hepta-O-benzoylmaltosyl bromide | 855662-14-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hepta-O-benzoylmaltosyl bromide
• 英文别名: perbenzoylated maltosyl bromide；perbenzoylated maltosylbromide；perbenzoyl D-maltosyl bromide；bromo perbenzoylated maltose；maltosyl bromide；maltose
• CAS: 855662-14-5
• 化学式: C₆₁H₄₉BrO₁₇
• 分子量: 1133.95
• InChiKey: BZSUENANYCQEJR-QCOQHBDVSA-N

物化性质

• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.06
• 重原子数：
  79.0
• 可旋转键数：
  18.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  211.79
• 氢给体数：
  0.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  hepta-O-benzoylmaltosyl bromide 、 在 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 C₁₄₉H₁₄₈O₃₈
  参考文献：
  名称：

  用于膜蛋白研究的构象预组织非对映异构降冰片烷麦芽糖苷：洗涤剂扭结对胶束特性的影响

  摘要：

  去污剂是膜蛋白功能和结构研究的重要工具。然而，常规去污剂的范围和实用性受到限制，特别是对于真核膜蛋白。因此，人们正在努力开发具有增强特性的新型两亲剂。在这里，制备了一类具有预先组织构象的新型非对映体试剂，称为基于降冰片烷的麦芽糖苷 (NBM)，并评估了它们溶解和稳定膜蛋白的能力。与所有测试的膜蛋白的正十二烷基-β-d-麦芽糖苷 (DDM) 相比，代表性 NBM 显示出增强的行为。单个 NBM 的功效取决于整体洗涤剂形状和烷基链长度。具体来说，在亲脂区没有扭结的 NBM 比有扭结的 NBM 赋予蛋白质更大的稳定性。此外，长烷基链 NBM 通常比短烷基链剂更能稳定膜蛋白。此外，使用一种行为良好的 NBM 使我们能够使用电子显微镜获得具有挑战性的膜蛋白复合物的显着稳定性和清晰可视化。因此，这项研究不仅描述了具有增强蛋白质稳定特性的新型麦芽糖苷去污剂，而且还表明整体去污剂几何形状在确定膜蛋白稳定性

  DOI：

  10.1021/jacs.6b11997
• 作为产物：
  描述：

  苯甲酰氯 在 吡啶 、 4-二甲氨基吡啶 、 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 hepta-O-benzoylmaltosyl bromide
  参考文献：
  名称：

  一类带有刚性疏水基团的新型两亲物，用于膜蛋白的溶解和稳定

  摘要：

  非传统两亲剂：赋予膜蛋白水溶性通常需要使用去污剂或其他两亲剂。基于甾体亲脂基团合成了一类新的两亲物，并用几种膜蛋白进行了评估。结果表明，相对于流行的传统去污剂，如十二烷基麦芽糖苷 (DDM)，新型两亲物“糖基薯蓣皂苷元”（GDN；见图）可增强溶液中多种膜蛋白的稳定性。

  DOI：

  10.1002/chem.201200069

文献信息

• AMPHIPHILIC COMPOUNDS
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US20130266656A1

  公开（公告）日：2013-10-10

  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.

  将膜蛋白引入水溶液通常需要使用洗涤剂或其他两性分子试剂。该发明提供了一类新型两性分子，每种都包括一个多融合环系统作为亲脂基团。这些新型两性分子相对于传统洗涤剂在溶液中赋予了一系列膜蛋白增强的稳定性，从而提高了膜蛋白的结构和功能稳定性，包括整合膜蛋白。因此，该发明提供了用于生化操作和膜蛋白表征的新型两性分子。这些两性分子与膜蛋白表现出良好的行为，并可用于辅助膜蛋白的溶解、分离、纯化、稳定化、结晶和/或结构测定。
• NOVEL VITAMIN E-BASED AMPHIPATHIC COMPOUND, AND USE THEREOF
  申请人：Industry-University Cooporation Foundation Hanyang University Erica Campus

  公开号：US20200299252A1

  公开（公告）日：2020-09-24

  The present invention relates to a vitamin E-based amphipathic compound, a method for producing same, and a method for extracting, solubilizing, stabilizing, or crystallizing a membrane protein using same. By using a compound according to the present invention, not only is an excellent membrane protein extraction and solubilization effect achieved, but the membrane protein can be stably stored for a long period of time in an aqueous solution, and thus the compound can be utilized in analyzing the function and structure of the membrane protein. Moreover, the vitamin E-based amphipathic compounds exhibited superb properties in the visualization of protein compounds through an electron microscope. Membrane protein structure and function analysis is one of the fields of greatest interest in biology and chemistry today, and since at least half of new drugs currently being developed target membrane proteins, the vitamin E-based amphipathic compounds may be applied to the membrane protein structure research, which is closely related to the development of new drugs.

