Cucurbituril | 80262-44-8

• 物质功能分类: 催化剂及助剂 - 聚合物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: Cucurbituril
• 英文别名: Cucurbituril (CB[6])；cucuribit[6]uril；curcurbit[6]uril；cucurbit[6]uril；cucurbituril[6]；cucurbituryl
• CAS: 80262-44-8
• 化学式: C₃₆H₃₆N₂₄O₁₂
• 分子量: 996.835
• InChiKey: MSBXTPRURXJCPF-DQWIULQBSA-N

物化性质

• 熔点：
  ~470 °C
• 密度：
  2.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.66
• 重原子数：
  72.0
• 可旋转键数：
  0.0
• 环数：
  18.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  282.6
• 氢给体数：
  0.0
• 氢受体数：
  12.0

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

制备方法与用途

葫芦脲（CB[n\）是一类在分子识别方面具有潜在应用价值的工具分子。近年来，通过已开发的CB[n]功能性客体分子及外部刺激响应原理的核酸超分子研究，已经在多个领域取得了实际应用。

反应信息

• 作为反应物：
  描述：

  Cucurbituril 在 六氟磷酸钾 、 水 、 calcium chloride 作用下， 以40%的产率得到
  参考文献：
  名称：

  Anion influence on metallosupramolecular architectures of Cucurbit[6]uril with calcium cation

  摘要：

  DOI：

  10.1016/j.ica.2019.118990
• 作为产物：
  描述：

  在 硫酸 、 potassium iodide 、 4,8-dioxo-2,6-dioxa-3a,4a,7a,8a-tetraaza-cyclopenta[def]fluorene-8b,8c-dicarboxylic acid diethyl ester 作用下， 以 水 为溶剂， 反应 0.5h， 以96%的产率得到Cucurbituril
  参考文献：
  名称：

  Synthesis and Self-Assembly Processes of Monofunctionalized Cucurbit[7]uril

  摘要：

  We present a building-block approach toward functionalized CB[7] derivatives by the condensation of methylene-bridged glycoluril hexamer 1 and glycoluril bis(cyclic ethers) 2 and 12. The CB[7] derivatives Me2CB[7] and CyCB[7] are highly soluble in water (264 mM and 181 mM, respectively). As a result of the high intrinsic solubility of Me2CB[7], it is able to solubilize the insoluble benzimidazole drug albendazole. The reaction of hexamer 1 with glycoluril derivative 12, which bears a primary alkyl chloride group, gives CB[7] derivative 18 in 16% isolated yield. Compound 18 reacts with NaN3 to yield azide-substituted CB[7] 19 in 81% yield, which subsequently undergoes click reaction with propargylammonium chloride (21) to yield CB[7] derivative 20 in 95% yield, which bears a covalently attached triazolyl ammonium group along its equator. The results of NMR spectroscopy (H-1, variable-temperature, and DOSY) and electrospray mass spectrometry establish that 20 undergoes self-assembly to form a cyclic tetrameric assembly (20(4)) in aqueous solution. CB[7] derivatives bearing reactive functional groups (e.g., N-3, Cl) are now available for incorporation into more complex functional systems.

  DOI：

  10.1021/ja3058502
• 作为试剂：
  描述：

  N-(5-氨基戊基)氨基甲酸叔丁酯 在 重水 、 氘代硫酸 、 Cucurbituril 作用下， 反应 24.0h， 生成 C₅H₁₀⁽²⁾H₆N₂⁽²⁺⁾
  参考文献：
  名称：

  葫芦脲介导的超分子酸催化

  摘要：

  N-苯甲酰基-尸胺 ( 1 )、单-N- (叔丁氧基)羰基尸胺 ( 2 ) 和苯甲醛肟 ( 3 )的酸水解速率与葫芦[6] 脲 (1,2) 和葫芦[7] uril (1,3) 在这些宿主不存在和存在的情况下进行了研究。观察到显着的速率提高（对于3的水解高达约 300 倍）。由于添加尸胺的包封和成功使用亚化学计量的大环化合物而产生的竞争性抑制证实了葫芦脲在促进酸水解中的作用。

  DOI：

  10.1021/ol900920p

文献信息

• [EN] ANTIMICROBIAL AGENTS<br/>[FR] AGENTS ANTIMICROBIENS
  申请人：UNIV JAMES COOK

  公开号：WO2013091014A1

  公开（公告）日：2013-06-27

  The present invention relates to ruthenium complexes, and in particular di- and multi- nuclear ruthenium complexes which may be used as antimicrobial agents. The invention also relates to pharmaceutical compositions comprising such complexes, and methods for their use in treating or preventing microbial infections.

  本发明涉及钌配合物，特别是二核和多核钌配合物，可用作抗微生物药剂。该发明还涉及包含这种配合物的药物组合物，以及在治疗或预防微生物感染中使用它们的方法。
• [EN] AFFINITY-ASSISTED PROTEIN MODIFICATION AND RECYCLING<br/>[FR] MODIFICATION ET RECYCLAGE DE PROTÉINES BASÉS SUR LEUR AFFINITÉ
  申请人：UNIV CALIFORNIA

  公开号：WO2016118770A1

  公开（公告）日：2016-07-28

  The present invention provides methods for preparing a protein conjugate having a defined number of conjugate groups. The method includes: forming a mixture containing a macrocyclic matrix material and a plurality of proteins; eluting the proteins from the macrocyclic matrix material to obtain a first separated protein fraction and a second separated protein fraction, wherein substantially all of the proteins in the first separated protein fraction have the same number of handle moieties; contacting the handle moieties with a conversion reagent under conditions sufficient to convert the handle moieties in the first separated protein fraction to reactive moieties; and contacting the reactive moieties with a conjugation reagent under conditions sufficient to form a plurality of protein conjugates, wherein substantially all of the protein conjugates in the plurality have the same number of conjugate groups. Also disclosed are methods for recovering enzymes and other proteins from mixtures for isolation and/or reuse of the enzymes and proteins.

