(E)-1-iodo-2-methylundec-1-ene | 1408005-85-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (E)-1-iodo-2-methylundec-1-ene
• CAS: 1408005-85-5
• 化学式: C₁₂H₂₃I
• 分子量: 294.219
• InChiKey: UGPSAVACKPSQIO-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (E)-1-iodo-2-methylundec-1-ene 在 四(三苯基膦)钯 、 palladium 10% on activated carbon 、 氢气 、 三溴化硼 、 silver(l) oxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 39.0h， 生成 5-(2-methylundecyl)benzene-1,3-diol
  参考文献：
  名称：

  Cylindrocyclophane Biosynthesis Involves Functionalization of an Unactivated Carbon Center

  摘要：

  The cylindrocyclophanes are a family of natural products that share a remarkable paracyclophane carbon scaffold. Using genome sequencing and bioinformatic analyses; we have discovered a biosynthetic gene cluster involved in the assembly of cylindrocyclophane F. Through a combination of in vitro enzyme characterization and feeding Studies, We Confirm the connection between this gene cluster and cylindrocyclophane production, elucidate the chemical events involved in initiating and terminating an unusual type I polyketide synthase assembly line, and discover that macrocycle assembly involves functionalization of an unactivated carbon center.

  DOI：

  10.1021/ja308318p
• 作为产物：
  描述：

  1-十一炔 在 二氯二茂锆 、 碘 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 1.5h， 生成 (E)-1-iodo-2-methylundec-1-ene
  参考文献：
  名称：

  Cylindrocyclophane Biosynthesis Involves Functionalization of an Unactivated Carbon Center

  摘要：

  The cylindrocyclophanes are a family of natural products that share a remarkable paracyclophane carbon scaffold. Using genome sequencing and bioinformatic analyses; we have discovered a biosynthetic gene cluster involved in the assembly of cylindrocyclophane F. Through a combination of in vitro enzyme characterization and feeding Studies, We Confirm the connection between this gene cluster and cylindrocyclophane production, elucidate the chemical events involved in initiating and terminating an unusual type I polyketide synthase assembly line, and discover that macrocycle assembly involves functionalization of an unactivated carbon center.

  DOI：

  10.1021/ja308318p

文献信息

• Exploration of GGTase-I substrate requirements. Part 2: Synthesis and biochemical analysis of novel saturated geranylgeranyl diphosphate analogs
  作者：Kayla J. Temple、Elia N. Wright、Carol A. Fierke、Richard A. Gibbs

  DOI：10.1016/j.bmcl.2016.06.035

  日期：2016.8

  Protein prenylation is a type of post-translational modification that aids certain proteins in localizing to the plasma member where they activate cell signaling. To better understand the isoprenoid requirements and differences of FTase and GGTase-I, a series of saturated geranylgeranyl diphosphate analogs were synthesized and screened against both mammalian FTase and GGTase-I. Of our library of compounds

  蛋白质异戊二烯化是一种翻译后修饰，可帮助某些蛋白质定位于血浆中的成员，并在这些成员中激活细胞信号传导。为了更好地了解类异戊二烯的需求和FTase和GGTase-I的差异，合成了一系列饱和的香叶基香叶基二磷酸二氢类似物，并针对哺乳动物FTase和GGTase-I进行了筛选。在我们的化合物库中，几种类似物被证明是GGTase-I的底物，与 GGPP（k rel  = 1.0）相比，11d的k rel = 0.95 。
• Cylindrocyclophane Biosynthesis Involves Functionalization of an Unactivated Carbon Center
  作者：Hitomi Nakamura、Hilary A. Hamer、Gopal Sirasani、Emily P. Balskus

  DOI：10.1021/ja308318p

  日期：2012.11.14

  The cylindrocyclophanes are a family of natural products that share a remarkable paracyclophane carbon scaffold. Using genome sequencing and bioinformatic analyses; we have discovered a biosynthetic gene cluster involved in the assembly of cylindrocyclophane F. Through a combination of in vitro enzyme characterization and feeding Studies, We Confirm the connection between this gene cluster and cylindrocyclophane production, elucidate the chemical events involved in initiating and terminating an unusual type I polyketide synthase assembly line, and discover that macrocycle assembly involves functionalization of an unactivated carbon center.