Affinity reagents for protein purification

Patent metadata

Field	Value
Publication number	US-9833768-B2
Application number	US-201715661754-A
Country	US
Kind code	B2
Filing date	Jul 27, 2017
Priority date	Mar 16, 2012
Publication date	Dec 5, 2017
Grant date	Dec 5, 2017

Abstract

Disclosed herein are methods and compositions for purifying proteins from crude solutions.

First claim

What is claimed is:

1. A compound comprising the structure

wherein the wavy line indicates the point of attachment to a substrate, optionally through a linker;
wherein R 1 is selected from the group consisting of 2-phenylpropylamine, 4-methylbenzylamine, 2-phenylethanamine, benzylamine, 3-phenylpropylamine, 2-methylbutylamine, isoamylamine, isobutylamine, butylamine, propargylamine, ethylamine, 1-amino-3,3-diethoxypropane, 4-amino-2-methyl-1-butanol, 5-amino-1-pentanol, acetamide, 4-(difluoromethoxy)benzylamine, 2-N-propoxyethylamine, 2-methoxyethylamine, 3-isopropoxypropylamine, 3-(methylthio)propylamine, 2-aminoethyl isopropyl ether, 4-bromo-2-fluorobenzylamine, 4-iodobenzylamine, 4-bromobenzylamine, 3-fluoro-5-(trifluoromethyl)benzylamine, 3-bromobenzylamine, 3-chloro-2,6-difluorobenzylamine, 3,4-dichlorobenzylamine, 4-(trifluoromethyl)benzylamine, 2-(3-chlorophenyl)ethylamine, 2-(4-chlorophenyl)ethylamine, 3-chlorobenzylamine, 2-chlorobenzylamine, 3-fluorophenethylamine, 4-fluorophenethylamine, 3-fluorobenzylamine, tetrahydrofurfurylamine, (2,2-dimethyl-[1,3]-dioxolan-4-yl)-methylamine, 3-amino-1-propanol, 2-(2-aminoethoxy)ethanol, 2-thiophenemethylamine, 3-bromo-4-methoxyphenethylamine, 3-furanmethanamine, propanamide, homotaurine, (r)-1-(3-methoxyphenyl)ethylamine, 2-(3,4-dimethoxyphenyl)ethylamine, 3-methoxyphenethylamine, 2-(4-methoxyphenyl)ethylamine, 4-methoxybenzylamine, 2-phenoxyethylamine, 2-methoxybenzylamine, and 3-methoxybenzylamine;
R 2 is selected from the group consisting of 2-phenylpropylamine, 4-methylbenzylamine, 2-phenylethanamine, benzylamine, 3-phenylpropylamine, 2-methylbutylamine, isoamylamine, isobutylamine, butylamine, propargylamine, ethylamine, 1-amino-3,3-diethoxypropane, 4-amino-2-methyl-1-butanol, 5-amino-1-pentanol, acetamide, 1-amino-2-butanol, 4-(difluoromethoxy)benzylamine, 2-N-propoxyethylamine, 2-methoxyethylamine, 3-isopropoxypropylamine, 3-(methylthio)propylamine, 2-aminoethyl isopropyl ether, 4-bromo-2-fluorobenzylamine, 4-iodobenzylamine, 4-bromobenzylamine, 3-fluoro-5-(trifluoromethyl)benzylamine, 3-bromobenzylamine, 3-chloro-2,6-difluorobenzylamine, 3,4-dichlorobenzylamine, 4-(trifluoromethyl)benzylamine, 2-(3-chlorophenyl)ethylamine, 2-(4-chlorophenyl)ethylamine, 3-chlorobenzylamine, 2-chlorobenzylamine, 3-fluorophenethylamine, 4-fluorophenethylamine, 3-fluorobenzylamine, tetrahydrofurfurylamine, (2,2-dimethyl-[1,3]-dioxolan-4-yl)-methylamine, 3-aminopropane-1,2-diol, 3-amino-1-propanol, 2-(2-aminoethoxy)ethanol, 2-(2-methoxyphenyl)ethylamine, 2-thiophenemethylamine, 