S-(6-hydroxyhexyl)ethanethioate | 176640-50-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: S-(6-hydroxyhexyl)ethanethioate
• 英文别名: S-(6-hydroxy-hexyl) thioacetate；6-(acetylthio)hexanol；S-acetyl-6-mercaptohexanol；S-(6-hydroxyhexyl) ethanethioate
• CAS: 176640-50-9
• 化学式: C₈H₁₆O₂S
• 分子量: 176.28
• InChiKey: ZQNPNTFUUGPZIT-UHFFFAOYSA-N

物化性质

• 沸点：
  265.7±23.0 °C(Predicted)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-(6-hydroxyhexyl)ethanethioate 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 、 sodium thiomethoxide 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 、 苯 为溶剂， 反应 72.25h， 生成 6-mercapto-hexyl E-3-(4-diethylamino-2-hydroxy-phenyl)propenoate
  参考文献：
  名称：

  Visible Light Excitation of CdSe Nanocrystals Triggers the Release of Coumarin from Cinnamate Surface Ligands

  摘要：

  The photochemical properties of organic ligands on the surface of nanocrystalline CdSe particles were examined. A number of thiols carrying a substituted cinnamate tail was synthesized. In solution, these cinnamate compounds undergo light-induced ( 374 nm) E-Z isomerization, followed by a nonphotolytic lactonization to give highly fluorescent coumarin. The cinnamate-thiols were successfully exchanged onto the CdSe nanocrystal, and the photochemical behavior of these conjugates was studied. Upon aerobic photolysis at 374 nm, the surface cinnamates released coumarin accompanied by rapid nanocrystal degradation. This degradation was not observed under similar anaerobic conditions or when the organic ligands did not contain the cinnamate group. Surprisingly, very similar results were obtained upon irradiation at visible wavelengths at which the cinnamate has no absorption. With the aid of UV-visible absorption spectroscopy, fluorescence spectroscopy, and electrochemistry, a unified theory for both the increased photoinstability of the nanocrystal as well as the coumarin release was proposed. It involves cinnamate radical anions on the CdSe surface, formed upon electron transfer from the excited nanocrystal to the surface cinnamate, undergoing E-Z isomerization. Practically, this results in the remarkable ability to release coumarin from nanocrystal ligands simply by exciting the nanocrystal with visible light. This new photorelease protocol not only aids in the understanding of fundamental nanocrystal-ligand interactions but may also offer new opportunities in the areas of drug delivery and imaging.

  DOI：

  10.1021/ja063562c
• 作为产物：
  描述：

  5-己烯-1-醇 、 硫代乙酸 在 tris(2,2'-bipyridyl)ruthenium dichloride 、 三氯溴甲烷 、 sodium ascorbate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以90%的产率得到S-(6-hydroxyhexyl)ethanethioate
  参考文献：
  名称：

  Photocatalytic initiation of thiol–ene reactions: synthesis of thiomorpholin-3-ones

  摘要：

  DOI：

  10.1016/j.tet.2014.03.041

文献信息

• ANTIVIRAL-AGENT RESISTANT VIRUS DETECTION SYSTEM
  申请人：KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY

  公开号：US20180346417A1

  公开（公告）日：2018-12-06

  An oseltamivir analogue and nanoparticles having the analogue bound thereto, of the present invention, strongly bind to oseltamivir-resistant influenza virus, and thus, the use of the same can allow detection of oseltamivir-resistant influenza viruses quickly and conveniently with the naked eye. Therefore, the present invention can be favorably utilized in promptly establishing a therapeutic schedule for a patient infected with influenza viruses.

