3A-amino-3A-deoxy-(2AS,3AS)-γ-cyclodextrin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3A-amino-3A-deoxy-(2AS,3AS)-γ-cyclodextrin
• 英文别名: (1S,3R,5R,6S,8S,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R)-55-amino-5,10,15,20,25,30,35,40-octakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontane-41,42,43,44,45,46,47,48,49,50,51,52,53,54,56-pentadecol
• 化学式: C₄₈H₈₁NO₃₉
• 分子量: 1296.15
• InChiKey: UCNMOVNZUVXILW-HSEONFRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -17.4
• 重原子数：
  88
• 可旋转键数：
  8
• 环数：
  30.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  639
• 氢给体数：
  24
• 氢受体数：
  40

反应信息

• 作为反应物：
  描述：

  3A-amino-3A-deoxy-(2AS,3AS)-γ-cyclodextrin 、 罗丹明B 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  Orthogonal photo-switching of supramolecular patterned surfaces

  摘要：

  四个独立的状态在微图案表面上通过紫外线、蓝光、绿光和红光照射进行正交光控制和切换。

  DOI：

  10.1039/c8cc00770e
• 作为产物：
  描述：

  (1R,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,39R,41R,42R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R,57R)-5,10,15,20,25,30,35,42-octakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,40,43-heptadecaoxadecacyclo[36.3.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36.039,41]heptapentacontane-44,45,46,47,48,49,50,51,52,53,54,55,56,57-tetradecol 在 氨 作用下， 反应 48.0h， 生成 3A-amino-3A-deoxy-(2AS,3AS)-γ-cyclodextrin
  参考文献：
  名称：

  Synthesis and characterisation of the 3-amino-derivative of γ-cyclodextrin, showing receptor ability and metal ion coordination properties

  摘要：

  The 3-hydroxy group of one glucopyranosinic ring of gamma-cyclodextrin was selectively substituted with an amino moiety to obtain a new compound able to complex copper(II). Indeed, the new ligand, an altro-gamma-CD, forms stable complexes with Cu(II), as the analogous 3-amino derivative P-CD previously exploited for the chiral separation of some amino acids by ligand exchange mechanism in capillary electrophoresis. Furthermore, the ligand forms a stable inclusion complex with anthraquinone-2-sulfonate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.093

文献信息

• Phosphate-sensing with (di-(2-picolyl)amino)quinazolines based on a fluorescence on–off system
  作者：Kazusa Aoki、Ryuji Osako、Jiahui Deng、Takashi Hayashita、Takeshi Hashimoto、Yumiko Suzuki

  DOI：10.1039/d0ra01455a

  日期：——

  Supramolecular probe Cu-dpa-QZ2/FPB-γ-CyD recognized ATP with high sensitivity.

  超分子探针Cu-dpa-QZ2/FPB-γ-CyD能够高灵敏度地识别ATP。
• Development of Dipicolylamine-Modified Cyclodextrins for the Design of Selective Guest-Responsive Receptors for ATP
  作者：Tatsuru Yamada、Shoji Fujiwara、Kyohhei Fujita、Yuji Tsuchido、Takeshi Hashimoto、Takashi Hayashita

  DOI：10.3390/molecules23030635

  日期：——

  supramolecular recognition systems based on specific host-guest interactions has been studied in order to design selective chemical sensors. In this study, guest-responsive receptors for ATP have been designed with cyclodextrins (CyDs) as a basic prototype of the turn-on type fluorescent indicator. We synthesized dipicolylamine (DPA)-modified CyD-Cu2+ complexes (Cu·1α, Cu·1β, and Cu·1γ), and evaluated

