Granted Patent B2

US 12,600,825 · App. 17/790,461 · Granted Apr 14, 2026

Inventors: Wei Wang (Saint Paul, MN); Frederick William West (Saint Paul, MN); Todd Michael Klein (Wayzata, MN); Jeremiah James Bolks (Saint Paul, MN)

Assignee: Zepto Life Technology, Inc.

C08J3/246A61L27/40C08L71/02C08J2333/14

Abstract

Claims (31)

1 . A polymer composition comprising:

a polyethylene glycol (PEG) polymer having a molecular weight from about 100 Da to about 10,000 Da, a poly(2-hydroxyethyl methacrylate) (PHEMA) polymer having a molecular weight of about 16,000 Da to about 1,000,000 Da;

and a crosslinking reagent that crosslinks polymers.

2 . The polymer composition of claim 1 , wherein the composition further comprises a polysaccharide that is selected from the group consisting of a cellulose, a starch, a chitin, and alginate, and a dextran.

3 . The polymer composition of claim 1 , wherein the

PEG polymer has a molecular weight of about 100 Da to about 1,000 Da.

4 . The polymer composition of claim 1 , wherein the

PEG polymer is derivatized with one or more functional groups selected from the group consisting of an aldehyde, an alkyne, an amine, an azide, a biotin, a carboxylic acid, a hydroxyl, a maleimide, an epoxy, an N-hydroxysuccinimide (NHS) ester, an orthopyridyl disulfide (OPSS), a sulfonate, a toluenesulfonate (tosyl), a methanesulfonate (mesyl), a 2,2,2-trifluoroethanesulfonate (tresyl), and a thiol.

5 . The polymer composition of claim 1 , wherein the polyethylene glycol (PEG) polymer is derivatized with one or more N-hydroxysuccinimide (NHS) esters.

6 . The polymer composition of claim 3 ,

wherein the PHEMA polymer has a molecular weight range of about 16,000 Da to about 45,000 Da.

7 . The polymer composition of claim 1 , wherein the crosslinking reagent is represented by Formula (I):

PA-L-PA  (I)

wherein each PA is independently selected from a photo-activated group or a metal-activated group, and L is a linking group.

8 . The polymer composition of claim 7 , wherein each PA independently comprises an azide (—N 3 ), a diazo (—N 2 ) group, an aryl azide, an acyl azide, an azidoformate, a sulfonyl azide, a phosphoryl azide, a diazoalkane, a diazoketone, a diazoacetate, a diazirine, an aliphatic azo, an aryl ketone, benzophenone, acetophenone, anthraquinone, and anthrone.

9 . The polymer composition of claim 8 , wherein each PA independently comprises an azide (—N 3 ), or a diazo (—N 2 ) group.

10 . The polymer composition of claim 7 , wherein L comprises at least one Y and one or more X, wherein:

a) each at least one Y is independently selected from the group consisting of: an optionally substituted divalent alkylene; an optionally substituted arylene; and optionally substituted divalent heteroaromatic ring moiety; having from 1 to 20 atoms; an alkylene, —(CR 2 ) p —, wherein p is an integer from 1 to 10, 1 to 6, or 1 to 4, and wherein R 2 is independently selected from the group consisting of H and lower alkyl, C 1 -C 5 alkyl, and C 1 C 3 alkyl; and/or a divalent heteroaromatic ring having from 4 to 20 carbon atoms and contains at least one heteroatom selected from the group consisting of O, N, and S; and

b) each X is independently selected from the group consisting of alkylene, —NR 1 —, —O—, —S—, —S—S—, —CO—NR 1 —, —NR 1 —CO—, —CO—O—, —O—CO—, —CO—, and a bond, wherein R 1 is independently selected from the group consisting of H and lower alkyl.

11 . The polymer composition of claim 10 , wherein said crosslinking reagent is represented by Formula (II):

PA-Y 1 -X 1 -X 2 -X 3 -X 4 -X 5 -X 6 -X 7 -X 8 -X 9 -Y 2 -PA  (II)

wherein each PA is a photo-activated group or a metal-activated group, and Y 1 -X 1 -X 2 -X 3 -X 4 -X 5 -X 6 -X 7 -X 8 -X 9 -Y 2 is a linking group.

