# US 11,440,932 B2 · Surfactant compounds-clips for extraction and stabilization in solution of membrane proteins > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,440,932 B2 - Document ID: US11440932B2 - Status: Granted - Kind: B2 - Application number: 16/492,005 - Filed: 2017-12-27 - Published: 2021-05-06 - Granted: 2022-09-13 - Earliest claimed: 2017-03-09 - Assignees: Centre National De La Recherche Scientifique; Universite Claude Bernard Lyon 1; Universite Grenoble Alpes - Applicants: Centre National De La Recherche Scientifique; Universite Claude Bernard Lyon 1; Universite Grenoble Alpes - Inventors: Pierre Falson; Julien Dauvergne; Ahcène Boumendjel; Marine Peuchmaur; Kim Anh Nguyen; Sandrine Magnard - Web page: https://patentgrep.com/patent/US11440932B2 ## CPC - C07H 15/14: attached to a sulfur, selenium or tellurium atom of a saccharide radical - C07H 15/26: Acyclic or carbocyclic radicals, substituted by hetero rings - C07C 237/12: having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups (peptides C07K) - C07C 237/22: having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated (peptides C07K) - C07D 249/04: 1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles - C07H 15/04: attached to an oxygen atom of the saccharide radical - C07K 1/145: {by extraction or solubilisation} - C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13) - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C07K: PEPTIDES (peptides in foodstuffs A23; obtaining protein compositions for foodstuffs, working-up proteins for foodstuffs A23J; preparations for medicinal purposes A61K; peptides containing beta-lactam rings C07D; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, C07D; ergot alkaloids of the cyclic peptide type C07D519/02; macromolecular compounds having statistically distributed amino acid units in their molecules, i.e. when the preparation does not provide for a specific; but for a random sequence of the amino acid units, homopolyamides and block copolyamides derived from amino acids C08G69/00; macromolecular products derived from proteins C08H1/00; preparation of glue or gelatine C09H; single cell proteins, enzymes C12N; genetic engineering processes for obtaining peptides C12N15/00; compositions for measuring or testing processes involving enzymes C12Q; investigation or analysis of biological material G01N33/00) ## Abstract The present invention relates to a compound of formula (I): (I) as defined in the description. The present invention also relates to a method for extracting biological membrane-associated membrane proteins, comprising a step of bringing an aqueous solution of biological membrane-associated membrane proteins into contact with at least one compound of the invention. The present invention also relates to a method for stabilizing membrane proteins in solution in an aqueous solution, comprising a step (i) consisting in bringing an aqueous solution of a membrane protein in solution into contact with at least one compound of the invention. ## Claims ### Claim 1 A compound or a pharmaceutically acceptable salt thereof, chosen from: ### Claim 2 A process for extracting membrane proteins, comprising bringing an aqueous solution of membrane proteins associated with a biological membrane into contact with at least one compound or a pharmaceutically acceptable salt thereof chosen from: ### Claim 3 (depends on 2) The process according to claim 2, wherein the membrane protein is present in a biological membrane fraction originating from a prokaryotic or eukaryotic organism. ### Claim 4 (depends on 2) The process according to claim 2, wherein the membrane protein is a transport protein. ### Claim 5 (depends on 4) The process according to claim 4, wherein the transport protein is an ABC transporter selected from the group consisting of P-glycoproteins (Pgp/ABCB1), MRP1/ABCC1, MRP2/ABCC2, BCRP/ABCG2 and BmrA. ### Claim 6 (depends on 2) The process according to claim 2, wherein the bringing of an aqueous solution comprising the membrane protein to be extracted into contact with the at least one of the compounds or a pharmaceutically acceptable salt thereof is carried out at a pH ranging from 5.5 to 10. ### Claim 7 A process for stabilizing membrane proteins in solution in an aqueous solution, comprising bringing an aqueous solution of an extracted membrane protein into contact with at least one compound or a pharmaceutically acceptable salt thereof chosen from: ### Claim 8 (depends on 7) The process according to claim 7, wherein the membrane proteins are extracted by bringing an aqueous solution of membrane proteins associated with a biological membrane into contact with at least one of the compounds or a pharmaceutically acceptable salt thereof. ### Claim 9 (depends on 7) The process according to claim 7, wherein said protein in solution is stabilized at a temperature of from 0° C. to 10° C. for a duration of greater than 1 day. ### Claim 10 (depends on 7) The process according to claim 7, wherein the membrane proteins are extracted by detergent.