  为了设计选择性化学传感器，已经研究了基于特定宿主-客体相互作用的超分子识别系统的构建。在这项研究中，ATP的客体反应性受体已经用环糊精（CyDs）设计为开启型荧光指示剂的基本原型。我们合成了二烯丙基胺（DPA）修饰的CyD-Cu2 +配合物（Cu·1α，Cu·1β和Cu·1γ），并评估了它们对水中磷酸衍生物的识别能力。UV-Vis吸收和荧光光谱表明，Cu·1β比其他有机和无机磷酸盐选择性地识别ATP，并且β-CyD具有最适合与ATP络合的空腔尺寸。1D和2D NMR分析表明，ATP的识别是基于ATP的腺嘌呤部分与CyD腔之间的主客体相互作用，以及Cu2 + -DPA复杂位点对磷部分的识别。CyD腔与核碱基之间的特定相互作用使我们能够将ATP与其他核苷三磷酸（如鸟苷三磷酸（GTP），尿苷三磷酸（UTP）和胞苷三磷酸（CTP））区分开。这项研究阐明了修饰的CyDs识别分子的基本机理，并暗示了C
• Selective ATP recognition by boronic acid-appended cyclodextrin and a fluorescent probe supramolecular complex in water
  作者：Yota Suzuki、Masakage Masuko、Takeshi Hashimoto、Takashi Hayashita

  DOI：10.1039/d3nj00139c

  日期：——

  fluorescence response to ATP in water at physiological pH with excellent selectivity and sensitivity, owing to the efficient self-assembly of Zn-1/FBγCyD with ATP through synergistic interactions to afford a strongly fluorescent product. Remarkably, Zn-1/FBγCyD demonstrated extremely strong affinity for ATP with the conditional formation constant of (7.71 ± 0.09) × 106 M−1, resulting in the low limit of

  已经报道了各种基于有机化合物的三磷酸腺苷 (ATP) 化学传感器；然而，传统设计在水溶性、选择性和灵敏度方面存在问题。在此，基于“基于环糊精（ CyD ）的超分子化学传感器”的概念，设计了硼酸附加的γ-环糊精和基于锌-二吡啶甲胺的芘探针（ Zn-1/FBγCyD ）的超分子复合物。作为概念验证，我们已经证明，由于 Zn-1/FBγCyD 与ATP通过协同相互作用以提供强荧光产物。值得注意的是，Zn-1/FBγCyD对 ATP 表现出极强的亲和力，条件形成常数为 (7.71 ± 0.09) × 10 6 M -1，检测下限为 18.9 nM。此外，Zn-1/FBγCyD可以监测在添加 apyrase、将 ATP 水解为腺苷一磷酸和磷酸根离子后 ATP 浓度的变化。我们相信，所提出的基于CyD的超分子化学传感器的方法将提出一种新颖的设计，实现荧光分子识别研究领域中未开发的选择性。
• Orthogonal photo-switching of supramolecular patterned surfaces
  作者：Dongsheng Wang、Frank Schellenberger、Jonathan T. Pham、Hans-Jürgen Butt、Si Wu

  DOI：10.1039/c8cc00770e

  日期：——

  Four independent states are orthogonally photo-controlled and switched by ultraviolet, blue, green and red light irradiations on micropatterned surfaces.

  四个独立的状态在微图案表面上通过紫外线、蓝光、绿光和红光照射进行正交光控制和切换。
• Synthesis and characterisation of the 3-amino-derivative of γ-cyclodextrin, showing receptor ability and metal ion coordination properties
  作者：Annalinda Contino、Vincenzo Cucinotta、Alessandro Giuffrida、Giuseppe Maccarrone、Marianna Messina、Antonino Puglisi、Graziella Vecchio

  DOI：10.1016/j.tetlet.2008.05.093

  日期：2008.8

  The 3-hydroxy group of one glucopyranosinic ring of gamma-cyclodextrin was selectively substituted with an amino moiety to obtain a new compound able to complex copper(II). Indeed, the new ligand, an altro-gamma-CD, forms stable complexes with Cu(II), as the analogous 3-amino derivative P-CD previously exploited for the chiral separation of some amino acids by ligand exchange mechanism in capillary electrophoresis. Furthermore, the ligand forms a stable inclusion complex with anthraquinone-2-sulfonate. (C) 2008 Elsevier Ltd. All rights reserved.