| 1263409-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• CAS: 1263409-58-0
• 化学式: C₁₈H₁₇BrN₄O₇
• 分子量: 481.26
• InChiKey: WICZRWQRUMNDGR-LJIZCISZSA-N

反应信息

• 作为反应物：
  描述：

  在 sodium methylate 、 silver trifluoromethanesulfonate 、 silver carbonate 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.3h， 生成
  参考文献：
  名称：

  Hybrid stereoisomers of a compact molecular probe based on a jasmonic acid glucoside: Syntheses and biological evaluations

  摘要：

  12-O-beta-D-glucopyranosyl jasmonic acid (JAG) shows unique biological activities, including leaf-closing of Samanea saman. It is expected that the mode of action for such regulation is distinct from that of other jasmonates. We developed high-performance compact molecular probes (CMPs) based on JAG that can be used for the FLAG-tagging of JAG target. We synthesized four hybrid-type JAG-CMP stereoisomers (7, ent-7, 8, and ent-8), which are composed of (-)-12-OH-JA (2)/D-galactopyranoside, (-)-2/L-galactopyranoside, (+)-ent-2/D-galactopyranoside, and (+)-ent-2/L-galactopyranoside moieties, respectively, and we examined their biological features, such as the stereospecific induction of shrinkage, rate of the cellular response, and dependence on potassium channel activity. These features of the JAG-CMPs were completely consistent with those of the original JAG. These results indicate the biological equivalence of JAG and the JAG-CMPs. During the course of such biological evaluations, it was revealed that the biological activity of the CMPs is greatly dependent on the D/L-stereochemistry of a glycon moiety. To the best of our knowledge, this is the first study suggesting that the D/L-stereochemistry of the glycon moiety significantly affects the biological activity of the associated glycoside. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.003
• 作为产物：
  描述：

  在 三甲基溴硅烷 、 溴化铋 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到
  参考文献：
  名称：

  “Click-made” biaryl-linker improving efficiency in proteinlabelling for the membrane target protein of a bioactive compound

  摘要：

  我们报告了一种新型联芳基连接 (BArL) 分子探针的设计、合成和评估，用于基于基于活性的蛋白质分析 (ABPP) 方法探索生物活性化合物的低丰度靶蛋白。令人惊讶的是，BArL 探针的性能优于逐步标记方法，后者被认为是 ABPP 研究中使用的最有效的方法。

  DOI：

  10.1039/c0ob00843e