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US 2025/0144597 A1Published application
Chromatography resin having an anionic exchange-hydrophobic mixed mode ligand
AssigneeBio-Rad Laboratories, Inc.
InventorsCHRISTOPHER BELISLE, HONG CHEN, YUEPING XU, JIALI LIAO, XUEMEI HE
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Abstract
Chromatography resins having mixed mode ligands and methods of using such resins are provided.
Claims22
A chromatography resin having the formula:
- Chromatography matrix —(X1)-L-Ar—(X2)—Y
- or a tautomer or an anionic salt thereof,
- wherein:
- X1 is a spacer;
- X2 is C1 to C5 alkyl, C3 or C5 cycloalkyl;
- L is NR8, O, or S wherein R8 is hydrogen or C1 to C6 alkyl;
- Ar is a 6- to 10-membered aryl mono or bicyclic ring optionally substituted with up to four C1 to C3 unsubstituted alkyl or C3 to C6 branched alkyl;
- and
- Y is selected from the group consisting of:
- wherein:
- R1, R2, R3, R4, R5, R6, and R7 are each independently hydrogen or C1 to C6 alkyl;
- if Y is
- R2 is optionally joined to R3 to form a 4- to 7-membered heterocycle or R3 is optionally joined to R4 to form a 4- to 7-membered heterocycle;
- if Y is
- R1 is optionally joined to R2 to form a 4- to 7-membered heterocycle and R3 is optionally joined to R4 to form a 4- to 7-membered heterocycle;
- and
- if Y is
- R5 is optionally joined to R6 to form a 4- to 7-membered heterocycle or R6 is optionally joined to R7 to form a 4- to 7-membered heterocycle, wherein the chromatography matrix comprises particles or beads.
15 more elements
A chromatography resin prepared by reacting a chromatography matrix comprising a particle or bead that comprises a hydroxyl group, a diol, an epoxide group, an azlactone ring, or an aldehyde group with a ligand selected from the group consisting of:
- 1-(4-aminobenzyl) guanidine, 1-(4-aminophenylpropyl) guanidine, 1-(4-aminophenylbutyl) guanidine, 1-(4-aminophenylpentyl) guanidine, 1-(4-aminophenylcyclopropyl) guanidine, 1-(4-aminophenylcyclobutyl) guanidine, 1-(4-aminophenylcyclopentyl) guanidine, 3-(4-aminophenyl)-1,1-dimethylguanidine, 3-(4-aminobenzyl)-1, 1-dimethylguanidine, 1-(4-aminophenylethyl) guanidine, 1-(amino(4-aminobenzyl)amino)methylguanidine, 4-(((1,3-dimethylimidazolidin-2-ylidene)amino)methyl) aniline, 2-(4-aminobenzyl)-1,1,3,3-tetramethylguanidine, 2-(4-aminophenyl)-1,1,3,3-tetramethylguanidine, 1-((6-aminonaphthalen-2-yl)methyl)guanidine, N-(4-aminobenzyl)azetidine-1-carboximidamide, 4-(((di(pyrrolidin-1-yl)methyl)amino)methyl)aniline, 1-(4-aminobenzyl)3-(imidazolin-2-ylidene)guanidine, N-(N-(4-aminobenzyl)carbamidoyl)azetidine-1-carboximidamide, 1-(2-aminobenzyl) guanidine, and 1-(3-aminobenzyl) guanidine.
Dependencies are inferred from the claim text.