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1. 发明授权

US09206221B2 Amphiphilic compounds 有权
标题翻译：两亲化合物
公开(公告)号：US09206221B2
公开(公告)日：2015-12-08
申请号：US13826466
申请日：2013-03-14
申请人： WISCONSIN ALUMNI RESEARCH FOUNDATION , The Board of Trustees of the Leland Stanford Junior University
发明人： Samuel Helmer Gellman , Pil Seok Chae , Brian Kobilka , Soren Rasmussen
IPC分类号： C07J17/00 , A61K9/107 , C07J41/00
CPC分类号： C07J17/005 , A61K9/1075 , C07J41/0061 , C07J71/0005
摘要： Bringing membrane proteins into aqueous solution generally requires the use of detergents or other amphiphilic agents. The invention provides a new class of amphiphiles, each of which includes a multi-fused ring system as a lipophilic group. These new amphiphiles confer enhanced stability to a range of membrane proteins in solution relative to conventional detergents, leading to improved structural and functional stability of membrane proteins, including integral membrane proteins. Accordingly, the invention provides new amphiphiles for biochemical manipulations and characterization of membrane proteins. These amphiphiles display favorable behavior with membrane proteins and can be used to aid the solubilization, isolation, purification, stabilization, crystallization, and/or structural determination of membrane proteins.
摘要翻译：将膜蛋白引入水溶液中通常需要使用洗涤剂或其他两亲剂。本发明提供了一类新的两亲物，其中每一种都包括作为亲脂基团的多稠环体系。这些新的两亲物相对于常规洗涤剂使溶液中的一系列膜蛋白质的稳定性提高，导致膜蛋白（包括整合的膜蛋白）的结构和功能稳定性得到改善。因此，本发明提供用于生物化学操作和膜蛋白表征的新型两亲物。这些两亲物显示出有利于膜蛋白的行为，并可用于帮助膜蛋白的溶解，分离，纯化，稳定，结晶和/或结构测定。

2. 发明授权

US09540409B2 Synthetic amphiphiles for membrane protein manipulation 有权
标题翻译：用于膜蛋白操作的合成两亲物
公开(公告)号：US09540409B2
公开(公告)日：2017-01-10
申请号：US13961757
申请日：2013-08-07
申请人： Wisconsin Alumni Research Foundation , The Board of Trustees of the Leland Stanford Junior University
发明人： Samuel Helmer Gellman , Pil Seok Chae , Brian Kobilka , Soren Rasumssen
IPC分类号： C07H15/18 , C07H15/04 , C07H15/26 , C07K1/14
CPC分类号： C07H15/04 , C07H15/18 , C07H15/26 , C07K1/145
摘要： The invention provides amphiphilic compounds and methods for manipulating membrane proteins. Compounds of the invention, for example, the compounds of Formulas I-XIX, can be prepared from readily available starting materials. The amphiphilic compounds can manipulate membrane protein at relatively low concentrations compared to many known detergents. The compounds can be used to aid the isolation of membrane proteins, for example, to aid their solubilization and/or purification. The compounds can also be used to aid the functional and structural determination of membrane proteins, including their stabilization and crystallization.
摘要翻译：本发明提供两亲化合物和操作膜蛋白的方法。本发明的化合物，例如式I-XIX的化合物可以由容易获得的原料制备。与许多已知的洗涤剂相比，两亲化合物可以以相对低的浓度操纵膜蛋白。该化合物可用于帮助分离膜蛋白，例如帮助其溶解和/或纯化。该化合物也可用于帮助膜蛋白的功能和结构测定，包括其稳定和结晶。

