O-tert-butyldimethylsilyl N-2-hydroxyethyl-N,N-di-n-hexadecylamine | 802903-68-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: O-tert-butyldimethylsilyl N-2-hydroxyethyl-N,N-di-n-hexadecylamine
• 英文别名: N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-N-hexadecylhexadecan-1-amine
• CAS: 802903-68-0
• 化学式: C₄₀H₈₅NOSi
• 分子量: 624.207
• InChiKey: ZYVKKMHRQCEXFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.27
• 重原子数：
  43
• 可旋转键数：
  35
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-tert-butyldimethylsilyl N-2-hydroxyethyl-N,N-di-n-hexadecylamine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以50%的产率得到2-(dihexadecylamino)ethanol
  参考文献：
  名称：

  Distance of Hydroxyl Functionality from the Quaternized Center Influence DNA Binding and in Vitro Gene Delivery Efficacies of Cationic Lipids with Hydroxyalkyl Headgroups

  摘要：

  In vitro gene delivery efficacies of cationic amphiphiles 1-7 (Scheme 1) were measured by both the reporter gene expression assays in CHO, COS-1, HepG2, and MCF7 cells and by the whole cell histochemical X-gal staining of representative Chinese hamster ovary cells. Our results demonstrated that in vitro gene delivery efficiencies of cationic lipids with hydroxyalkyl headgroups are adversely affected by increased covalent distances between the hydroxyl functionality and the cationic centers. Findings in the DNase I protection experiments and transmission electron microscopic study support the notion that such compromised gene delivery efficacies may originate from poor lipid-DNA binding interactions and significantly increased lipoplex nanosizes.

  DOI：

  10.1021/jm049656j
• 作为产物：
  描述：

  双十六烷基胺 、 （2-溴乙氧基）-特丁基二甲基硅烷 在 potassium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 40.0h， 以46%的产率得到O-tert-butyldimethylsilyl N-2-hydroxyethyl-N,N-di-n-hexadecylamine
  参考文献：
  名称：

  Distance of Hydroxyl Functionality from the Quaternized Center Influence DNA Binding and in Vitro Gene Delivery Efficacies of Cationic Lipids with Hydroxyalkyl Headgroups

  摘要：

  In vitro gene delivery efficacies of cationic amphiphiles 1-7 (Scheme 1) were measured by both the reporter gene expression assays in CHO, COS-1, HepG2, and MCF7 cells and by the whole cell histochemical X-gal staining of representative Chinese hamster ovary cells. Our results demonstrated that in vitro gene delivery efficiencies of cationic lipids with hydroxyalkyl headgroups are adversely affected by increased covalent distances between the hydroxyl functionality and the cationic centers. Findings in the DNase I protection experiments and transmission electron microscopic study support the notion that such compromised gene delivery efficacies may originate from poor lipid-DNA binding interactions and significantly increased lipoplex nanosizes.

  DOI：

  10.1021/jm049656j

文献信息

• Distance of Hydroxyl Functionality from the Quaternized Center Influence DNA Binding and in Vitro Gene Delivery Efficacies of Cationic Lipids with Hydroxyalkyl Headgroups
  作者：Yenugonda Venkata Mahidhar、Mukthavaram Rajesh、Sunkara Sakunthala Madhavendra、Arabinda Chaudhuri

  DOI：10.1021/jm049656j

  日期：2004.11.1

  In vitro gene delivery efficacies of cationic amphiphiles 1-7 (Scheme 1) were measured by both the reporter gene expression assays in CHO, COS-1, HepG2, and MCF7 cells and by the whole cell histochemical X-gal staining of representative Chinese hamster ovary cells. Our results demonstrated that in vitro gene delivery efficiencies of cationic lipids with hydroxyalkyl headgroups are adversely affected by increased covalent distances between the hydroxyl functionality and the cationic centers. Findings in the DNase I protection experiments and transmission electron microscopic study support the notion that such compromised gene delivery efficacies may originate from poor lipid-DNA binding interactions and significantly increased lipoplex nanosizes.