mono<6-(1,8diaza-4,5-dithiaoctyl)-6-deoxy>-β-cyclodextrin | 156137-82-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: mono<6-(1,8diaza-4,5-dithiaoctyl)-6-deoxy>-β-cyclodextrin
• 英文别名: mono[6-(1,8diaza-4,5-dithiaoctyl)-6-deoxy]-β-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-[[2-(2-aminoethyldisulfanyl)ethylamino]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: 156137-82-5
• 化学式: C₄₆H₈₀N₂O₃₄S₂
• 分子量: 1269.27
• InChiKey: IOTIOBNHDNKYMG-ITVKMGITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -15
• 重原子数：
  84
• 可旋转键数：
  14
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  623
• 氢给体数：
  22
• 氢受体数：
  38

反应信息

• 作为反应物：
  描述：

  mono<6-(1,8diaza-4,5-dithiaoctyl)-6-deoxy>-β-cyclodextrin 在 1,4-dithio-D,L-threitol 作用下， 生成 mono<6-deoxy-6-(2-mercaptoethylamino)>-β-cyclodextrin
  参考文献：
  名称：

  Intracellular host–guest assembly of gold nanoparticles triggered by glutathione

  摘要：

  展示了一种简单的方法来实现由细胞内谷胱甘肽触发的金纳米粒子的主客体组装。

  DOI：

  10.1039/c5cc07195j
• 作为产物：
  描述：

  胱胺 、 单-6-碘-6-脱氧-β-环糊精 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 mono<6-(1,8diaza-4,5-dithiaoctyl)-6-deoxy>-β-cyclodextrin
  参考文献：
  名称：

  Mono[6-(2-mercaptoethylamino)-6-deoxy]-β-cyclodextrin as an efficient glyoxalase mimic

  摘要：

  Trifunctionalmono[6-(2-mercaptoethylamino)-6-deoxy]-beta-cyclodextrin (MACD) has been prepared and used as a glyoxalase model. When 2-naphthylglyoxal (NAGO) is employed as a diagnostic substrate, MACD shows an overall activity greater than the reference compound 2-(dimethylamino)ethanethiol (DAET) at around pH 9; MACD favours remarkably the preequilibrium alpha-keto hemithioacetal formation, but slightly decelerates the follow-up rearrangement. The pH and kinetic isotope effects on the rate have revealed the mechanistic difference between the MACD- and DAET-promoted reactions.

  DOI：

  10.1039/p29940000507

文献信息

• Zwitterionic Reduction-Activated Supramolecular Prodrug Nanocarriers for Photodynamic Ablation of Cancer Cells
  作者：Yiming Zhao、Yongyan Deng、Zhe Tang、Qiao Jin、Jian Ji

  DOI：10.1021/acs.langmuir.8b02745

  日期：2019.2.5

  by dynamic light scattering (DLS) and transmission electron microscopy (TEM). The Ce6 conjugated prodrug nanocarriers showed reduction-responsive release of Ce6, which could result in the activation of Ce6. The generation of cytotoxic reactive oxygen species (ROS) was significantly enhanced due to the activation of Ce6. In additiona, the Ce6 conjugated prodrug nanocarriers could effectively inhibit the

  含金刚烷的两性离子共聚物聚（2-（甲基丙烯酰氧基）乙基磷酰胆碱）-共- （2-（甲基丙烯酰氧基）乙基金刚烷-1-羧酸酯）（聚（MPC- co-MAda））是通过可逆加成-断裂链转移（RAFT）聚合反应制备的。疏水性光敏剂二氢卟酚e6（Ce6）通过谷胱甘肽（GSH）敏感的二硫键与β-环糊精（β-CD）偶联。由于金刚烷和β-CD之间存在主体-客体相互作用，因此制备了Ce6共轭的超分子前药纳米载体，这通过动态光散射（DLS）和透射电子显微镜（TEM）得以证实。Ce6共轭前药纳米载体显示Ce6的还原响应释放，这可能导致Ce6的激活。由于Ce6的激活，细胞毒性活性氧（ROS）的产生显着增强。另外，Ce6缀合的前药纳米载体可以在光照射下有效抑制癌细胞的增殖。