3-bromo-4-methoxyphenethylamine, 3-furanmethanamine, propanamide, 2-(2-furylmethylthio)ethanamine, homotaurine, (r)-1-(3-methoxyphenyl)ethylamine, 2-(3,4-dimethoxyphenyl)ethylamine, 3-methoxyphenethylamine, 2-(4-methoxyphenyl)ethylamine, 4-methoxybenzylamine, 2-phenoxyethylamine, 2-methoxybenzylamine, 3-methoxybenzylamine, (z)-4-chloro-2-buten-1-amine, 2-(1-cyclohexenyl)ethylamine, 3-methoxypropylamine, 3-ethoxypropylamine, 3-N-propoxypropylamine, 2-ethoxyethylamine, 3-iodobenzylamine, 3-(trifluoromethyl)benzylamine, 4-(4-fluorophenoxy)benzylamine, 3,4-methylenedioxybenzylamine, 2-aminoethyl hydrogen sulfate, aminomethanesulfonic acid, 3,4,5-trimethoxybenzylamine, dl-1-(1-naphthyl)ethylamine, (s)-(−)-1-(4-methylphenyl)ethylamine, (s)-(−)-beta-methylphenethylamine, (r)-(−)-1-aminoindan, (s)-(−)-1-phenylethylamine, (r)-(+)-1-phenylethylamine, 1-phenylbutan-3-amine, d-phenylalaninol, (1r,2s)-1-amino-2-indanol, 2-amino-3,3-dimethylbutane, 1,3-dimethylbutylamine, sec-butylamine, isopropylamine, 2-amino-1-methoxybutane, (s)-2-amino-1-phenylethanol, (s)-(+)-2-amino-1-pentanol, (r)-(−)-2-amino-1-butanol, cyclopentylamine, cyclopropylamine, trans-4-aminocyclohexanol, (1s,2s)-(+)-2-benzyloxycyclohexylamine, (1r,2r)-(−)-2-benzyloxycyclopentylamine, 2-(2-chlorophenyl)ethylamine, 2-fluorophenethylamine, 4-aminotetrahydropyran, dl-homocysteine thiolactone, indan-5-ylamine, 2-fluoroethanamine, (1r,2r)-(−)-2-amino-1-phenyl-1,3-propanediol, 2-amino-3-methyl-3-sulfanylbutanoic acid, (s)-(−)-1-(3-methoxyphenyl)ethylamine, (s)-(−)-1-(4-methoxyphenyl)ethylamine, 9-aminofluorene, 2,4,6-trimethylaniline, 2,4-dimethylaniline, 3,5-dimethyl aniline, 2,5-dimethylaniline, 2-methylaniline, 2,6-diethylaniline, 3-isopropylaniline, 4-isopropylaniline, 2,6-difluoroaniline, 3′,4′-difluoroaniline, 3-chloroaniline, 2-chloroaniline, 2-fluoroaniline, 4-fluoroaniline, 3,4-methylenedioxy-1-aminobenzene, 4-ethoxyaniline, 2-(methylmercapto)aniline, 2-ethoxyaniline, o-anisidine, and 4-amino-1-butanol;
R 3 is selected from the group consisting of 2-phenylpropylamine, 4-methylbenzylamine, 2-phenylethanamine, benzylamine, 3-phenylpropylamine, 2-methylbutylamine, isoamylamine, isobutylamine, butylamine, propargylamine, ethylamine, 4-amino-2-methyl-1-butanol, 5-amino-1-pentanol, acetamide, 1-amino-2-butanol, 4-(difluoromethoxy)benzylamine, 3-(methylthio)propylamine, 4-bromo-2-fluorobenzylamine, 4-bromobenzylamine, 3-fluoro-5-(trifluoromethyl)benzylamine, 3-bromobenzylamine, 3-chloro-2,6-difluorobenzylamine, 3,4-dichlorobenzylamine, 4-(trifluoromethyl)benzylamine, 2-(3-chlorophenyl)ethylamine, 3-chlorobenzylamine, 2-chlorobenzylamine, 3-fluorophenethylamine, 4-fluorophenethylamine, tetrahydrofurfurylamine, (2,2-dimethyl-[1,3]-dioxolan-4-yl)-methylamine, 3-aminopropane-1,2-diol, 3-amino-1-propanol, 2-(2-aminoethoxy)ethanol, 2-(2-methoxyphenyl)ethylamine, 3-bromo-4-methoxyphenethylamine, 3-furanmethanamine, propanamide, 