3. 发明授权

US09556217B2 Amphiphilic compounds 有权
标题翻译：两亲化合物
公开(公告)号：US09556217B2
公开(公告)日：2017-01-31
申请号：US14931225
申请日：2015-11-03
申请人： WISCONSIN ALUMNI RESEARCH FOUNDATION , The Board of Trustees of the Leland Stanford Junior University
发明人： Samuel Helmer Gellman , Pil Seok Chae , Brian Kobilka , Soren Rasmussen
IPC分类号： C07J17/00 , C07J41/00 , A61K9/107 , C07J71/00
CPC分类号： C07J17/005 , A61K9/1075 , C07J41/0061 , C07J71/0005
摘要： Bringing membrane proteins into aqueous solution generally requires the use of detergents or other amphiphilic agents. The invention provides a new class of amphiphiles, each of which includes a multi-fused ring system as a lipophilic group. These new amphiphiles confer enhanced stability to a range of membrane proteins in solution relative to conventional detergents, leading to improved structural and functional stability of membrane proteins, including integral membrane proteins. Accordingly, the invention provides new amphiphiles for biochemical manipulations and characterization of membrane proteins. These amphiphiles display favorable behavior with membrane proteins and can be used to aid the solubilization, isolation, purification, stabilization, crystallization, and/or structural determination of membrane proteins.
摘要翻译：将膜蛋白引入水溶液中通常需要使用洗涤剂或其他两亲剂。本发明提供了一类新的两亲物，其中每一种都包括作为亲脂基团的多稠环体系。这些新的两亲物相对于常规洗涤剂使溶液中的一系列膜蛋白质的稳定性提高，导致膜蛋白（包括整合的膜蛋白）的结构和功能稳定性得到改善。因此，本发明提供用于生物化学操作和膜蛋白表征的新型两亲物。这些两亲物显示出有利于膜蛋白的行为，并可用于帮助膜蛋白的溶解，分离，纯化，稳定，结晶和/或结构测定。

4. 发明授权

US09382291B2 Gamma amino acid building blocks 有权
标题翻译：伽玛氨基酸积木
公开(公告)号：US09382291B2
公开(公告)日：2016-07-05
申请号：US14166007
申请日：2014-01-28
申请人： Wisconsin Alumni Research Foundation
发明人： Samuel Helmer Gellman , Li Guo , Michael Giuliano
IPC分类号： C07K7/06 , C07C205/44 , C07C205/55 , C07C233/48 , C07C237/24 , C07C271/24 , C07D211/56 , C07D211/60 , C07K5/02 , C07C201/12 , C07C269/00 , C07C271/66 , C07K5/065 , C07K5/107
CPC分类号： C07C205/44 , C07C201/12 , C07C205/55 , C07C233/48 , C07C237/24 , C07C269/00 , C07C271/24 , C07C271/66 , C07C2601/08 , C07C2601/14 , C07D211/56 , C07D211/60 , C07K5/0205 , C07K5/06078 , C07K5/1016 , C07K7/06
摘要： The invention provides compounds and methods, for example, to carry out organocatalytic Michael additions of aldehydes to cyclically constrained nitroethylene compounds catalyzed by a proline derivative to provide cyclically constrained α-substituted-γ-nitro-aldehydes. The reaction can be rendered enantioselective when a chiral pyrrolidine catalyst is used, allowing for Michael adducts in nearly optically pure form (e.g., 96 to >99% e.e.).The Michael adducts can bear a single substituent or dual substituents adjacent to the carbonyl. The Michael adducts can be efficiently converted to cyclically constrained protected γ-amino acid residues, which are essential for systematic conformational studies of γ-peptide foldamers. New methods are also provided to prepare other γ-amino acids and peptides. These new building blocks can be used to prepare foldamers, such as α/γ-peptide foldamers, that adopt specific helical conformations in solution and in the solid state.
摘要翻译：本发明提供了化合物和方法，例如，进行有机催化迈克尔加成醛到由脯氨酸衍生物催化的周期受限的硝基乙烯化合物以提供循环约束的α-取代的γ-硝基醛。当使用手性吡咯烷催化剂时，可以使反应呈现对映选择性，允许以几乎光学纯的形式（例如，96至> 99％e.e。）的迈克尔加合物。迈克尔加合物可以承受单个取代基或与羰基相邻的双取代基。迈克尔加合物可以有效地转化为循环受限的受保护的γ-氨基酸残基，这对于γ-肽折叠物的系统构象研究至关重要。还提供了新的方法来制备其它γ-氨基酸和肽。这些新的构建块可用于制备在溶液中和固体状态下采用特定螺旋构象的折叠物，例如α/γ-肽折叠物。

