(S)-7-hydroperoxy-3,7-dimethyloct-5-en-1-ol | 1369385-94-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-7-hydroperoxy-3,7-dimethyloct-5-en-1-ol
• CAS: 1369385-94-3
• 化学式: C₁₀H₂₀O₃
• 分子量: 188.267
• InChiKey: XOJAKMJFRQJRSS-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  13.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.69
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (S)-(-)-β-香茅醇 在 C₅₇H₈F₄₈N₈O₃Zn 、 氧气 作用下， 以 乙醇 为溶剂， 生成 (S)-7-hydroperoxy-3,7-dimethyloct-5-en-1-ol
  参考文献：
  名称：

  高度氟化和耐用的酞菁-肽生物共轭物的合成及其光物理和光催化特性，可用于潜在的治疗学应用

  摘要：

  使用功能化的不对称氟代-氟代烷基支架F 48 H 7 COOHPcZn（3）制备F 48 H 7 COOPcZn-6-氨基己酸-CTVALPGGYVRVC（5），这是一种可用于光动力疗法的Pep42肽生物共轭物，可以特异性地靶向GRP78伴侣蛋白过度表达，仅定位于某些癌细胞表面。还制备了类似的F 48 H 7 COOHPcCu（4），并阐明了其单晶X射线结构。尽管相对于F 64的非功能化单点配合物而言，位阻降低了PC的支架，在溶液中通过UV-vis光谱没有检测到聚集，对于任一3，4，或5，与缺乏π一致堆叠观察到结晶4。所述6-氨基己酸- Pep42部分减少的荧光效率5，相对于3，但对单重态氧（1 Ò 2）的产生，β的光化学氢过氧化- （ - ） -用香茅醇5和3具有相当的底物转换效率发生，尽管最初的三重态氧气吸收慢了5分钟。生物共轭物5耐用；它在1 O 2光反应条件下不会分解。这些结果表明

  DOI：

  10.1021/acs.inorgchem.7b00847

文献信息

• Chemically robust fluoroalkyl phthalocyanine–oligonucleotide bioconjugates and their GRP78 oncogene photocleavage activity
  作者：Pradeepkumar Patel、Hemantbhai H. Patel、Emily Borland、Sergiu M. Gorun、David Sabatino

  DOI：10.1039/c4cc00703d

  日期：——

  The first representative of functionalized fluoroalkyl phthalocyanines, F₄₈H₇(COOH)PcZn, is reported.

  功能化氟烷基酞菁的第一个代表物F₄₈H₇(COOH)PcZn已被报道。
• Triple-channel microreactor for biphasic gas–liquid reactions: Photosensitized oxygenations
  作者：Ram Awatar Maurya、Chan Pil Park、Dong-Pyo Kim

  DOI：10.3762/bjoc.7.134

  日期：——

  fabricated by means of a soft-lithography technique was devised for efficient biphasic gas-liquid reactions. The excellent performance of the microreactor was demonstrated by carrying out photosensitized oxygenations of alpha-terpinene, citronellol, and allyl alcohols.

  通过软光刻技术制造的三通道微反应器被设计用于有效的双相气液反应。通过对α-萜品烯、香茅醇和烯丙醇进行光敏氧化，证明了微反应器的优异性能。
• Efficient photosensitized oxygenations in phase contact enhanced microreactors
  作者：Chan Pil Park、Ram Awatar Maurya、Jang Han Lee、Dong-Pyo Kim

  DOI：10.1039/c1lc20071b

  日期：——

  A transparent dual-channel microreactor with highly enhanced contact area-to-volume ratio was fabricated for efficient photosensitized oxygenations. The dual-channel microreactor shielded with polyvinylsilazane (PVSZ) consisting of an upper channel for liquid flow and a lower channel for O2 flow, allows sufficient phase contact along the parallel channels through a gas permeable PDMS membrane for maintaining the O2 saturated solution. Under full exposure of reactants to light, the reactions in high concentration are completed in minutes rather than hours that it takes to complete in a batch reactor. Moreover, the scale-up process using the microreactor revealed higher productivity than the batch reactor, which would be valuable for the practical applications in a broad range of gas–liquid chemical reactions.

  制作了一种具有高接触面积与体积比的透明双通道微反应器，用于高效光敏氧化反应。这种由上部液体流动通道和下部氧气流动通道组成、并以聚乙烯基硅氮烷（PVSZ）屏蔽的双通道微反应器，通过气体可渗透的PDMS膜实现了平行通道间的充分相接触，从而保持了含有饱和氧气的溶液。在反应物充分暴露于光线的条件下，高浓度的反应在几分钟内即可完成，而在批式反应器中则需要数小时。此外，利用微反应器进行的放大工艺显示出了比批式反应器更高的生产效率，这对于广泛的气液化学反应的实际应用将具有重要价值。
• Photooxygenations in a bubble column reactor
  作者：Alexander Yavorskyy、Oksana Shvydkiv、Carolin Limburg、Kieran Nolan、Yan M. C. Delauré、Michael Oelgemöller

  DOI：10.1039/c2gc16439f

  日期：——

  A novel column reactor was constructed and successfully applied to dye-sensitized photooxygenation reactions in aqueous alcohol solutions. The air flow pattern within the narrow glass column could be controlled via the size of the air inlet capillary. Using a 500 μm capillary, a slug flow pattern was realized which allowed for superior mass transfer and light transparency within a thin solvent layer. These features subsequently gave higher conversion rates and isolated yields.

  构建了一种新型柱式反应器，并成功应用于水-醇溶液中的染料敏化光氧化反应。通过调整空气入口毛细管的尺寸，可以控制狭窄玻璃柱内的空气流动模式。采用500微米毛细管实现了段塞流模式，这种模式使得薄溶剂层内的质量传递和光线透明度更佳，从而提高了转化率和分离产率。
• A versatile synthetic strategy for nanoporous gold–organic hybrid materials for electrochemistry and photocatalysis
  作者：Andre Wichmann、Günter Schnurpfeil、Jana Backenköhler、Lena Kolke、Vladimir A. Azov、Dieter Wöhrle、Marcus Bäumer、Arne Wittstock

  DOI：10.1016/j.tet.2014.03.091

  日期：2014.9

  Nanoporous gold (npAu) was employed as high surface area substrate for immobilization of redox- and photooxidative-active organic molecules. A two-step synthetic routine is demonstrated as a versatile and robust method for immobilization of various molecules. First, self-assembled monolayers (SAMs) of thiols containing an azide moiety were prepared on npAu substrates. Then, alkyne-modified ferrocene, tetrathiafulvalene, and zinc(II)phthalocyanine derivatives were covalently bound via the click reaction to this linker. Following the provided synthetic procedures high performance composite materials are generated for electrochemistry and photochemistry. The robust bonding between the organic functional group and the gold support provides stability even under strongly oxidizing conditions (applied potential or singlet oxygen). (C) 2014 Elsevier Ltd. All rights reserved.