sulfobutylether-β-cyclodextrin | 165133-56-2

• 物质功能分类: 化学试剂 - 有机试剂 - 环糊精
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: sulfobutylether-β-cyclodextrin
• 英文别名: sulfobutyl-beta-cyclodextrin；sulfobutylether-7-β-cyclodextrin；beta-Cyclodextrin sulfobutyl ether [MI]；4-[[(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)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecahydroxy-10,15,20,25,30,35-hexakis(4-sulfobutoxymethyl)-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]nonatetracontan-5-yl]methoxy]butane-1-sulfonic acid
• CAS: 165133-56-2
• 化学式: C₇₀H₁₂₆O₅₆S₇
• 分子量: 2088.2
• InChiKey: DZLKUJDRGIBINH-ZMGQIDSOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -14.1
• 重原子数：
  133
• 可旋转键数：
  49
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  916
• 氢给体数：
  21
• 氢受体数：
  56

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  sulfobutylether-β-cyclodextrin 、 褪黑素 以 乙醇 为溶剂， 反应 0.5h， 生成 sulfobutylether β-cyclodextrin
  参考文献：
  名称：

  Inclusion complexes of melatonin with modified cyclodextrins

  摘要：

  褪黑激素（MT）的溶解度随着改性环糊精（CDs）的添加而提高。在β-环糊精（β-CD）、羟丙基-β-环糊精（HP-β-CD）、单-6-O-麦芽糖基-β-环糊精（mono-G2-β-CD）、甲基-β-环糊精（Me-β-CD）和磺丁基醚-β-环糊精（SBE-β-CD）的存在下，MT的溶解度均高于MT本身。特别是在SBE-β-CD的存在下，MT的溶解度是其本身的11倍。基于荧光强度获得的稳定常数（K）为490 L/mol，针对MT/SBE-β-CD包合物。通过1H–1H旋转框架核奥弗豪泽效应光谱（NMR）研究了水溶液中MT/SBE-β-CD复合物的结构。MT的5-甲氧基部分从SBE-β-CD的次级羟基面包合。MT/SBE-β-CD包合物是通过冷冻干燥法制备的。X射线衍射和差示扫描量热分析的结果确认了固体中复合物的形成。

  DOI：

  10.1007/s10847-013-0290-5
• 作为产物：
  描述：

  6-O-(sulfobutyl)-β-cyclodextrin sodium salt 在 Amberlite 732 resin 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 sulfobutylether-β-cyclodextrin
  参考文献：
  名称：

  Clean and Green Procedure for the Synthesis of Biodiesel from the Esterification of Free Fatty Acids and Alcohol Catalyzed by 6-O-(sulfobutyl)-β-cyclodextrin

  摘要：

  The catalyst of 6-O-(sulfobutyl)--cyclodextrin (SB-CD) is renewable, non-toxic, environmentally benign and biocompatible, which could be used as efficient and recyclable catalyst for the synthesis of biodiesel from free long-chain fatty acids with low-chain alcohols as substrates. The reaction was accomplished at 60 degrees C for 1.5 h, while the products were separated from the catalyst system by liquid/liquid at room temperature with good conversion of 91-98%. The catalyst can be reused for 10 times. The novel and clean procedure offers advantages including short reaction time, good conversion, operational simplicity, and environmentally benign characteristics.

  DOI：

  10.1134/s1070427218070091
• 作为试剂：
  描述：

  甲醇 、 月桂酸 在 sulfobutylether-β-cyclodextrin 作用下， 反应 1.5h， 生成 月桂酸甲酯
  参考文献：
  名称：

  Clean and Green Procedure for the Synthesis of Biodiesel from the Esterification of Free Fatty Acids and Alcohol Catalyzed by 6-O-(sulfobutyl)-β-cyclodextrin

  摘要：

  The catalyst of 6-O-(sulfobutyl)--cyclodextrin (SB-CD) is renewable, non-toxic, environmentally benign and biocompatible, which could be used as efficient and recyclable catalyst for the synthesis of biodiesel from free long-chain fatty acids with low-chain alcohols as substrates. The reaction was accomplished at 60 degrees C for 1.5 h, while the products were separated from the catalyst system by liquid/liquid at room temperature with good conversion of 91-98%. The catalyst can be reused for 10 times. The novel and clean procedure offers advantages including short reaction time, good conversion, operational simplicity, and environmentally benign characteristics.

