pentadec-14-ynyl methanesulfonate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: pentadec-14-ynyl methanesulfonate
• 英文别名: 14-pentadecynyl mesylate；Pentadec-14-ynyl methanesulfonate
• 化学式: C₁₆H₃₀O₃S
• 分子量: 302.478
• InChiKey: QCGMHUBGAVEISE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  pentadec-14-ynyl methanesulfonate 在 copper(l) iodide 、 四(三苯基膦)钯 、 sodium hydride 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 24.0h， 生成 Cf 3254
  参考文献：
  名称：

  Novel Antiviral Activity of l-Dideoxy Bicyclic Nucleoside Analogues versus Vaccinia and Measles Viruses in Vitro

  摘要：

  Dideoxy bicyclic pyrimidine nucleoside analogues (ddBCNAs) with D-chirality have previously been described by us to inhibit replication of human cytomegalovirus. We herein report for the first time that activity against vaccinia virus (VACV) was achieved using novel L-analogues. A structure-activity relationship was established: Antiviral activity versus VACV was highest with an ether side chain with an optimum of n-C9H18-O-n-C5H11. This gave an IC50 of 190 nM, a 60-fold enhancement over the FDA-approved antiviral cidofovir. Interestingly, L-ddBCNAs also inhibit wild type measles virus syncytia formation with a TCID50 of 7.5 mu M for the lead compound. We propose that L-ddBCNAs represent significant innovative antiviral candidates versus measles and poxviruses, and we suggest a mechanism of action versus one or more cellular targets that are essential for viral replication.

  DOI：

  10.1021/jm301778x
• 作为产物：
  描述：

  14-十五炔-1-醇 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以99.8%的产率得到pentadec-14-ynyl methanesulfonate
  参考文献：
  名称：

  Compositions and methods for binding lysophosphatidic acid

  摘要：

  描述了制备和使用抗LPA剂（例如，单克隆抗体）的组合物和方法。公开了几种针对LPA的单克隆抗体的可变域和互补决定区氨基酸序列，以及一致的抗LPA单克隆抗体可变域序列。

  公开号：

  US09163091B2

文献信息

• A Convenient Method for Regeneration of Free Thiol from a <i>tert</i>-Butyl Thioether
  作者：Douglas Grotjahn、Elijah Kragulj、Jeffery Gustafson

  DOI：10.1055/s-2007-991091

  日期：——

  When dimethylmethylthiosulfonium triflate (DMTST) is added to a tert-butyl-protected thiol (RSt-Bu), the unsymmetrical disulfide RSSMe is formed. At this point the free thiol (RSH) can be obtained by the addition of trimethylphosphine and water. Most byproducts are small organic molecules that are easily removed.

  当二甲基甲硫磺酰三氟化物（DMTST）添加到叔丁基保护的硫醇（RST-Bu）时，会形成不对称的二硫化物RSSMe。此时，可以通过添加三甲基膦和水来获得游离硫醇（RSH）。大多数副产品都是易于去除的小有机分子。
• COMPOSITIONS AND METHODS FOR BINDING LYSOPHOSPHATIDIC ACID
  申请人：Lpath, Inc.

  公开号：EP2164992B1

  公开（公告）日：2016-05-04
• HUMANIZED ANTIBODY COMPOSITIONS AND METHODS FOR BINDING LYSOPHOSPHATIDIC ACID
  申请人：Lpath, Inc.

  公开号：US20140199293A1

  公开（公告）日：2014-07-17

  Compositions and methods for making and using humanized anti-LPA monoclonal antibodies, and fragments and derivatives thereof, are described.
• NOVEL BIOACTIVE LIPID DERIVATIVES, AND METHODS OF MAKING AND USING THE SAME
  申请人：LPATH, INC.

  公开号：US20150031055A1

  公开（公告）日：2015-01-29

  Compositions and methods for producing monoclonal antibodies and their derivatives reactive against bioactive lipid targets are described. These compositions include derivatized lipids, each of which comprises a bioactive lipid that having a polar head group and at least one hydrocarbon chain (e.g., a lysolipid such as lysophosphatidic acid or sphingosine-1-phosphate) in which a carbon atom has been derivatized with a pendant reactive group; immunogens made by linking a derivatized lipid to a carrier moiety (e.g., a carrier protein, polyethylene glycol, colloidal gold, alginate, or a silicone bead); monoclonal antibodies and derivatives produced by immunizing an animal with such an immunogen; and therapeutic and diagnostic compositions containing such antibodies and antibody derivatives. Methods for making such derivatized lipids, immunogens, and monoclonal antibodies and derivatives, methods for detecting such antibodies once generated, and therapeutic and diagnostic methods for using such antibodies and derivatives, are also described.
• US8796429B2
  申请人：——

  公开号：US8796429B2

  公开（公告）日：2014-08-05