12 . The polymer composition of claim 1 , wherein the crosslinking reagent comprises bis[2-(4-azidosalicylamido)ethyl]disulfide or dithiobis(phenylazide).

13 . The polymer composition of claim 1 , wherein the composition further comprises a branched polyethylene glycol (PEG) polymer.

14 . The polymer composition of claim 13 , wherein the branched PEG polymer comprises 4-arm PEG, 8-arm PEG, 4-arm PEG-OH, 8-arm PEG-OH, 4-arm PEG-acrylate, 8-arm PEG-acrylate, 4-arm PEG-acrylamide, 8-arm PEG-acrylamide, 4-arm PEGamine, 8-arm PEG-amine, 4-arm PEG-thiol, 8-arm PEG thiol, 4-arm PEG maleimide, 8-arm PEG maleimide, 4-arm PEG-succinimidyl carboxymethyl ester (NHS), 8-arm PEG-succinimidyl carboxymethyl ester (NHS), 4-arm PEG-succinimidyl glutarate ester, 8-arm PEG-succinimidyl glutarate ester, 4-arm PEG-succinimidyl succinate ester, 8-arm PEG-succinimidyl succinate ester, 4-arm PEG-glutaramide succinimidyl ester, 8-arm PEG-glutaramide succinimidyl ester, 4-arm PEG-succinimide succinimidyl ester, 8-arm PEG-succinimide succinimidyl ester, 4-arm PEGepoxide, 8-arm PEG-epoxide, 4-arm PEG 4-nitrophenyl carbonate (NPC), 8-arm PEG 4-nitrophenyl carbonate (NPC), 4-arm PEG-acetic acid, 8-arm PEG-acetic acid, 4-arm PEG-glutaric acid, 8-arm PEG-glutaric acid, 4-arm PEG-succinic acid, 8-arm PEG-succinic acid, 4-arm PEGglutaramide acid, 8-arm PEG-glutaramide acid, 4-arm PEG-succinimide acid, 8-arm PEGsuccinimide acid, 4-arm PEG-azide, 8-arm PEG-azide, 4-arm PEG-alkyne, or 8-arm PEG-alkyne.

15 . The polymer composition of claim 1 , wherein the polymer composition further comprises a covalently attached biomolecule comprising a protein, a transcription factor, a nucleic acid, a deoxyribonucleic acid, a ribonucleic acid, a polynucleotide, a double-stranded DNA (dsDNA), a single stranded DNA (ssDNA), a hybrid double-stranded polynucleotide comprising a ssDNA and a ssRNA, an oligonucleotide, a carbohydrate, a hormone, a glycoprotein, an immunoglobulins, an antibody, or antigen-binding antibody fragment.

16 . The polymer composition of claim 15 , wherein the covalently attached biomolecule comprises a double-stranded DNA (dsDNA) or a protein.

17 . A biosurface comprising a polymer composition of claim 1 disposed as a layer on a sensor.

18 . A biosurface comprising the polymer composition of claim 1 , wherein the biosurface is prepared by crosslinking the polymers, wherein a crosslinking attachment is derived from a decomposition reaction of an azide (—N 3 ), a diazo (—N 2 ) group, an aryl azide, an acyl azide, an azidoformate, a sulfonyl azide, a phosphoryl azide, a diazoalkane, a diazoketone, a diazoacetate, a diazirine, an aliphatic azo, an aryl ketone, benzophenone, acetophenone, anthraquinone, or an anthrone.

19 . The polymer composition of claim 1 , wherein the PEG polymer is derivatized with an N-hydroxysuccinimide (NHS) ester and wherein the derivatized PEG polymer has a molecular weight of from about 200 Da to about 1000 Da.

20 . The polymer composition of claim 1 , wherein the PHEMA polymer has a molecular weight from about 16,000 Da to about 45,000 Da.

Assignments (2)

Continuity (2)

References Cited (197)