  本发明提供了制备具有定义数量结合基团的蛋白共轭物的方法。该方法包括：形成含有大环矩阵材料和多种蛋白质的混合物；从大环矩阵材料中洗脱蛋白质，以获得第一分离的蛋白质分数和第二分离的蛋白质分数，其中第一分离的蛋白质分数中几乎所有蛋白质具有相同数量的手柄基团；将手柄基团与转化试剂接触，在足以将第一分离的蛋白质分数中的手柄基团转化为反应性基团的条件下；将反应性基团与结合试剂接触，在足以形成多种蛋白共轭物的条件下，其中多数蛋白共轭物具有相同数量的结合基团。还公开了从混合物中回收酶和其他蛋白质以便分离和/或重复使用酶和蛋白质的方法。
• [EN] DYNAMIC HOST-GUEST INTERACTIVE SYSTEM<br/>[FR] SYSTÈME INTERACTIF HÔTE-INVITÉ DYNAMIQUE
  申请人：JAWAHARLAL NEHRU CENTRE FOR ADVANCED SCIENT RESEARCH

  公开号：WO2019034945A1

  公开（公告）日：2019-02-21

  The present invention relates to a dynamic host-guest interactive system that possesses unique characteristics and finds utility in multitude of areas, specifically, in imaging and site directed drug delivery. An aspect of the present disclosure provides a dynamic host-guest interactive system including a host molecule and a guest molecule interacting with each other through non-covalent forces, wherein the host molecule is associated with any or a combination of a targeting moiety and a therapeutic agent with proviso that when the host molecule is associated with the targeting moiety, the guest molecule is associated with an imager, and when the host molecule is associated with the therapeutic agent, the guest molecule is associated with the targeting moiety, and when the host molecule is associated with a combination of the therapeutic agent and the targeting moiety, the guest molecule is associated with the imager. Another aspect provides a dynamic host-guest interactive system for site specific drug delivery of relatively less cell membrane permeable drug(s).

  本发明涉及一种具有独特特性并在多个领域中找到应用的动态宿主-客体交互系统，具体地，在成像和定向药物传递方面。本公开的一个方面提供了一种动态宿主-客体交互系统，包括通过非共价力相互作用的宿主分子和客体分子，其中宿主分子与任何或结合的靶向基团和治疗剂相关联，但前提是当宿主分子与靶向基团相关联时，客体分子与成像剂相关联，当宿主分子与治疗剂相关联时，客体分子与靶向基团相关联，当宿主分子与治疗剂和靶向基团的组合相关联时，客体分子与成像剂相关联。另一个方面提供了一种用于相对较少细胞膜渗透性药物的定位药物传递的动态宿主-客体交互系统。
• [EN] METHOD AND ARRAY FOR IDENTIFYING HISTONE-CODE-RELATED ANALYTES<br/>[FR] PROCÉDÉ ET RÉSEAU POUR L'IDENTIFICATION D'ANALYTES LIÉS AU CODE DES HISTONES
  申请人：UVIC INDUSTRY PARTNERSHIPS INC

  公开号：WO2013091074A1

  公开（公告）日：2013-06-27

  Disclosed embodiments concern an array for use in identifying or identifying and quantifying analytes in a sample using a macrocyclic sensor comprising a macrocyclic compound and a detectable moiety. The disclosed array may be used to discriminate among various analytes based on different features, such as post- translational modifications, isomeric post-translational modifications, and the peptide sequence around post-translational modifications. Also disclosed is a method for identifying analytes comprising a post-translational modification, as well as an enzymatic assay using the disclosed macrocyclic sensor.

  披露的实施例涉及一种用于使用包括宏环化合物和可检测基团的宏环传感器在样本中识别或识别并定量分析物的阵列。所披露的阵列可用于基于不同特征区分各种分析物，例如后转录修饰、同分异构后转录修饰以及围绕后转录修饰的肽序列。还披露了一种用于识别包含后转录修饰的分析物的方法，以及使用所披露的宏环传感器的酶学测定方法。
• Bromine and iodine–cucurbit[6]uril complexes: preparation and applications in synthetic organic chemistry
  作者：K. R. K. K. Reddy、T. S. Cavallini、G. J. F. Demets、L. F. Silva

  DOI：10.1039/c4nj00284a

  日期：——

  Iodine and bromine inclusion compounds were easily prepared by gas diffusion of the halogens using finely powdered CB[6]. A brown powder consisting of I2–CB[6]·4H2O and an orange one of (Br2)4–CB[6]·10H2O were employed in several different reactions. I2–CB[6] can be used in catalytic reactions giving yields comparable to those reported in the literature. Br2–CB[6] was effectively applied in electrophilic bromination of benzene and formation of bromohydrin. However, the radical substitution at cyclohexene could not be performed. Overall, based on these results, several applications can be envisioned for these complexes.

  碘和溴的包合化合物可以通过气体扩散法，使用细粉CB[6]轻松制备。我们使用了由I2–CB[6]·4H2O组成的棕色粉末和由(Br2)4–CB[6]·10H2O组成的橙色粉末进行多种不同的反应。I2–CB[6]可以用于催化反应，产率与文献中报告的相当。Br2–CB[6]在苯的亲电溴化和溴醇的形成中得到了有效应用。然而，在环己烯上的自由基取代反应无法进行。总的来说，基于这些结果，可以设想这些复合物的多种应用。