (b) a second composition that comprises a second multifunctional molecule that comprises a plurality of second reactive moieties that comprise cyclic alkyne groups, where at least one of the first and second multifunctional molecules is a reactive multi-arm polymer and where at least one of the first and second multifunctional molecules comprises an iodinated core. Other aspects of the present disclosure include crosslinked networks formed from such first and second multifunctional molecules and methods of treatment based on crosslinked networks formed from such first and second multifunctional molecules.

Abstract: In some aspects, the present disclosure pertains to amino-acid-based polyamine compounds that are formed by a ring-opening reaction of two or more amino acid N-carboxyanhydride molecules with a polyol having two or more hydroxyl groups under acid catalyzed conditions. In some aspects, the present disclosure pertains to amino-acid-based polyamine compounds that are formed by ester coupling reaction of two or more amine-protected amino acid molecules with a polyol having two or more hydroxyl groups in the presence of an ester coupling agent. In some aspects, the present disclosure pertains to amino-alcohol-based polyamine compounds that are formed by an ester coupling reaction of two or more amine-protected amino alcohol molecules having one or more amino groups and a single hydroxyl group with a polycarboxylic acid compound having two or more carboxyl groups in the presence of an ester coupling agent.

Abstract: In some aspects, the present disclosure pertains to systems for forming hydrogel compositions, the systems comprising a first reservoir containing an iodinated polymer composition that comprise an iodinated polymer having multiple cyclic imide ester groups, a second reservoir containing a buffered diluent solution having a first pH that comprises water, a first buffering agent and a polyamine compound, and a third reservoir containing a buffered accelerant solution having a second pH that is higher than the first pH and comprises water and a second buffering agent. Other aspects of the present disclosure pertain to methods of using such systems for forming hydrogel compositions.

Abstract: In some aspects, the present disclosure provides a system for forming a hydrogel composition that comprises (a) a first reservoir containing a reactive polymer that comprises a plurality of first reactive groups; (b) a second reservoir containing a multifunctional compound that comprises a plurality of second reactive groups, the second reactive groups reacting with the first reactive groups to form covalent bonds at a pH greater than 7.4; and (c) a third reservoir containing a biologically innocuous buffer having a pH in a range of 8 to 12. Other aspects of the present disclosure pertain methods of treatment using such systems.

Abstract: In various aspects, the present disclosure pertains to methods of forming an iodinated peptide compound that comprises: (a) forming a multifunctional precursor compound comprising (i) a residue of an amine-protected peptide that comprises two or more amino acid residues with primary-amine-containing side groups and (ii) a multifunctional moiety linked to the amine-protected peptide residue through an amide group or an ester group; (b) reacting the multifunctional precursor compound in an amide coupling reaction or an esterification coupling reaction with an iodinated compound to form an iodinated, amine-protected peptide compound comprising n iodinated moieties that are covalently attached to the amine-protected peptide residue through a residue of the multifunctional moiety; and (c) deprotecting the iodinated, amine-protected peptide compound to form the iodinated peptide compound.

Abstract: In some aspects, the present disclosure pertains to an injectable hydrogel that comprises (a) one or more types of polymeric hydrogen bond donors, (b) one or more types of polymeric hydrogen bond acceptors and (c) water. Other aspects of the present disclosure pertain to kits that comprise a delivery device and one or more containers that contain an injectable hydrogel that comprises one or more types of polymeric hydrogen bond donors, one or more types of polymeric hydrogen bond acceptors, and water. Further aspects of the present disclosure pertain to medical procedures that comprise administering to a subject an injectable hydrogel that comprises one or more types of polymeric hydrogen bond donors, one or more types of polymeric hydrogen bond acceptors, and water.

Abstract: In some aspects, the present disclosure pertains to methods that comprise (a) performing a ring-opening polymerization of one or more types of amino acid N-carboxyanhydride (NCA) monomers that comprise at least one type of protected amino acid NCA monomer having a protected pendant amine group in the presence of an initiator compound to produce intermediate peptide compounds that comprise an amino acid chain having protected pendant amine groups covalently attached to a residue of the initiator and (b) deprotecting the intermediate peptide compounds to form final peptide compounds that comprise an amino acid chain having pendant amine groups covalently attached to the residue of the initiator.

Abstract: In some aspects, the present disclosure provides reactive polymers that comprise one or more hydrophilic polymer segments having a plurality of hydrophilic polymer segment ends and a plurality of reactive moieties covalently linked to at least a portion of the hydrophilic polymer segment ends. The reactive moieties are 3,4-substituted-2,5-pyrrolidinedione moieties in which the 3-carbon and the 4-carbon form part of at least one ring in addition to the 2,5-pyrrolidinedione ring, and the 2,5-pyrrolidinedione ring nitrogen atom of each of the 3,4-substituted-2,5-pyrrolidinedione moieties is linked to one of the hydrophilic polymer segment ends. In other aspects, the present disclosure provides systems for forming hydrogel compositions and methods of treatment that employ such reactive polymers and methods of synthesizing such reactive polymers.

Abstract: Disclosed herein are radiopaque, reactive multi-arm polymers that comprise an iodine-containing core region, a plurality of polymer arms comprising a plurality of polymer segments linked to the iodine-containing core region, and a plurality of reactive moieties linked to the plurality of polymer segments. Also disclosed are methods of forming such radiopaque, reactive multi-arm polymers, systems for forming hydrogel compositions that comprise (a) such radiopaque, reactive multi-arm polymers and (b) multifunctional crosslinking compounds comprising a plurality of complementary reactive moieties that are reactive with the reactive moieties of the radiopaque, reactive multi-arm polymers, as well as reaction products of such systems and methods of treatment using such systems.