  一种奥司他韦类似物和带有该类似物结合的纳米颗粒，本发明强烈结合奥司他韦耐药性流感病毒，因此，使用该类似物可以让人们用肉眼快速方便地检测奥司他韦耐药性流感病毒。因此，本发明可以有利地用于迅速为感染流感病毒的患者制定治疗时间表。
• Bis- and Tris-Alkyne Phosphoramidites for Multiple 5′-Labeling of Oligonucleotides by Click Chemistry
  作者：Caroline Ligeour、Albert Meyer、Jean-Jacques Vasseur、François Morvan

  DOI：10.1002/ejoc.201101763

  日期：2012.3

  Three new phosphoramidites exhibiting two or three alkyne functions were prepared and introduced at the 5′ end of oligonucleotides. The resulting bis- and tris-alkyne oligonucleotides were conjugated with acetylthiohexyl, ferrocenecarboamide hexyl, or carbohydrate-propyl azides by using click chemistry (CuAAC) to afford polyconjugated oligonucleotides. Conjugations were performed either in solution

  制备了三种具有两种或三种炔烃功能的新型亚磷酰胺，并将其引入寡核苷酸的 5' 端。通过使用点击化学 (CuAAC) 将得到的双和三炔寡核苷酸与乙酰硫代己基、二茂铁碳酰胺己基或碳水化合物-丙基叠氮化物缀合以提供多缀合寡核苷酸。结合在溶液中或在固体支持物上进行，效率很高。
• A click-based modular approach to introduction of peroxides onto molecules and nanostructures
  作者：Alissa Horn、Patrick H. Dussault

  DOI：10.1039/d0ra09088c

  日期：——

  Copper-promoted azide/alkyne cycloadditions (CuAAC) are explored as a tool for modular introduction of peroxides onto molecules and nanomaterials. Dialkyl peroxide-substituted alkynes undergo Cu(I)-promoted reaction with azides in either organic or biphasic media to furnish peroxide-substituted 1,2,3-triazoles. Heterolytic fragmentation of the peroxide to an aldehyde, a side reaction that appears to

  铜促进的叠氮化物/炔烃环加成 (CuAAC) 被探索为一种将过氧化物模块化引入分子和纳米材料的工具。二烷基过氧化物取代的炔烃经历 Cu( I)-在有机或双相介质中促进与叠氮化物的反应，以提供过氧化物取代的 1,2,3-三唑。可以通过使用过量的炔烃、三乙基硅烷的存在或通过使用碘代炔烃底物来抑制过氧化物杂分解成醛，该副反应似乎与三唑的形成有关。简单炔烃与叠氮基取代过氧化物的互补反应效率要低得多。还报道了炔基过氧缩醛的点击反应；可以通过增加过氧缩醛和炔烃之间的距离来最小化还原性碎裂。该策略能够将二烷基过氧化物和过氧缩醛模块化引入金纳米粒子，这是第一个被报道的此类过程。
• Microwave Assisted Synthesis of<i>S</i>-Trityl and<i>S</i>-Acylmercaptoalkanols, Nucleosides and Their Deprotection
  作者：P. Kumar、K. C. Gupta

  DOI：10.1246/cl.1996.635

  日期：1996.8

  Simple and high yielding methods for the synthesis and deprotection of S-trityl and S-acylhexanols and appropriately protected 2′-deoxynucleosides in solvent and dry media conditions are described which occur under mild conditions using microwave irradiation.

  介绍了在溶剂和干燥介质条件下合成和脱保护 S-三苯甲基和 S-酰基己醇以及适当保护的 2′-脱氧核苷的简单而高产的方法，这些方法是在温和的条件下使用微波辐照进行的。
• A bi-ligand co-functionalized gold nanoparticles-based calcium ion probe and its application to the detection of calcium ions in serum
  作者：Min Sik Eom、Woojeong Jang、Yoon Seo Lee、Gildon Choi、Yong-Uk Kwon、Min Su Han

  DOI：10.1039/c2cc31724a

  日期：——

  In this study, the use of bi-ligand co-functionalized gold nanoparticles in a highly selective and sensitive colorimetric probe for Ca2+ ions is demonstrated and this probe also determined the concentrations of Ca2+ ions in serum samples.

  本研究证明了双配体共功能化金纳米粒子在高选择性、高灵敏度的 Ca2+ 离子比色探针中的应用，该探针还能测定血清样本中 Ca2+ 离子的浓度。