1-(1-pyrenyl)-1-methanethiol

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-(1-pyrenyl)-1-methanethiol
• 英文别名: 1-pyrenylmethyl thiol；1-mercaptopyrene；1-pyrenemethanethiol；pyren-1-ylmethanethiol
• 化学式: C₁₇H₁₂S
• 分子量: 248.348
• InChiKey: XIVZZMHDSZFOMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  、 1-(1-pyrenyl)-1-methanethiol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.5h， 以15%的产率得到
  参考文献：
  名称：

  Intracellular delivery of chemical probes using a glutathione-responsive traceless tag

  摘要：

  一种新的谷胱甘肽（GSH）响应型无痕标签已被开发出来，它可以促进小分子化学探针的细胞内递送。

  DOI：

  10.1039/c6cc03336a
• 作为产物：
  描述：

  1-(溴甲基)芘 在 双(三甲基硫化硅) 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以60%的产率得到1-(1-pyrenyl)-1-methanethiol
  参考文献：
  名称：

  Investigations on Nanoparticle−Chromophore and Interchromophore Interactions in Pyrene-Capped Gold Nanoparticles

  摘要：

  Three pyrene alkanethiol derivatives (P1, P2, and P3) possessing flexible alkyl groups of different lengths were attached to nanoparticles of gold (similar to2-3 nm in size) along with dodecanethiol (Au-P1, Au-P2, and Au-P3). The photophysical properties of these systems were investigated as a function of (i) distance of chromophore from gold core, (ii) concentration of pyrene on gold surface, and (iii) solvent polarity. The structured absorption bands of the pyrene chromophore were significantly perturbed near the surface of gold nanoparticles (Au-P1), indicating a strong ground state interaction between the plasmon electrons of Au nanoparticles and thepi-electron cloud of the chromophore. Such effects were not observed in Au-P2 and Au-P3 systems, in which the linker groups are long enough to prevent any ground state interactions. A gradual increase in the peak intensity ratio of band III/I of the normal fluorescence of pyrene chromophore was found with an increase in length of the spacer group. These results indicate that the local environment close to the surface of the An nanoparticle is more polar compared to the bulk medium. Interchromophoric interactions are limited in the Au-P1 system due to the restriction imposed by the curvature of spherical gold nanoparticle whereas the flexible alkyl chain tethering pyrene in Au-P2/Au-P3 allows free interaction between chromophores. Steady state and time-resolved emission studies indicate that the normal fluorescence and intermolecular excimer formation are the main deactivation channels of the singlet excited state of pyrene linked to An nanoparticles, in nonpolar solvents. In contrast, the competitive electron transfer to the gold nanocore dominates in polar solvents.

  DOI：

  10.1021/jp048321a

文献信息

• 羟基取代制备巯基化合物的方法及巯基化合物
  申请人：吉彦

  公开号：CN106496083A

  公开（公告）日：2017-03-15

  本发明提供了一种羟基取代制备巯基化合物的方法及巯基化合物。本发明方法中，以价廉易得的带有酚羟基或苄羟基取代基的苯或稠环化合物为原料，并在催化条件下与无机硫化物等原料反应制备相应的巯基化合物，具有制备方法简单便捷成本低，同时反应条件温和、反应位点选择性高、产率高，后处理过程简单，还不会带来污染等优点。
• Liquid-Phase Synthesis of N-Functionalized Azanucleoside-Incorporated Oligonucleotides and Development of Anodic C(sp3)–H Acetoxylation Reaction for Direct Preparation of Azaribose
  作者：Kazuhiro Okamoto、Naoki Shida、Mizuki Tsutsui、Kazuhiro Chiba

  DOI：10.1055/s-0037-1611550

  日期：2019.7

  functionalized oligonucleotides. A synthetic route to azaribose, as a precursor of aza-ODNs, was also reinvestigated to realize more efficient production. Electrochemical N-α-acetoxylation in 0.1 M lithium perchlorate/nitromethane/50 mM AcOH medium was found to be a suitable medium for this route. These results represent a new efficient synthetic route to aza-ODNs.

  我们报告了芘缀合的氮杂核苷结合寡脱氧核苷酸（氮杂-ODN）的合成。烷基链可溶性载体（ACSS）液相合成和电化学 C-H 活化相结合，实现了对氮杂-ODN 的有效获取，而无需过量的试剂或溶剂。还研究了芘共轭氮杂-ODN 的荧光特性。得到的荧光光谱表明氮原子位置的改变适合于人工功能化寡核苷酸的制备。氮杂核糖的合成路线，作为氮杂-ODNs的前体，也被重新研究以实现更有效的生产。发现在 0.1 M 高氯酸锂/硝基甲烷/50 mM AcOH 介质中的电化学 N-α-乙酰氧基化是该路线的合适介质。
• Oxygen sensors based on hard-soft acid-base relationships
  申请人：Honeywell Romania S.R.L.

  公开号：EP2610609A1

  公开（公告）日：2013-07-03

  A fluorescence quenching oxygen sensor (100) comprises a support (102) having coated thereon; a compound having hard or soft acid groups (104); and one or more pyrene compounds (106) represented by Y-R-Pyrene (I) attached to the compound having hard or soft basic groups; wherein Y is a hard or soft basic group and R is an aliphatic linking group having 1 to 19 carbon atoms. The sensor can be used to prepare a fluorescence quenching oxygen detector.

  荧光淬灭氧传感器（100）包括一个支架（102），其上涂有 具有硬酸或软酸基团的化合物（104）；以及 一种或多种芘化合物（106），其代表为 Y-R-Pyrene (I) 代表的一种或多种芘化合物（106）； 其中 Y 是硬或软碱性基团，R 是具有 1 至 19 个碳原子的脂肪族连接基团。该传感器可用于制备荧光淬灭氧检测器。
• Oxygen fluorescence quenching sensor, detector comprising the sensor, and method for producing the sensor
  申请人：Honeywell Romania S.R.L.

  公开号：EP2610609B1

  公开（公告）日：2018-10-10
• OXYGEN SENSORS BASED ON HARD-SOFT ACID-BASE RELATIONSHIPS
  申请人：Serban Bogdan Catalin

  公开号：US20130171027A1

  公开（公告）日：2013-07-04

  A fluorescence quenching oxygen sensor ( 100 ) comprises a support ( 102 ) having coated thereon; a compound having hard or soft acid groups ( 104 ); and one or more pyrene compounds ( 106 ) represented by Y—R-Pyrene  (I) attached to the compound having hard or soft basic groups; wherein Y is a hard or soft basic group and R is an aliphatic linking group having 1 to 19 carbon atoms. The sensor can be used to prepare a fluorescence quenching oxygen detector.