(+)-sorangicin A | 100415-25-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (+)-sorangicin A
• 英文别名: sorangicin A；(E,6R)-6-methyl-8-[(1S,4Z,6Z,8E,10R,12R,14R,16S,17E,20R,21R,22S,24R,25S,26S,27E,31E,34S,36S,40R)-22,25,26-trihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.112,16.120,24.010,14]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]non-7-enoic acid
• CAS: 100415-25-6
• 化学式: C₄₇H₆₆O₁₁
• 分子量: 807.034
• InChiKey: OTABDKFPJQZJRD-QLGZCQHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  58
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  161
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (+)-sorangicin A 在 吡啶 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 16.0h， 生成 Tri-O-acetylsorangicin-A-methylester
  参考文献：
  名称：

  Jansen, Rolf; Irschik, Herbert; Reichenbach, Hans, Liebigs Annalen der Chemie, 1989, p. 111 - 120

  摘要：

  DOI：
• 作为产物：
  描述：

  在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以2.1 mg的产率得到(+)-sorangicin A
  参考文献：
  名称：

  Total Synthesis of (+)-Sorangicin A

  摘要：

  The final synthetic challenges associated with (+)-sorangicin A have been overcome, thus leading to the first total synthesis of this complex macrolide antibiotic. Highlights of the highly convergent synthesis include two Julia-Kocienski olefinations to unite three advanced fragments with high E-stereoselectivity. Critical to the final-stage success was the use of a carefully defined Stille coupling and a Mukaiyama macrolactonization as well as Lewis and protic acid-promoted deprotections carefully designed to suppress E/Z isomerization and/or destruction of the delicate (Z,Z,E)-trienoate linkage.

  DOI：

  10.1021/ja906115a

文献信息

• An Enzyme Module System forin situ Regeneration of Deoxythymidine 5′-Diphosphate (dTDP)-Activated Deoxy Sugars
  作者：Carsten Rupprath、Maren Kopp、Dennis Hirtz、Rolf Müller、Lothar Elling

  DOI：10.1002/adsc.200700058

  日期：2007.6.4

  module consisting of the enzymes RmlB (4,6-dehydratase), RmlC (3,5-epimerase) and RmlD (4-ketoreductase) from the biosynthetic pathway of dTDP-β-L-rhamnose were combined with the glycosyltransferase module containing the promiscuous recombinant glycosyltransferase SorF from Sorangium cellulosum So ce12. Kinetic data and the catalytic efficiency were determined for the donor substrates of SorF: dTDP-α-D-glucose

  开发了一种高度灵活的酶模块系统（EMS），该系统首次允许脱氧胸苷5'-二磷酸（dTDP）活化的脱氧糖原位再生，并且使我们能够使用三种酶以组合生物催化方式生产新型茄草苷。模块。具有重组植物蔗糖合成酶（SuSy）的SuSy模块和由生物合成途径的RmlB（4,6-脱水酶），RmlC（3,5-表异构酶）和RmlD（4-酮还原酶）组成的脱氧糖模块dTDP-β-L-鼠李糖与含异源重组人来自纤维素的重组糖基转移酶SorF的糖基转移酶模块结合等等。确定了SorF供体底物的动力学数据和催化效率：dTDP-α-D-葡萄糖，dTDP-β-L-鼠李糖，尿苷二磷酸（UDP）-α-D-葡萄糖（Glc）和dTDP-6 -脱氧-4-酮-α-D-葡萄糖。SuSy和SorF的结合完成了dTDP-Glc的原位再生合成葡糖基-甜菊糖苷。通过将一锅中的SuSy，RmlB，RmlC，RmlD与SorF结合使用，可以原位再生dTDP活
• BIPARTITE INHIBITORS OF BACTERIAL RNA POLYMERASE
  申请人：Rutgers, The State University of New Jersey

  公开号：US20170056512A1

  公开（公告）日：2017-03-02

  The invention provides bipartite inhibitors of bacterial RNA polymerase having the general structural formula (I): X-α-Y  (I) wherein X is an moiety that binds to the rifamycin binding site of a bacterial RNA polymerase, Y is a moiety that binds to the GE23077 binding site of a bacterial RNA polymerase, and α is a linker. The invention also provides compositions comprising such compounds, methods of making such compounds, and methods of using said compounds. The invention has applications in control of bacterial gene expression, control of bacterial growth, antibacterial chemistry, and antibacterial therapy.

  本发明提供了具有一般结构式（I）的细菌RNA聚合酶的双分子抑制剂：X-α-Y（I），其中X是结合到细菌RNA聚合酶利福霉结合位点的基团，Y是结合到细菌RNA聚合酶GE23077结合位点的基团，而α是连接剂。本发明还提供了包含这种化合物的组合物、制备这种化合物的方法以及使用这些化合物的方法。本发明在细菌基因表达的控制、细菌生长的控制、抗菌化学和抗菌治疗方面具有应用价值。
• Total Synthesis of (+)-Sorangicin A
  作者：Amos B. Smith、Shuzhi Dong、Jehrod B. Brenneman、Richard J. Fox

  DOI：10.1021/ja906115a

  日期：2009.9.2

  The final synthetic challenges associated with (+)-sorangicin A have been overcome, thus leading to the first total synthesis of this complex macrolide antibiotic. Highlights of the highly convergent synthesis include two Julia-Kocienski olefinations to unite three advanced fragments with high E-stereoselectivity. Critical to the final-stage success was the use of a carefully defined Stille coupling and a Mukaiyama macrolactonization as well as Lewis and protic acid-promoted deprotections carefully designed to suppress E/Z isomerization and/or destruction of the delicate (Z,Z,E)-trienoate linkage.
• Jansen, Rolf; Irschik, Herbert; Reichenbach, Hans, Liebigs Annalen der Chemie, 1989, p. 111 - 120
  作者：Jansen, Rolf、Irschik, Herbert、Reichenbach, Hans、Schomburg, Dietmar、Wray, Victor、Hoefle, Gerhard

  DOI：——

  日期：——