5. 发明申请

US20150148523A1 GAMMA AMINO ACID BUILDING BLOCKS 有权
标题翻译： GAMMA氨基酸建筑块
公开(公告)号：US20150148523A1
公开(公告)日：2015-05-28
申请号：US14166007
申请日：2014-01-28
申请人： Wisconsin Alumni Research Foundation
发明人： Samuel Helmer Gellman , Li Guo , Michael Giuliano
IPC分类号： C07K7/06 , C07C271/66 , C07C205/55 , C07C269/00 , C07K5/065 , C07K5/107 , C07C201/12 , C07C205/44 , C07C271/24
CPC分类号： C07C205/44 , C07C201/12 , C07C205/55 , C07C233/48 , C07C237/24 , C07C269/00 , C07C271/24 , C07C271/66 , C07C2601/08 , C07C2601/14 , C07D211/56 , C07D211/60 , C07K5/0205 , C07K5/06078 , C07K5/1016 , C07K7/06
摘要： The invention provides compounds and methods, for example, to carry out organocatalytic Michael additions of aldehydes to cyclically constrained nitroethylene compounds catalyzed by a proline derivative to provide cyclically constrained α-substituted-γ-nitro-aldehydes. The reaction can be rendered enantioselective when a chiral pyrrolidine catalyst is used, allowing for Michael adducts in nearly optically pure form (e.g., 96 to >99% e.e.).The Michael adducts can bear a single substituent or dual substituents adjacent to the carbonyl. The Michael adducts can be efficiently converted to cyclically constrained protected γ-amino acid residues, which are essential for systematic conformational studies of γ-peptide foldamers. New methods are also provided to prepare other γ-amino acids and peptides. These new building blocks can be used to prepare foldamers, such as α/γ-peptide foldamers, that adopt specific helical conformations in solution and in the solid state.
摘要翻译：本发明提供了化合物和方法，例如，进行有机催化迈克尔加成醛到由脯氨酸衍生物催化的周期受限的硝基乙烯化合物以提供循环约束的α-取代的γ-硝基醛。当使用手性吡咯烷催化剂时，可以使反应呈现对映选择性，允许以几乎光学纯的形式（例如，96至> 99％e.e。）的迈克尔加合物。迈克尔加合物可以承受单个取代基或与羰基相邻的双取代基。迈克尔加合物可以有效地转化为循环受限的受保护的γ-氨基酸残基，这对于γ-肽折叠物的系统构象研究至关重要。还提供了新的方法来制备其它γ-氨基酸和肽。这些新的构建块可用于制备在溶液中和固体状态下采用特定螺旋构象的折叠物，例如α/γ-肽折叠物。

6. 发明申请

US20150203441A1 CHOLATE AND DEOXYCHOLATE-BASED AMPHIPHILES FOR MEMBRANE PROTEIN MANIPULATION 有权
标题翻译：用于膜蛋白操作的基于脱乙酰壳多糖和去氧基化物的培养基
公开(公告)号：US20150203441A1
公开(公告)日：2015-07-23
申请号：US14556544
申请日：2014-12-01
申请人： Wisconsin Alumni Research Foundation
发明人： Samuel Helmer Gellman , Pil Seok Chae
IPC分类号： C07C233/16 , C07K1/14
CPC分类号： C07K1/14 , C07J41/00 , C07J41/0061 , C07K1/145
摘要： Disclosed are compounds and methods for manipulating proteins in general and membrane proteins in particular. The compounds can be prepared from cholic acid, deoxycholic acid, lithocholic acid, or derivatives thereof. The compounds typically possess critical micelle concentrations lower than those of known detergents such as CHAPS and CHAPSO. Accordingly, lower amounts of the compounds are required for effective solubilization of membrane proteins. The compounds can be used aid the solubilization, isolation, purification, stabilization, crystallization, and/or structural determination of membrane proteins.
摘要翻译：公开的是一般操作蛋白质和特别是膜蛋白质的化合物和方法。该化合物可以由胆酸，脱氧胆酸，石胆酸或其衍生物制备。这些化合物通常具有低于已知洗涤剂如CHAPS和CHAPSO的临界胶束浓度。因此，为了有效溶解膜蛋白质，需要较低量的化合物。这些化合物可用于帮助膜蛋白的溶解，分离，纯化，稳定化，结晶和/或结构测定。

