6-[(2-aminobutyl)amino]-6-deoxy-β-cyclodextrin | 131991-60-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-[(2-aminobutyl)amino]-6-deoxy-β-cyclodextrin
• 英文别名: 6-Deoxy-6-(4-aminobutylamino)-β-cyclodextrin；mono-6-deoxy-6-(4-aminobutylamino)-β-cyclodextrin；mono-6-(4-aminobutylamino)-6-deoxy-β-cyclodextrin；mono-6-1,4-butanediamine-6-deoxy-β-CD；6A-[(4-Aminobutyl)amino]-6A-deoxy-|A-cyclodextrin；(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5-[(4-aminobutylamino)methyl]-10,15,20,25,30,35-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
• CAS: 131991-60-1
• 化学式: C₄₆H₈₀N₂O₃₄
• 分子量: 1205.13
• InChiKey: QJHFYMGGYZTNMX-ITVKMGITSA-N

物化性质

• 沸点：
  1522.4±65.0 °C(Predicted)
• 密度：
  1.545±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -15
• 重原子数：
  82
• 可旋转键数：
  12
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  572
• 氢给体数：
  22
• 氢受体数：
  36

反应信息

• 作为反应物：
  描述：

  6-[(2-aminobutyl)amino]-6-deoxy-β-cyclodextrin 、 D-生物素 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以85%的产率得到6-Deoxy-6-(4-N-biotinylaminobutylamino)-β-cyclodextrin
  参考文献：
  名称：

  The Effects of Avidin on Inclusion Phenomena and Fluorescent Properties of Biotin-Appended Dansyl-Modifiedβ-Cyclodextrin

  摘要：

  DOI：

  10.1002/(sici)1521-3765(19990903)5:9<2698::aid-chem2698>3.0.co;2-g
• 作为产物：
  描述：

  四亚甲基二胺 、 mono<6-(p-tolylsulfonyl)-6-deoxy>-β-cyclodextrin 生成 6-[(2-aminobutyl)amino]-6-deoxy-β-cyclodextrin
  参考文献：
  名称：

  Synthesis and different molecular recognition of two dye-modified cyclodextrins with spacer of different length

  摘要：

  Two beta-cyclodextrin derivatives (1 and 2) bearing a hydroxyazobenzene unit, each having a butylene or a 4,7-dioxadecylene spacer between the cyclodextrin and the dye, were prepared. which showed guest-induced color changes with a marked difference in molecular recognition behavior in aqueous solution. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.056

文献信息

• Preparation and characterization of 6A-polyamine-mono-substituted β-cyclodextrins
  作者：Bruce L. May、Suzanna D. Kean、Christopher J. Easton、Stephen F. Lincoln

  DOI：10.1039/a704467d

  日期：——

  General syntheses for eleven β-cyclodextrins (cyclomaltoheptaoses) mono-substituted at the C6 position by a polyamine are described. The basis of the synthesis is the reaction of 6A-O-(4-methylphenylsulfonyl)-β-cyclodextrin in the presence of KI in 1-methylpyrrolidin-2-one solution. This produces a clean product and obviates the substantial purification procedures which other preparative methods often entail. Systematic studies of the variations of the pKas of the protonated amine groups and the 13C NMR spectra of the modified β-cyclodextrins with pH are reported.

  本文介绍了十一种在 C6 位由多胺单取代的 δ-环糊精（环庚糖）的一般合成方法。合成的基础是 6A-O-(4-甲基苯磺酰基)-δ-环糊精在 1-甲基吡咯烷-2-酮溶液中与 KI 的反应。这样可以得到纯净的产品，省去了其他制备方法通常需要的大量纯化程序。报告对质子化胺基团的 pKas 和改性 δ-环糊精的 13C NMR 光谱随 pH 值的变化进行了系统研究。
• Synthesis and Characterization of Novel Multi-Functional Host COMPUNDS, 3. β-Cyclodextrin Derivatives Bearing Schiff Base Moiety
  作者：Bao-Jian Shen、Lin-Hui Tong、Dao-Sen Jin

  DOI：10.1080/00397919108020830

  日期：1991.3

  Abstract Four novel β-cyclodextrin derivatives bearing Schiff base moiety were first synthesized by a convenient method with satisfactory yields, and the new host molecules were characterized by 1H-NMR, FT-IR, FAB-MS spectra etc.

  摘要 首次通过简便的方法以令人满意的收率合成了四种新型的带有席夫碱部分的β-环糊精衍生物，并通过 1H-NMR、FT-IR、FAB-MS 光谱等对新的主体分子进行了表征。
• Skeleton-selective fluorescent chemosensor based on cyclodextrin bearing a 4-amino-7-nitrobenz-2-oxa-1,3-diazole moiety
  作者：Hiroshi Ikeda、Takuya Murayama、Akihiko Ueno

  DOI：10.1039/b508477f

  日期：——

  A new type of fluorescent chemosensor, based on modified cyclodextrins bearing the fluorophore unit NBD–amine, was prepared. One of these new chemosensors, NC0βCD, is sensitive to adamantane and borneol derivatives, which have a comparatively spherical shape that fits the β-CD cavity, but is not sensitive to bile acids, which are strongly bound by the native β-CD. Even in the presence of a bile acid, NC0βCD can detect 1-adamantanol. Another of this new type of chemosensors, NC0γCD, is sensitive to bile acids but not to adamantane derivatives. The response of the new type of chemosensors to a guest was an increase in the fluorescence intensity.

  制备了一种新型荧光化学传感器，其基于带有荧光团单元 NBD-胺的修饰环糊精。其中一种新型化学传感器 NC0βCD 对金刚烷和冰片衍生物敏感，这些衍生物具有适合 β-CD 腔的相对球形形状，但对与天然 β-CD 牢固结合的胆汁酸不敏感。即使存在胆汁酸，NC0βCD 也可以检测 1-金刚烷醇。另一种新型化学传感器 NC0γCD 对胆汁酸敏感，但对金刚烷衍生物不敏感。新型化学传感器对客体的反应是荧光强度增加。
• Experimental and molecular docking investigation of the inclusion complexes between 20(S)-protopanaxatriol and four modified β-cyclodextrins
  作者：Fang-Dao Zhu、Zhao-Hua Zhang、Shao-Ming Chi、Si-Ling Chen、Yu-Fei Wang、Hong-You Zhu、Ze Lei、Yan Zhao

  DOI：10.1016/j.carres.2021.108256

  日期：2021.2
• Synthesis of novel cyclomaltoheptaose (β-cyclodextrin) derivatives containing the Ebselen key moiety of benzoisoselenazolone
  作者：Xiangliang Yang、Qin Wang、Huibi Xu

  DOI：10.1016/s0008-6215(02)00158-1

  日期：2002.8

  A series of five novel cyclomaltoheptaose (beta-cyclodextrin) derivatives containing benzoisoselenazolone groups have been synthesized as glutathione peroxidase mimics. (C) 2002 Elsevier Science Ltd. All rights reserved.