1-bromo-6-(N-tert-butoxycarbonyl-aminooxy)-hexane | 912671-74-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 1-bromo-6-(N-tert-butoxycarbonyl-aminooxy)-hexane
• 英文别名: N-Boc-O-(6-bromohexyl)hydroxylamine；tert-butyl N-(6-bromohexoxy)carbamate
• CAS: 912671-74-0
• 化学式: C₁₁H₂₂BrNO₃
• 分子量: 296.205
• InChiKey: HIFJEJIZCAJBFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-bromo-6-(N-tert-butoxycarbonyl-aminooxy)-hexane 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 rhodamine B 4-(6-aminooxy-hexyl) piperazine amide
  参考文献：
  名称：

  The conjugation of rhodamine B enables carrier-free mitochondrial delivery of functional proteins

  摘要：

  小分子引导的线粒体载体自由传递和功能蛋白的肿瘤抑制。

  DOI：

  10.1039/d0ob01305f
• 作为产物：
  描述：

  1,6-二溴己烷 、 N-羟基氨基甲酸叔丁酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 以37%的产率得到1-bromo-6-(N-tert-butoxycarbonyl-aminooxy)-hexane
  参考文献：
  名称：

  The conjugation of rhodamine B enables carrier-free mitochondrial delivery of functional proteins

  摘要：

  小分子引导的线粒体载体自由传递和功能蛋白的肿瘤抑制。

  DOI：

  10.1039/d0ob01305f

文献信息

• Fully backbone degradable and functionalizable polymers derived from the ring-opening metathesis polymerization (ROMP)
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US09206271B2

  公开（公告）日：2015-12-08

  Functionalized degradable ROMP (ring-opening metathesis) polymers and methods, starting monomers and synthetic monomeric and polymeric intermediates for preparation of such functionalized polymers. More specifically, monomers having a bicyclic oxazinone structure, a bicyclic urea, or a heteronorbornene core structure, among others, have been found to be substrates for ROMP polymerization. ROMP polymers prepared from these monomers have been found to be both acid and base labile. Additionally, the monomers can be chemically modified at a site distal to the polymerizable moieties and bridgehead carbons. The properties of the resulting polymers and copolymers can be tailored without destabiling the monomer. Polymers and copolymers of the invention are degradable but have a glass temperature of 100° C. or more.

  功能化可降解的ROMP（环开环聚合）聚合物及其制备方法，起始单体和合成单体和聚合物中间体，用于制备这种功能化聚合物。更具体地说，具有双环氧噁唑酮结构、双环脲或杂环诺邦烯核结构等单体已被发现可作为ROMP聚合的底物。从这些单体制备的ROMP聚合物被发现既具有酸性又具有碱性易裂解。此外，这些单体可以在可聚合基团和桥头碳之外的位置进行化学修饰。所得聚合物和共聚物的性质可以定制，而不会破坏单体。本发明的聚合物和共聚物可降解，但其玻璃转变温度为100°C或更高。
• Synthesis of Functionalizable and Degradable Polymers by Ring‐Opening Metathesis Polymerization
  作者：Joshua M. Fishman、Laura L. Kiessling

  DOI：10.1002/anie.201300293

  日期：2013.5.3

  ROMP: A heterobicyclic olefin containing an oxazinone core is a new substrate for the ring‐opening metathesis polymerization (ROMP). The polymers produced undergo degradation when exposed to either acidic or basic conditions. Furthermore, a monomer that can be readily diversified to access degradable polymers bearing tailored functionality was developed.

  ROMP：含有恶嗪酮核的杂双环烯烃是开环复分解聚合 (ROMP) 的新底物。所生产的聚合物在暴露于酸性或碱性条件下时会发生降解。此外，开发了一种可以很容易地多样化以获取具有定制功能的可降解聚合物的单体。
• Fully Backbone Degradable and Functionalizable Polymers Derived from the Ring-Opening Metathesis Polymerization (ROMP)
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US20130281644A1

  公开（公告）日：2013-10-24

  Functionalized degradable ROMP (ring-opening metathesis) polymers and methods, starting monomers and synthetic monomeric and polymeric intermediates for preparation of such functionalized polymers. More specifically, monomers having a bicyclic oxazinone structure, a bicyclic urea, or a heteronorbornene core structure, among others, have been found to be substrates for ROMP polymerization. ROMP polymers prepared from these monomers have been found to be both acid and base labile. Additionally, the monomers can be chemically modified at a site distal to the polymerizable moieties and bridgehead carbons. The properties of the resulting polymers and copolymers can be tailored without destabiling the monomer. Polymers and copolymers of the invention are degradable but have a glass temperature of 100° C. or more.

  可降解的功能化ROMP（环开放重聚合）聚合物及其制备方法、起始单体和合成单体和聚合中间体，用于制备这种功能化聚合物。更具体地说，已发现具有双环氧氮杂环结构、双环脲或杂环辛烷烯核心结构等单体是ROMP聚合的底物。从这些单体制备的ROMP聚合物已发现既具有酸性又具有碱性的不稳定性。此外，这些单体可以在可聚合基团和桥头碳远离的位置进行化学修饰。所得聚合物和共聚物的性质可以定制而不破坏单体。发明的聚合物和共聚物可降解，但具有100℃或更高的玻璃转移温度。
• N-Terminal Protein Modification through a Biomimetic Transamination Reaction
  作者：Joshua M. Gilmore、Rebecca A. Scheck、Aaron P. Esser-Kahn、Neel S. Joshi、Matthew B. Francis

  DOI：10.1002/anie.200600368

  日期：2006.8.11
• A General Method for Fluorescent Labeling of the N-Termini of Lanthipeptides and Its Application to Visualize their Cellular Localization
  作者：Noah A. Bindman、Wilfred A. van der Donk

  DOI：10.1021/ja4010706

  日期：2013.7.17

  Labeling of natural products with biophysical probes has greatly contributed to investigations of their modes of action and has provided tools for visualization of their targets. A general challenge is the availability of a suitable functional group for chemoselective modification. We demonstrate here that an N-terminal ketone is readily introduced into various lanthipeptides by the generation of a cryptic N-terminal dehydro amino acid by the cognate biosynthetic enzymes. Spontaneous hydrolysis of the N-terminal enamines results in alpha-ketoamides that site-specifically react with an aminooxy-derivatized alkyne or fluorophore. The methodology was successfully applied to prochlorosins 1.7 and 2.8, as well as the lantibiotics lacticin 481, haloduracin alpha, and haloduracin beta. The fluorescently modified lantibiotics were added to bacteria, and their cellular localization was visualized by confocal fluorescence microscopy. Lacticin 481 and haloduracin alpha localized predominantly at sites of new and old cell division as well as in punctate patterns along the long axis of rod-shaped bacilli, similar to the localization of lipid II. On the other hand, haloduracin beta was localized nonspecifically in the absence of haloduracin a, but formed specific patterns when coadministered with haloduracin alpha. Using two-color labeling, colocalization of both components of the two-component lantibiotic haloduracin was demonstrated. These data with living cells supports a model in which the a component recognizes lipid II and then recruits the beta-component.