7. 发明申请

US20130266656A1 AMPHIPHILIC COMPOUNDS 有权
标题翻译：大分子化合物
公开(公告)号：US20130266656A1
公开(公告)日：2013-10-10
申请号：US13826466
申请日：2013-03-14
申请人： WISCONSIN ALUMNI RESEARCH FOUNDATION
发明人： Samuel Helmer Gellman , Pil Seok Chae , Brian Kobilka , Soren Rasmussen
IPC分类号： C07J17/00 , A61K9/107 , C07J41/00
CPC分类号： C07J17/005 , A61K9/1075 , C07J41/0061 , C07J71/0005
摘要： Bringing membrane proteins into aqueous solution generally requires the use of detergents or other amphiphilic agents. The invention provides a new class of amphiphiles, each of which includes a multi-fused ring system as a lipophilic group. These new amphiphiles confer enhanced stability to a range of membrane proteins in solution relative to conventional detergents, leading to improved structural and functional stability of membrane proteins, including integral membrane proteins. Accordingly, the invention provides new amphiphiles for biochemical manipulations and characterization of membrane proteins. These amphiphiles display favorable behavior with membrane proteins and can be used to aid the solubilization, isolation, purification, stabilization, crystallization, and/or structural determination of membrane proteins.
摘要翻译：将膜蛋白引入水溶液中通常需要使用洗涤剂或其他两亲剂。本发明提供了一类新的两亲物，其中每一种都包括作为亲脂基团的多稠环体系。这些新的两亲物相对于常规洗涤剂使溶液中的一系列膜蛋白质的稳定性提高，导致膜蛋白（包括整合的膜蛋白）的结构和功能稳定性得到改善。因此，本发明提供用于生物化学操作和膜蛋白表征的新型两亲物。这些两亲物显示出有利于膜蛋白的行为，并可用于帮助膜蛋白的溶解，分离，纯化，稳定，结晶和/或结构测定。

8. 发明授权

US10316057B2 Tandem facial amphiphiles 有权
公开(公告)号：US10316057B2
公开(公告)日：2019-06-11
申请号：US14337496
申请日：2014-07-22
申请人： WISCONSIN ALUMNI RESEARCH FOUNDATION
发明人： Pil Seok Chae , Samuel Helmer Gellman
IPC分类号： A61K9/00 , C07J43/00 , C07J41/00 , A61K47/28 , C07K1/14 , A61K47/26 , C07J9/00 , C07J31/00 , C07J51/00 , A61B90/00 , A61B34/30 , A61K9/107
摘要： The invention provides tandem facial amphiphiles for biochemical manipulations and characterization of membrane proteins, such as intrinsic membrane proteins. Members of this new family display favorable behavior with several membrane proteins. These amphiphiles can form relatively small micelles, and small changes in amphiphile chemical structures can result in large changes in their physical properties. The tandem facial amphiphiles can be used to aid the solubilization, isolation, purification, stabilization, crystallization, and/or structural determination of membrane proteins.