Abstract: This disclosure pertains to boronated hydrogel compositions, which comprise a boronated polysaccharide compound that comprises a plurality of boronated moieties covalently linked to a carboxylic-acid-containing polysaccharide along a backbone of the carboxylic-acid-containing polysaccharide. The disclosure also pertains to kits that comprise a reservoir, a boronated hydrogel composition comprising a boronated polysaccharide compound that comprises a plurality of boronated moieties covalently linked to a carboxylic-acid-containing polysaccharide along a backbone of the carboxylic-acid-containing polysaccharide disposed in the reservoir, and a device for administering the boronated hydrogel composition to a subject.

Abstract: A polymeric material having a polyisobutylene polyurethane. The polyisobutylene having soft segments including a polyisobutylene diamine residue, and hard segments including bis-cyclic carbonate residue.

Abstract: Systems for hydrogel hydrolysis as well as methods for hydrogel hydrolysis are disclosed. An example system may include a syringe barrel having a needle connector disposed thereon. A hydrogel hydrolysis material may be disposed in the syringe barrel. The hydrogel hydrolysis material may be configured to be injected into a hydrogel formed in the body of a patient in order to accelerate the hydrolysis of the hydrogel.

Abstract: Methods of treating a substrate, e.g., forming a coating on the substrate, are described. The method may include applying a solution comprising a multifunctional molecule or a multifunctional-polymer molecule to at least a portion of a surface of the substrate. The surface may comprise a metal or metal alloy and the multifunctional molecule or a multifunctional-polymer molecule may bond to the surface via at least one sulfur group of a plurality of sulfur groups of the multifunctional molecule. The method may include combining the multifunctional molecule with a polymer molecule to form the multifunctional polymer molecule before or after applying the solution. The polymer molecule may bond to an internal carbon group or a terminal sulfur group of the multifunctional molecule.

Abstract: In some aspects the present disclosure provides a radiopaque, reactive copolymer comprising at least one hydrophilic polymer segment having a plurality of hydrophilic polymer segment ends, a plurality of iodinated polymer segments covalently linked to the plurality of hydrophilic polymer segment ends, and a plurality of reactive moieties covalently linked to the iodinated polymer segments. In other aspects, the present disclosure pertains to a system for forming a hydrogel composition that comprises (a) such a radiopaque, reactive copolymer and (b) a nucleophilic compound, as well as to a crosslinked reaction product of the same. In further aspects, the present disclosure pertains to a method of treatment comprising administering to a subject a mixture that comprises (a) such a radiopaque, reactive copolymer and (b) a nucleophilic compound, under conditions such that the nucleophilic compound and the radiopaque, reactive copolymer crosslink after administration.

Abstract: In some aspects, the present disclosure pertains to a radiopaque, reactive polymer comprising one or more hydrophilic polymer segments having a plurality of hydrophilic polymer segment ends, a plurality of iodinated cyclic anhydride residues covalently linked to the plurality of hydrophilic polymer segment ends, and a plurality of reactive moieties covalently linked to the iodinated cyclic anhydride residues. In some aspects, the present disclosure pertains to a system for forming a hydrogel composition that comprises (a) a nucleophilic compound and (b) such a radiopaque, reactive polymer. In some aspects, the present disclosure pertains to a method of treatment comprising administering to a subject a mixture that comprises (a) a nucleophilic compound and (b) such a radiopaque, reactive polymer under conditions such that the nucleophilic compound and the radiopaque, reactive polymer crosslink after administration.

Abstract: In some embodiments, the present disclosure pertains to an injectable suspension that contains radiopaque crosslinked hydrogel particles in a carrier fluid that comprises one or more types of linear hydrophilic polymers. In some embodiments, the present disclosure pertains to kits that comprise a syringe preloaded with an injectable suspension that contains radiopaque crosslinked hydrogel particles in a carrier fluid that comprises one or more types of linear hydrophilic polymers. In some embodiments, the present disclosure pertains to methods of treatment comprising injecting into a subject an injectable suspension that contains radiopaque crosslinked hydrogel particles in a carrier fluid that comprises one or more types of linear hydrophilic polymers.

Abstract: In some aspects, the present disclosure pertains to radiopaque hydrogel compositions that comprise a radiopaque polysaccharide that comprises a plurality of radiopaque moieties that are covalently linked to a carboxylic-acid-containing polysaccharide along a backbone of the carboxylic-acid-containing polysaccharide. In some aspects, the present disclosure pertains to radiopaque hydrogel compositions that comprise a carboxylate-anion-containing polysaccharide that is ionically crosslinked by multivalent cations. In other aspects, the present disclosure pertains to kits that contain such radiopaque hydrogel compositions, to methods of treatment that comprise administering such radiopaque hydrogel compositions to patients, and to methods of making such radiopaque hydrogel compositions.

Abstract: In some aspects, the present disclosure pertains to systems for forming a crosslinked polymer composition, the systems comprising (a) an iodinated multifunctional compound comprising either a plurality of electron-rich dienophile-containing moieties or a plurality of electron-poor diene-containing moieties and (b) a multifunctional multi-arm polymer comprising either a plurality of electron-poor diene-containing moieties in the case where the iodinated multifunctional compound comprises a plurality of electron-rich dienophile-containing moieties or a plurality of electron-rich dienophile-containing moieties in the case where the iodinated multifunctional compound comprises a plurality of electron-poor diene-containing moieties, wherein the crosslinked polymer composition is formed by a cycloaddition reaction occurring between the iodinated multifunctional compound and the multifunctional multi-arm polymer.