  DOI：

  10.1134/s1070427218070091

文献信息

• Inclusion complexes of melatonin with modified cyclodextrins
  作者：Hideko Maeda、Yu Ogawa、Hirokazu Nakayama

  DOI：10.1007/s10847-013-0290-5

  日期：2014.4

  The solubility of melatonin (MT) was improved with the addition of modified cyclodextrins (CDs). The solubilities of MT in the presence of β-cyclodextrin (β-CD), hydroxypropyl-β-cyclodextrin (HP-β-CD), mono-6-O-maltosyl-β-cyclodextrin (mono-G2-β-CD), methyl-β-cyclodextrin (Me-β-CD), and sulfobutylether-β-cyclodextrin (SBE-β-CD) were higher than that of MT itself. In particular, the solubility of MT in the presence of SBE-β-CD was 11 times higher than that of MT itself. The stability constant (K) obtained based on the fluorescence intensity was 490 L/mol for the MT/SBE-β-CD inclusion complex. The structure of the MT/SBE-β-CD complex in aqueous solution was examined by 1H–1H rotating frame nuclear overhauser effect spectroscopy NMR. A 5-methoxy moiety of MT was included from the secondary hydroxyl face of SBE-β-CD. The MT/SBE-β-CD inclusion complex was prepared by the freeze-drying method. The results of X-ray diffraction and differential scanning calorimetry confirmed the formation of the complex in solid.

  褪黑激素（MT）的溶解度随着改性环糊精（CDs）的添加而提高。在β-环糊精（β-CD）、羟丙基-β-环糊精（HP-β-CD）、单-6-O-麦芽糖基-β-环糊精（mono-G2-β-CD）、甲基-β-环糊精（Me-β-CD）和磺丁基醚-β-环糊精（SBE-β-CD）的存在下，MT的溶解度均高于MT本身。特别是在SBE-β-CD的存在下，MT的溶解度是其本身的11倍。基于荧光强度获得的稳定常数（K）为490 L/mol，针对MT/SBE-β-CD包合物。通过1H–1H旋转框架核奥弗豪泽效应光谱（NMR）研究了水溶液中MT/SBE-β-CD复合物的结构。MT的5-甲氧基部分从SBE-β-CD的次级羟基面包合。MT/SBE-β-CD包合物是通过冷冻干燥法制备的。X射线衍射和差示扫描量热分析的结果确认了固体中复合物的形成。
• Clean and Green Procedure for the Synthesis of Biodiesel from the Esterification of Free Fatty Acids and Alcohol Catalyzed by 6-O-(sulfobutyl)-β-cyclodextrin
  作者：Guangqing Zhang、Leqin He、Mingxia Yuan、Hui Li、Tao Chang、Shenjun Qin

  DOI：10.1134/s1070427218070091

  日期：2018.7

  The catalyst of 6-O-(sulfobutyl)--cyclodextrin (SB-CD) is renewable, non-toxic, environmentally benign and biocompatible, which could be used as efficient and recyclable catalyst for the synthesis of biodiesel from free long-chain fatty acids with low-chain alcohols as substrates. The reaction was accomplished at 60 degrees C for 1.5 h, while the products were separated from the catalyst system by liquid/liquid at room temperature with good conversion of 91-98%. The catalyst can be reused for 10 times. The novel and clean procedure offers advantages including short reaction time, good conversion, operational simplicity, and environmentally benign characteristics.