alpha-cyclodextrin | 186043-87-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: alpha-cyclodextrin
• 英文别名: α-cyclodextrin；(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,32S,33S,34S,35S,36S,37S,38S,39S,40S,41S,42S)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
• CAS: 186043-87-8
• 化学式: C₃₆H₆₀O₃₀
• 分子量: 972.854
• InChiKey: HFHDHCJBZVLPGP-NKHUBTAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.9
• 重原子数：
  66
• 可旋转键数：
  6
• 环数：
  22.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  475
• 氢给体数：
  18
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  丙胺卡因 、 alpha-cyclodextrin 以 甲醇 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Guest:host interactions of lidocaine and prilocaine with natural cyclodextrins: Spectral and molecular modeling studies

  摘要：

  Inclusion complex formation of two local anesthetics drugs (lidocaine (LC) and prilocaine (PC)) with α- and β-cyclodextrins (CDs) in aqueous solution were studied by absorption, fluorescence, time-resolved fluorescence and molecular modeling methods. The formation of inclusion complexes was confirmed by 1H NMR, FTIR, differential scanning calorimetry, SEM, TEM and X-ray diffractometry. Both drugs formed 1:1 inclusion complex and exhibit biexponential decay in water whereas triexponential decay in the CD solution. Nanosized self-aggregated particles of drug: CD complexes were found by TEM. Both experimental and theoretical studies revealed that the phenyl ring with the amide group of the drug is encapsulated in the hydrophobic CD nanocavity. Investigations of energetic and thermodynamic properties confirmed the stability of the inclusion complexes. van der Waals interactions are mainly responsible for enthalpy driven complex formation of LC and PC with CDs.

  DOI：

  10.1016/j.saa.2014.04.123
• 作为产物：
  描述：

  Cyclohexakis-(1->4)-2,3-anhydro-α-D-mannopyranosyl 在 水 作用下， 反应 120.0h， 以68%的产率得到alpha-cyclodextrin
  参考文献：
  名称：

  Synthesis, Structure, and Conformational Features ofα-Cycloaltrin: A Cycloeligosaccharide with Alternating4C1/1C4 Pyranoid Chairs

  摘要：

  DOI：

  10.1002/anie.199718991

文献信息

• Synthesis and characterization of new azobenzene-containing bis pentacyanoferrate(II) stoppered push–pull [2]rotaxanes, with α- and β-cyclodextrin. Towards highly medium responsive dyes
  作者：Ioanna Deligkiozi、Evangelos Voyiatzis、Athanase Tsolomitis、Raffaello Papadakis

  DOI：10.1016/j.dyepig.2014.10.005

  日期：2015.2

  giving rise to an exceptionally intense solvatochromic behavior. Suitable solvent polarity scales and Linear Solvation Energy Relationships (LSERs) were employed in order to rationalize the solvent polarity effects observed, both specific and non-specific ones. The results for the title compounds as well as their Cyclodextrin-Free-Dumbbell (CFD) like analogue, are compared to recent published solvatochromic

  研究了新的合成的含偶氮的基于紫精的轮烷的溶剂变色行为，结合了推挽线性和α或β-环糊精大环组分。这些轮烷被戊酰基高铁酸盐（II）单元封端。后者稳定了这些系统，并进一步充当了强大的电子供体。这些单元与强的吸电子紫精单元相连，因此引起异常强烈的溶剂变色行为。为了使观察到的溶剂极性效应合理化，采用了合适的溶剂极性标度和线性溶剂化能量关系（LSERs），无论是特定的还是非特定的。标题化合物及其类似物的无环糊精-哑铃（CFD）的结果，将其与最近发表的关于类似的较小的五氰基高铁酸盐（II）配合物以及其他高度溶剂化变色化合物的溶剂化变色数据进行比较。对溶剂变色强度的结构效应以及不同溶剂-溶质相互作用的贡献进行了合理化和量化。
• Cyclodextrin-Assisted Synthesis of a Metallosupramolecular Terbium(III) Polymer and Its Fluorescence Properties and Chiral Recognition
  作者：Daisuke Yoshihara、Youichi Tsuchiya、Takao Noguchi、Tatsuhiro Yamamoto、Arnab Dawn、Seiji Shinkai

  DOI：10.1002/chem.201302138

  日期：2013.11.11

  connect! Inclusion of a bridging ligand into cyclodextrin (CD), followed by the addition of TbIII leads to a polyrotaxane‐type metallosupramolecular polymer (see figure, L=4,4′‐biphenyldicarboxylic acid). This polymer can recognize chirality and differentiate enantiomers by fluorescence and circular dichroism spectral changes.