2-(2-furylmethylthio)ethanamine, (r)-1-(3-methoxyphenyl)ethylamine, 2-(3,4-dimethoxyphenyl)ethylamine, 2-(4-methoxyphenyl)ethylamine, 4-methoxybenzylamine, 2-phenoxyethylamine, 2-methoxybenzylamine, 3-methoxybenzylamine, (z)-4-chloro-2-buten-1-amine, 2-(1-cyclohexenyl)ethylamine, 3-methoxypropylamine, 3-ethoxypropylamine, 3-N-propoxypropylamine, 2-ethoxyethylamine, 3-iodobenzylamine, 3-(trifluoromethyl)benzylamine, 4-(4-fluorophenoxy)benzylamine, 3,4-methylenedioxybenzylamine, 2-aminoethyl hydrogen sulfate, aminomethanesulfonic acid, 3,4,5-trimethoxybenzylamine, dl-1-(1-naphthyl)ethylamine, (s)-(−)-1-(4-methylphenyl)ethylamine, 1-phenylbutan-3-amine, d-phenylalaninol, (1 r,2s)-1-amino-2-indanol, 2-amino-3,3-dimethylbutane, 1,3-dimethylbutylamine, 2-amino-1-methoxybutane, (s)-2-amino-1-phenylethanol, (s)-(+)-2-amino-1-pentanol, cyclopentylamine, cyclopropylamine, trans-4-aminocyclohexanol, (1s,2s)-(+)-2-benzyloxycyclohexylamine, (1r,2r)-(−)-2-benzyloxycyclopentylamine, 2-(2-chlorophenyl)ethylamine, 2-fluorophenethylamine, 4-aminotetrahydropyran, dl-homocysteine thiolactone, indan-5-ylamine, benzenepropanoic acid, α-(aminomethyl)-benzoic acid, 6-aminocaproic acid, (2s)-4-amino-2-hydroxy-butyric acid, tyramine, 3-(aminomethyl)-, 3-methoxytyramine, 2-fluoroethanamine, phenylalanine, glutamic acid, tyrosine, 4-pyridinepropanoic acid, (1r,2r)-(−)-2-amino-1-phenyl-1,3-propanediol, beta alanine naphthylamide, 2-amino-3-methyl-3-sulfanylbutanoic acid, 1,2,3,4-tetrahydro-1-naphthylamine, (s)-(−)-1-(3-methoxyphenyl)ethylamine, (s)-(−)-1-(4-methoxyphenyl)ethylamine, 3-pyrrolidinecarboxylic acid, pyrrolidine, 9-aminofluorene, 2,6-diethylaniline, 3,4-methylenedioxy-1-aminobenzene, 4-ethoxyaniline, 1h-indol-5-ol, d-phenylalanine, 2-morpholineacetic acid, and 4-amino-1-butanol; and
R 4 is selected from the group consisting of 2-phenylpropylamine, 4-methylbenzylamine, 2-phenylethanamine, benzylamine, 3-phenylpropylamine, 2-methylbutylamine, isoamylamine, isobutylamine, butylamine, propargylamine, (z)-4-chloro-2-buten-1-amine, 2-(1-cyclohexenyl)ethylamine, 3-methoxypropylamine, 3-ethoxypropylamine, 3-N-propoxypropylamine, 2-ethoxyethylamine, 3-iodobenzylamine, 3-(trifluoromethyl)benzylamine, 4-(4-fluorophenoxy)benzylamine, 3,4-methylenedioxybenzylamine, ethylamine, 1-amino-3,3-diethoxypropane, 4-amino-2-methyl-1-butanol, 5-amino-1-pentanol, acetamide, 1-ami

Assignees

• Impossible Foods Inc
• Univ Leland Stanford Junior

Inventors

• Brown Patrick O'Reilly
• Watts R Edward
• Harbury Pehr

Classifications

• C07D251/70

  Other substituted melamines · CPC title

• G01N33/543

  with an insoluble carrier for immobilising immunochemicals · CPC title

• G01N33/6818

  Sequencing of polypeptides · CPC title

• C07K1/22 Primary

  Affinity chromatography or related techniques based upon selective absorption processes · CPC title

• B01J20/3251

  comprising at least two different types of heteroatoms selected from nitrogen, oxygen or sulphur · CPC title