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US 12,534,550 B2Granted
Amphipols
AssigneesUniversite De Paris, Centre National De La Recherche Scientifique
InventorsManuela Zoonens, Anaïs Marconnet, Fabrice Giusti
Life of this patent
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Abstract
The invention relates to polymeric compounds of formula I which allow the solubilization and/or stabilization of membrane proteins, it relates in particular to the complexes they form with membrane proteins and the method of solubilizing and/or stabilizing membrane proteins comprising the use of these compounds.
Claims21
A water-soluble membrane protein-amphiphilic vinyl polymer complex comprising the amphiphilic vinyl polymer of formula I:
- wherein:
- M+ is an alkali metal,
- R1, R4, R5, R8 are each independently a hydrogen atom or a methyl radical,
- R2, R6, R9 are each independently a group selected from a hydrogen atom, linear (C1-C8) alkyls, and branched (C3-C8) alkyls,
- R10 is a group selected from linear (C1-C5) alkyls and branched (C3-C5) alkyls,
- R3 and R7 are each independently a group selected from the group consisting of:
- hydrogen, with X then being a single bond,
- linear or branched alkyls of at least 6 carbon atoms, linear or branched alkenyls of at least 6 carbon atoms, linear or branched alkynyls of at least 6 carbon atoms, with X then being a single bond,
- (C3-C10) cycloalkyls or (C3-C10) (hetero) cycloalkyls, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls, with X then being selected from a single bond, linear (C2-C8) alkylenes, branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes, branched (3-C8) alkenylenes, linear (C2-C8) alkynylenes and branched (C3-C8) alkynylenes,
- (C3-C10) cycloalkenyls or (C3-C10) (hetero) cycloalkenyls, poly or monounsaturated, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, linear or branched (C2-C8) alkynyls, with X then being selected from a single bond, linear (C2-C8) alkylenes, branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes, branched (C2-C8) alkenylenes, linear (C2-C8) alkynylenes and branched (C2-C8) alkynylenes,
- poly or monounsaturated polycycles, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls, with X then being selected from a single bond, linear (C2-C8) alkylenes or branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes, branched (C2-C8) alkenylenes, linear (C2-C8) alkynylenes and branched (C3-C8) alkynylenes, and
- phenyl, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls, with X then being selected from a single bond, linear (C2-C8) alkylenes, branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes, branched (C3-C8) alkenylenes, linear (C2-C8) alkynylenes, and branched (C3-C8) alkynylenes,
- with w, x, y, z corresponding to the respective percentages of the units,
- with x being between 20 and 90%,
- with y being between 0 and 80%,
- with w being between 0 and 80%, and
- with z being between 0 and 60%, provided that w+x+y+z=100%, and that y or w is at least 10%,
- provided that when one of the groups R3 or R7 is a linear or branched alkyl of at least 6 carbon atoms, a linear or branched alkenyl of at least 6 carbon atoms, a linear or branched alkynyl of at least 6 carbon atoms, or a hydrogen atom, with X being a single bond, then w and y are different from 0 and the other group R3 or R7 is selected from the group consisting of:
- C3-C10) cycloalkyls or (C3-C10) (hetero) cycloalkyls, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls, with X then being selected from a single bond, linear (C2-C8) alkylenes, branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes, branched (C3-C8) alkenylenes, linear (C2-C8) alkenylenes and branched (C3-C8) alkynylenes,
- (C3-C10) cycloalkenyls or (C3-C10) (hetero) cycloalkenyls, poly or monounsaturated, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls, with X then being selected from a single bond, linear (C2-C8) alkylenes, branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes or branched (C3-C8) alkenylenes, linear (C2-C8) alkynylenes, and branched (C3-C8) alkynylenes,
- poly or monounsaturated polycycles, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls, with X then being selected from a single bond, linear (C2-C8) alkylenes, branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes, branched (C3-C8) alkenylenes, linear (C2-C8) alkynylenes, and branched (C3-C8) alkynylenes, and
- phenyl, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls, with X then being selected from a single bond, linear (C2-C8) alkylenes, branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes, branched (C3-C8) alkenylenes, linear (C2-C8) alkynylenes, and branched (C3-C8) alkynylenes.
19 more elements
A polymer of formula I:
- wherein:
- M+ is an alkali metal,
- with w, x, y, z corresponding to the respective percentages of the units,
- with x being between 20 and 90%,
- with y being between 10 and 80%,
- with w being 0%, and
- with z being between 0 and 60%, provided that w+x+y+z=100%%,
- R4, R5, R8 are each independently a hydrogen atom or a methyl radical,
- R6, R9 are each independently a group selected from a hydrogen atom, linear (C1-C8) alkyls, and branched (C3-C8) alkyls,
- R10 is a group selected from linear (C1-C5) alkyls and branched (C3-C5) alkyls,
- R7 is a group selected from the group consisting of:
- (C3-C10) cycloalkyls or (C3-C10) (hetero) cycloalkyls, unsubstituted or substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls, and
- phenyl, substituted by one or more radicals selected from linear, cyclic or branched (C1-C8) alkyls, linear or branched (C2-C8) alkenyls, and linear or branched (C2-C8) alkynyls,
- and wherein X is selected from a single bond, linear (C2-C8) alkylenes, branched (C3-C8) alkylenes, linear (C2-C8) alkenylenes, branched (C3-C8) alkenylenes, linear (C2-C8) alkylenes, and branched (C3-C8) alkynylenes.
11 more elements
Dependencies are inferred from the claim text.