  按住并连接！在环糊精（CD）中加入桥联配体，然后添加Tb III，得到了聚轮烷型金属超分子聚合物（见图，L = 4,4'-联苯二羧酸）。该聚合物可以识别手性，并通过荧光和圆二色性光谱变化来区分对映异构体。
• Treatments for retinal disorders
  申请人：Rodriguez-Boulan Enrique

  公开号：US10463687B2

  公开（公告）日：2019-11-05

  The present invention relates to the use of cyclic oligosaccharides as chemical complexants of lipofuscin bisretinoids (A2E) to prevent and treat eye (i.e., retinal or macular) disease. Monomeric, dimeric, multimeric, or polymeric oligosaccharide rings act as pharmacologic agents to prevent and treat ophthalmologic disorders triggered by the accumulation of lipofuscin in the retinal pigment epithelium (RPE), which occurs as a consequence of either genetic disorders, such as Stargardt Disease (SD) and Best Disease (BD), or aging, such as Age-Related Macular Degeneration (AMD), or other diseases, such as retinitis pigmentosa, and cone-rod dystrophy.

  本发明涉及使用环状寡糖作为脂褐质双视色素（A2E）的化学络合剂来预防和治疗眼部（即视网膜或黄斑）疾病。单体、二聚体、多聚体或聚合寡糖环可作为药剂预防和治疗因脂褐素在视网膜色素上皮（RPE）中积累而引发的眼科疾病、脂褐质在视网膜色素上皮细胞（RPE）中的积聚是遗传性疾病（如斯塔加特氏病（SD）和贝斯特氏病（BD））或衰老（如老年性黄斑变性（AMD））或其他疾病（如视网膜色素变性和锥体杆状营养不良）的结果。
• Compositions and methods for analytical sample preparation
  申请人：Agilent Technologies, Inc.

  公开号：US10564076B2

  公开（公告）日：2020-02-18

  Aspects of the present disclosure include a system for analytical sample preparation. In some embodiments, the system includes a container having disposed therein an analytical sample treatment composition including α-cyclodextrin and/or an α-cyclodextrin co-polymer. Also provided is a method of reducing matrix effects in an analytical sample. In some embodiments, the method includes: contacting a sample including a matrix-interfering agent and an analyte with a cyclodextrin composition to produce a matrix-cyclodextrin complex, wherein the cyclodextrin composition comprises an α-cyclodextrin and/or an α-cyclodextrin co-polymer; separating the complex from the contacted sample to produce a matrix-reduced composition; and detecting the analyte in the matrix-reduced composition. Kits and compositions for use in the subject systems and methods are also provided.

  本公开的各个方面包括一种用于分析样品制备的系统。在某些实施方案中，该系统包括一个容器，容器中放置了分析样品处理组合物，该组合物包括α-环糊精和/或α-环糊精共聚物。还提供了一种减少分析样品中基质效应的方法。在一些实施方案中，该方法包括：将包括基质干扰剂和分析物的样品与环糊精组合物接触，以产生基质-环糊精复合物，其中环糊精组合物包括α-环糊精和/或α-环糊精共聚物；将复合物与接触的样品分离，以产生基质还原组合物；以及检测基质还原组合物中的分析物。此外，还提供了用于所述系统和方法的试剂盒和组合物。
• Molecular Recognition by Self-Assembled Monolayers of Cyclodextrin on Ag
  作者：Hiroyuki Yamamoto、Yasushi Maeda、Hiromi Kitano

  DOI：10.1021/jp963916u

  日期：1997.8.1

  Self-assembled monolayer (SAM) of a thiolated cyclodextrin (CD) derivative was prepared, and stereoselective inclusional complexation of optically active azo dyes (p-or o-methyl red conjugates with chiral I-phenylethylamine, p-or o-MR-PEA) with both free CD and the SAM of the CD derivative on silver surface was investigated by using resonance Raman (RR) and surface-enhanced resonance Raman spectroscopy (SERRS), respectively. Characteristic molecular vibrations of functional groups of MR-PEA were used to describe the complexation. To our knowledge, this is the first report which compares the complexations of free and surface-confined CD by Raman spectroscopy. Association constants for the complexation (K) were determined from the relative intensity of Raman scattering of the dye complexed with CD. The K values for the complexation between MR-PEA and free CD determined by Raman spectroscopy were quite similar to those measured by W-visible spectroscopy, which confirmed the validity of Raman spectroscopy for the analysis of the inclusion phenomena. Though the K values of the SAM system were much larger than that of the free system, similar stereoselectivity was observed in both of the systems. The R enantiomer of o-MR-PEA was mon preferentially included both by free and surface-confined CD than the S-enantiomer, whereas a slight selectivity was observed for p-MR-PEA. The importance of the position of optically active carbon atom with respect to the azobenzene moiety, which penetrated into the cavity of CD, was suggested. Our findings show that the enantioselectivity of CD is preserved after immobilization onto solid surface.