mono-altro-β-cyclodextrin | 161597-39-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: mono-altro-β-cyclodextrin
• 英文别名: β-cyclodextrin；Betadex；(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38S,39S,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(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: 161597-39-3
• 化学式: C₄₂H₇₀O₃₅
• 分子量: 1135.0
• InChiKey: WHGYBXFWUBPSRW-MLURWFQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -15
• 重原子数：
  77
• 可旋转键数：
  7
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  554
• 氢给体数：
  21
• 氢受体数：
  35

反应信息

• 作为反应物：
  描述：

  2-萘磺酰氯 、 mono-altro-β-cyclodextrin 以 phosphate buffer 为溶剂， 以25%的产率得到
  参考文献：
  名称：

  Selective sulfonylation of one of the 21 different hydroxyl groups of mono-altro-β-cyclodextrin

  摘要：

  Mono-altro-beta -cyclodextrin, which has 21 different hydroxyl groups, has been selectively sulfonylated at the 2-OH of the altrose residue. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01927-4
• 作为产物：
  描述：

  β-cyclodextrin-2,3-mannoepoxide 在 水 作用下， 反应 96.0h， 以80%的产率得到mono-altro-β-cyclodextrin
  参考文献：
  名称：

  由2,3-甘露糖醇环氧化合物制备一般用途的方法及其在以大环结构为成分的以α-环糊精为原料的β-环糊精的合成中的应用

  摘要：

  描述了一种由2，3-甘露聚糖环氧化物制备皂苷的通用且方便的方法，并且作为申请，制备并指定了以皂苷为成分的2 A（S），3 A（R）-β-环糊精。皂苷部分主要具有1 C 4构象。

  DOI：

  10.1016/0040-4039(94)88515-x

文献信息

• General method for preparing altrosides from 2,3-manno-epoxides and its application to synthesis of alternative β-cyclodextrin with an altroside as the constituent of macrocyclic structure
  作者：Kahee Fujita、Kazuko Ohta、Yoshihiro Ikegami、Hideaki Shimada、Tsutomu Tahara、Yasuyoshi Nogami、Toshitaka Koga、Kazuki Saito、Terumi Nakajima

  DOI：10.1016/0040-4039(94)88515-x

  日期：1994.12

  A general and convenient method for preparing altrosides from 2,3-manno-epoxides is described and as the application, 2A(S),3A(R)-β-Cyclodextrin which has an altroside as the constituent was prepared and assigned;the altroside part has 1C4 conformation predominantly.

  描述了一种由2，3-甘露聚糖环氧化物制备皂苷的通用且方便的方法，并且作为申请，制备并指定了以皂苷为成分的2 A（S），3 A（R）-β-环糊精。皂苷部分主要具有1 C 4构象。
• Selective sulfonylation of one of the 21 different hydroxyl groups of mono-altro-β-cyclodextrin
  作者：Makoto Fukudome、Toshihiro Fujioka、De-Qi Yuan、Kahee Fujita

  DOI：10.1016/s0040-4039(00)01927-4

  日期：2001.1

  Mono-altro-beta -cyclodextrin, which has 21 different hydroxyl groups, has been selectively sulfonylated at the 2-OH of the altrose residue. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Spectrofluorimetric determination of trace nitrite with o-phenylenediamine enhanced by hydroxypropyl-β-cyclodextrin
  作者：Yu-Xian Guo、Qing-Feng Zhang、Xincheng Shangguang、Guodong Zhen

  DOI：10.1016/j.saa.2012.09.083

  日期：2013.1

  A simple and sensitive spectrofluorimetric method was developed for the determination of nitrite in environmental and food samples. The method was based on the selective reaction of o-phenylenediamine with nitrite in acidic medium to form benzotriazole, which exhibited strong fluorescence at 568 nm with excitation at 420 nm in alkaline medium. The detection limit and sensitivity of the proposed method were improved by hydroxypropyl-beta-cyclodextrin through complexation. The linear calibration range for nitrite was 0.04-0.8 mu g mL(-1) with a detection limit of 13.6 ng mL(-1) (S/N = 3.29). The relative standard deviation for ten determinations of 0.1 and 0.4 mu g mL(-1) nitrite were 1.38% and 2.01%, respectively. Twenty-eight coexistent ions were examined, and no serious interference for most of ions was observed. The proposed method was successfully applied for the determination of nitrite in the water, sausage and soil samples with recoveries of 95.5-108.5%. The results were in good agreement with the recommended AOAC method. (C) 2012 Elsevier B.V. All rights reserved.
• Functionalization of Cyclodextrins via Reactions of 2,3-Anhydrocyclodextrins
  作者：De-Qi Yuan、Tsutomu Tahara、Wen-Hua Chen、Yuji Okabe、Cheng Yang、Youichi Yagi、Yasuyoshi Nogami、Makoto Fukudome、Kahee Fujita

  DOI：10.1021/jo035229m

  日期：2003.11.1

  ring-opening products. By ameliorating the reaction condition, cyclodextrin olefin, diene, and triene derivatives are prepared in moderate to good yields. Reduction of per[6-(tert-butyldimethyl)silyl]-beta-cyclodextrin permannoepoxide with lithium aluminum hydride produces the per(3-deoxy)-beta-cyclomannin. All these chemically modified cyclodextrins are structurally well characterized and most of them are expected

  已经研究了3,2,3-脱水β-环糊精的三种类型的反应，即亲核开环，还原为2-烯吡喃糖和还原为3-脱氧吡喃糖，以区域和立体选择性地官能化β-环糊精的次表面。在用各种亲核试剂处理后，发现2，3-甘露环氧和2，3-丙氧基-β-环糊精都经历亲核开环反应，产生3-和2-修饰的环糊精衍生物。在每种情况下，3位比2位更容易接近。通过使用这些开环反应，取代2-或3-羟基，将咪唑基，碘，叠氮基和苄基巯基选择性地引入β-环糊精的次表面。官能化的环糊精具有修饰的糖苷亚基或修饰的拟铝基亚基，这使得疏水性腔与天然β-环糊精的疏水性腔略有不同。硫脲还与环糊精环氧化物反应。在这种情况下，会生成硫杂环丁烷和烯烃物种，而不是任何开环产物。通过改善反应条件，可以以中等至良好的产率制备环糊精烯烃，二烯和三烯衍生物。用氢化铝锂还原过[6-（叔丁基二甲基甲硅烷基）甲硅烷基]-β-环糊精高锰酸环氧化物产生过（3-脱氧）-β-环甘露聚糖。
• Selective modification of mono-altro-β-cyclodextrin: dependence of O-sulfonylation position on the shape of sulfonylating reactant
  作者：Makoto Fukudome、Kaori Oiwane、Takenari Mori、De-Qi Yuan、Kahee Fujita

  DOI：10.1016/j.tetlet.2004.03.018

  日期：2004.4

  Mono-altro-beta-cyclodextrin, which has 21 different hydroxyl groups, was selectively sulfonylated by 2-naphthalenesulfonyl chloride at the 2(A)-OH of file altrose residue. By using 1-naphthalenesulfonyl Chloride as reactant, the 3(G)-OH of the neighboring glucose became available for selective sulfonylation. and the resulted sulfonate was proved to be a very important intermediate for introducing functionalities to the saccharide adjacent to the altroside of mono-altro-beta-cyclodextrin that is capable of controlling, the orientation of substrate. (C) 2004 Elsevier Ltd. All rights reserved.