2,2-bis<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-propanediol | 214541-15-8

• 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: 2,2-bis<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-propanediol
• 英文别名: 2,2-bis[[(tert-butyldiphenylsilyl)oxy]methyl]-1,3-propanediol；2,2-Bis[[tert-butyl(diphenyl)silyl]oxymethyl]propane-1,3-diol
• CAS: 214541-15-8
• 化学式: C₃₇H₄₈O₄Si₂
• 分子量: 612.957
• InChiKey: SFJFQKQSWNXNLD-UHFFFAOYSA-N

物化性质

• 熔点：
  85-86 °C
• 沸点：
  642.4±55.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  43
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-bis<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-propanediol 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 二正丁基氧化锡 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 生成 O-DMTr-O-Lev-pentaerithritol
  参考文献：
  名称：

  Nucleosides and nucleotides. Part 226: Alternate-strand triple-helix formation by 3′-3′-linked oligodeoxynucleotides composed of asymmetrical sequences

  摘要：

  In this paper, we describe the synthesis of the 3'-3'-linked oligonucleotides connected with pentaerythritol composed of asymmetrical sequences. Stability of the triplexes between these oligonucleotides and the DNA targets involving the adjacent oligopurine domains on alternate strands was investigated using the electrophoretic mobility shift assay (EMSA) and DNase I footprinting experiment. It was found that the 3'-3'-linked oligonucleotides composed of asymmetrical sequences formed the stable antiparallel triplexes with the DNA targets as compared with the unlinked oligonucleotides. Thus, oligonucleotides linked with pentaerythritol would be useful as antigene oligonucleotides for DNA targets consisting of the alternating oligopyrimidine-oligopurine sequences. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.062
• 作为产物：
  描述：

  季戊四醇 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以13%的产率得到2-(((tert-butyl(diphenyl)silyl)oxy)methyl)-2-(hydroxymethyl)propane-1,3-diol
  参考文献：
  名称：

  Nucleosides and Nucleotides. 182. Synthesis of Branched Oligodeoxynucleotides with Pentaerythritol at the Branch Point and Their Thermal Stabilization of Triplex Formation¹

  摘要：

  To find an oligodeoxynucleotide (ODN) with tripler stabilization capability, we designed and synthesized novel branched ODNs I and 2 with pentaerythritols at their branch points. Branched ODNs 1 and 2 were synthesized on a solid support using bis(phosphoramidite) 11. The stability of the triplexes, formed by branched ODNs 1 and 2 with (dA)(21) or (dT)(21) was studied by thermal denaturation. Branched ODN 1 formed a stable parallel T.AT-type tripler with (dA)(21) (T-m = 38.9 degrees C) in a buffer of 0.01 M sodium phosphate (pH 7.0) containing 0.5 M NaCl and 0.02 M MgCl2, while branched ODN 2 formed a stable antiparallel A.AT-type tripler with (dT)(21) (T-m = 44.2 degrees C) in the same buffer. The formation of these triplexes was also confirmed by circular dichroism (CD) measurements and a gel retardation assay.

  DOI：

  10.1021/jo981831e

文献信息

• Nucleosides and Nucleotides. 182. Synthesis of Branched Oligodeoxynucleotides with Pentaerythritol at the Branch Point and Their Thermal Stabilization of Triplex Formation¹
  作者：Yoshihito Ueno、Masako Takeba、Mai Mikawa、Akira Matsuda

  DOI：10.1021/jo981831e

  日期：1999.2.1

  To find an oligodeoxynucleotide (ODN) with tripler stabilization capability, we designed and synthesized novel branched ODNs I and 2 with pentaerythritols at their branch points. Branched ODNs 1 and 2 were synthesized on a solid support using bis(phosphoramidite) 11. The stability of the triplexes, formed by branched ODNs 1 and 2 with (dA)(21) or (dT)(21) was studied by thermal denaturation. Branched ODN 1 formed a stable parallel T.AT-type tripler with (dA)(21) (T-m = 38.9 degrees C) in a buffer of 0.01 M sodium phosphate (pH 7.0) containing 0.5 M NaCl and 0.02 M MgCl2, while branched ODN 2 formed a stable antiparallel A.AT-type tripler with (dT)(21) (T-m = 44.2 degrees C) in the same buffer. The formation of these triplexes was also confirmed by circular dichroism (CD) measurements and a gel retardation assay.
• Nucleosides and nucleotides. Part 226: Alternate-strand triple-helix formation by 3′-3′-linked oligodeoxynucleotides composed of asymmetrical sequences
  作者：Shuichi Hoshika、Yoshihito Ueno、Hiroyuki Kamiya、Akira Matsuda

  DOI：10.1016/j.bmcl.2004.03.062

  日期：2004.6

  In this paper, we describe the synthesis of the 3'-3'-linked oligonucleotides connected with pentaerythritol composed of asymmetrical sequences. Stability of the triplexes between these oligonucleotides and the DNA targets involving the adjacent oligopurine domains on alternate strands was investigated using the electrophoretic mobility shift assay (EMSA) and DNase I footprinting experiment. It was found that the 3'-3'-linked oligonucleotides composed of asymmetrical sequences formed the stable antiparallel triplexes with the DNA targets as compared with the unlinked oligonucleotides. Thus, oligonucleotides linked with pentaerythritol would be useful as antigene oligonucleotides for DNA targets consisting of the alternating oligopyrimidine-oligopurine sequences. (C) 2004 Elsevier Ltd. All rights reserved.