2-(2-Jodaethoxy)aethylvinylaether | 26842-59-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 2-(2-Jodaethoxy)aethylvinylaether
• 英文别名: 2-(2-(vinyloxy)ethoxy)ethyl iodide；[2-(2-iodo-ethoxy)-ethoxy]-ethene；1-ethenoxy-2-(2-iodoethoxy)ethane
• CAS: 26842-59-1
• 化学式: C₆H₁₁IO₂
• 分子量: 242.057
• InChiKey: HZRNAERNVDYJHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-Jodaethoxy)aethylvinylaether 、 D-生物素 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以82%的产率得到2-(2-(vinyloxy)ethoxy)ethylbiotin
  参考文献：
  名称：

  Photoreactive Polymer Brushes for High-Density Patterned Surface Derivatization Using a Diels–Alder Photoclick Reaction

  摘要：

  Reactive polymer brushes grown on silicon oxide surfaces were derivatized with photoreactive 3-(hydroxymethyl)naphthalene-2-ol (NQMP) moieties. Upon 300 or 350 nm irradiation, NQMP efficiently produces o-naphthoquinone methide (oNQM), which in turn undergoes very rapid Diels-Alder addition to vinyl ether groups attached to a substrate, resulting in the covalent immobilization of the latter. Any unreacted oNQM groups rapidly add water to regenerate NQMP. High-resolution surface patterning is achieved by irradiating NQMP-derivatized surfaces using photolithographic methods. The Diels-Alder photoclick reaction is orthogonal to azide-alkyne click chemistry, enabling sequential photoclick/azide-click derivatizations to generate complex surface functionalities.

  DOI：

  10.1021/ja210350d
• 作为产物：
  描述：

  4,5-dimethyl-2-[2-(2-vinyloxy-ethoxy)-ethoxy]-[1,3,2]dioxaphospholane 在 碘乙烷 作用下， 生成 2-(2-Jodaethoxy)aethylvinylaether
  参考文献：
  名称：

  Shostakovskii,M.F. et al., Journal of general chemistry of the USSR, 1970, vol. 40, p. 65 - 71

  摘要：

  DOI：

文献信息

• METHODS FOR REACTING CYSTEINE RESIDUES IN PEPTIDES AND PROTEINS
  申请人：University of George Risearch Foundation, Inc.

  公开号：US20140054163A1

  公开（公告）日：2014-02-27

  Methods for labeling or modifying cysteine residues in proteins and/or enzymes are disclosed. The methods include the reaction of an o-naphthoquinone methide with a thiol group of a cysteine residue of a protein or enzyme, which can be reversible in preferred embodiments. The o-naphthoquinone methide can conveniently be generated by irradiation of a precursor compound, preferably in an aqueous solution, suspension, or dispersion.

  本文公开了用于标记或修饰蛋白质和/或酶中半胱氨酸残基的方法。该方法包括将o-萘醌甲烷与蛋白质或酶的半胱氨酸残基的巯基发生反应，而在优选实施例中，此反应是可逆的。o-萘醌甲烷可以方便地通过辐照前体化合物生成，优选地在水溶液、悬浮液或分散液中。