9. 发明授权

US09796660B2 Gamma amino acid building blocks 有权
公开(公告)号：US09796660B2
公开(公告)日：2017-10-24
申请号：US15174306
申请日：2016-06-06
申请人： WISCONSIN ALUMNI RESEARCH FOUNDATION
发明人： Samuel Helmer Gellman , Li Guo , Michael Giuliano
IPC分类号： A61K38/00 , C07C205/44 , C07C205/55 , C07C233/48 , C07C237/24 , C07C271/24 , C07D211/56 , C07D211/60 , C07K5/02 , C07C201/12 , C07C269/00 , C07C271/66 , C07K5/065 , C07K5/107 , C07K7/06
CPC分类号： C07C205/44 , C07C201/12 , C07C205/55 , C07C233/48 , C07C237/24 , C07C269/00 , C07C271/24 , C07C271/66 , C07C2601/08 , C07C2601/14 , C07D211/56 , C07D211/60 , C07K5/0205 , C07K5/06078 , C07K5/1016 , C07K7/06
摘要： The invention provides compounds and methods, for example, to carry out organocatalytic Michael additions of aldehydes to cyclically constrained nitroethylene compounds catalyzed by a proline derivative to provide cyclically constrained α-substituted-γ-nitro-aldehydes. The reaction can be rendered enantioselective when a chiral pyrrolidine catalyst is used, allowing for Michael adducts in nearly optically pure form (e.g., 96 to >99% e.e.).The Michael adducts can bear a single substituent or dual substituents adjacent to the carbonyl. The Michael adducts can be efficiently converted to cyclically constrained protected γ-amino acid residues, which are essential for systematic conformational studies of γ-peptide foldamers. New methods are also provided to prepare other γ-amino acids and peptides. These new building blocks can be used to prepare foldamers, such as α/γ-peptide foldamers, that adopt specific helical conformations in solution and in the solid state.

10. 发明申请

US20160280632A1 GAMMA AMINO ACID BUILDING BLOCKS 有权
标题翻译： GAMMA氨基酸建筑块
公开(公告)号：US20160280632A1
公开(公告)日：2016-09-29
申请号：US15174306
申请日：2016-06-06
申请人： WISCONSIN ALUMNI RESEARCH FOUNDATION
发明人： Samuel Helmer Gellman , Li Guo , Michael Giuliano
IPC分类号： C07C205/44 , C07C205/55 , C07C201/12
CPC分类号： C07C205/44 , C07C201/12 , C07C205/55 , C07C233/48 , C07C237/24 , C07C269/00 , C07C271/24 , C07C271/66 , C07C2601/08 , C07C2601/14 , C07D211/56 , C07D211/60 , C07K5/0205 , C07K5/06078 , C07K5/1016 , C07K7/06
摘要： The invention provides compounds and methods, for example, to carry out organocatalytic Michael additions of aldehydes to cyclically constrained nitroethylene compounds catalyzed by a proline derivative to provide cyclically constrained α-substituted-γ-nitro-aldehydes. The reaction can be rendered enantioselective when a chiral pyrrolidine catalyst is used, allowing for Michael adducts in nearly optically pure form (e.g., 96 to >99% e.e.).The Michael adducts can bear a single substituent or dual substituents adjacent to the carbonyl. The Michael adducts can be efficiently converted to cyclically constrained protected γ-amino acid residues, which are essential for systematic conformational studies of γ-peptide foldamers. New methods are also provided to prepare other γ-amino acids and peptides. These new building blocks can be used to prepare foldamers, such as α/γ-peptide foldamers, that adopt specific helical conformations in solution and in the solid state.
摘要翻译：迈克尔加合物可以承受单个取代基或与羰基相邻的双取代基。迈克尔加合物可以有效地转化为循环受限的受保护的γ-氨基酸残基，这对于γ-肽折叠物的系统构象研究至关重要。还提供了新的方法来制备其它γ-氨基酸和肽。这些新的构建块可用于制备在溶液中和固体状态下采用特定螺旋构象的折叠物，例如α/γ-肽折叠物。

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