  本发明涉及一种基于维生素E的两性分子化合物，以及制备该化合物的方法，以及利用该化合物提取、溶解、稳定或结晶膜蛋白的方法。通过使用本发明的化合物，不仅可以实现出色的膜蛋白提取和溶解效果，而且膜蛋白可以在水溶液中稳定存储长时间，因此该化合物可用于分析膜蛋白的功能和结构。此外，基于维生素E的两性分子化合物在通过电子显微镜可视化蛋白化合物方面表现出卓越性能。膜蛋白结构和功能分析是当今生物学和化学领域最感兴趣的领域之一，由于目前至少一半正在开发的新药物针对膜蛋白，因此基于维生素E的两性分子化合物可能被应用于与新药物开发密切相关的膜蛋白结构研究中。
• 텐덤 네오펜틸 글리콜 기반의 양친매성 화합물 및 이의 활용
  申请人：Industry-University Cooperation Foundation Hanyang University ERICA Campus 한양대학교 에리카산학협력단(120120008551) Corp. No ▼ 131471-0017977BRN ▼134-82-10205

  公开号：KR20180037907A

  公开（公告）日：2018-04-13

  본 발명은 텐덤 네오펜틸 글리콜(tandem neopentyl glycol) 기반의 양친매성 화합물, 이의 제조방법 및 이를 이용하여 막단백질을 추출, 용해화, 안정화 또는 결정화하는 방법에 관한 것이다. 본 발명에 따른 텐덤 네오펜틸 글리콜(tandem neopentyl glycol) 기반의 화합물을 이용하면 막단백질 가용화 효과가 우수할 뿐 아니라 막단백질을 수용액에서 장기간 안정적으로 보관할 수 있기 때문에, 이를 통해 그 기능분석 및 구조 분석에 활용될 수 있다. 막단백질 구조 및 기능 분석은 현 생물학 및 화학에서 가장 관심을 갖고 있는 분야 중 하나이고, 현재 개발되고 있는 신약의 절반 이상이 막단백질을 타깃으로 하므로 신약 개발과 긴밀한 관계가 있는 막단백질 구조 연구에 응용이 가능하다.

  This invention relates to a zwitterionic compound based on tandem neopentyl glycol, its preparation method, and a method for extracting, solubilizing, stabilizing, or crystallizing membrane proteins using it. By using the tandem neopentyl glycol-based compound according to the present invention, not only is the effect of solubilizing membrane proteins excellent, but the membrane proteins can also be stably stored in an aqueous solution for a long period of time. Therefore, it can be utilized for functional analysis and structural analysis. The analysis of membrane protein structure and function is one of the most interesting areas in current biology and chemistry. As more than half of the newly developed drugs are targeting membrane proteins, the application of membrane protein structure research is closely related to drug development.
• 새로운 트레할로스 중심을 갖는 양친매성 화합물 및 이의 활용
  申请人：Industry-University Cooperation Foundation Hanyang University ERICA Campus 한양대학교 에리카산학협력단(120120008551) Corp. No ▼ 131471-0017977BRN ▼134-82-10205

  公开号：KR20200068883A

  公开（公告）日：2020-06-16

  본 발명은 새롭게 개발한 트레할로스 기반의 양친매성 화합물, 이의 제조방법 및 이를 이용하여 막단백질을 추출, 용해화, 안정화, 결정화 또는 분석하는 방법에 관한 것이다. 또한, 이 화합물은 기존의 화합물보다 다양한 구조와 특성을 지닌 막단백질들을 세포막에서 효율적으로 추출하고 이를 수용액에서 장기간 안정적으로 보관할 수 있고, 이를 통해 그 기능분석 및 구조 분석에 활용될 수 있다. 막단백질 구조 및 기능 분석은 신약 개발에 밀접한 관계가 있는 만큼 현 생물학 및 화학에서 가장 관심을 갖고 있는 분야 중 하나이다.

  This invention relates to a newly developed trehalose-based amphiphilic compound, its manufacturing method, and a method for extracting, solubilizing, stabilizing, crystallizing, or analyzing membrane proteins using it. Furthermore, this compound efficiently extracts membrane proteins with diverse structures and characteristics from cell membranes compared to conventional compounds, allowing for long-term stable storage in solution, thereby enabling their functional and structural analysis. The analysis of membrane protein structure and function is closely related to drug development and is therefore one of the most intriguing areas of interest in modern biology and chemistry.
• Vitamin E-based glycoside amphiphiles for membrane protein structural studies
  作者：Muhammad Ehsan、Yang Du、Iago Molist、Alpay B. Seven、Parameswaran Hariharan、Jonas S. Mortensen、Lubna Ghani、Claus J. Loland、Georgios Skiniotis、Lan Guan、Bernadette Byrne、Brian K. Kobilka、Pil Seok Chae

  DOI：10.1039/c8ob00270c

  日期：——

  A vitamin E-based novel agent (i.e., VEG-3) was markedly effective at stabilizing and visualizing a G-protein coupled receptor (GPCR)-G_s complex.

  一种基于维生素E的新型药剂（即VEG-3）在稳定和可视化G蛋白偶联受体（GPCR）-G_s复合物方面表现出显著的有效性。