1-(3-O-acetyl-2-amino-2-N,4-C-methylene-2-N-trifluoroacetyl-β-D-ribofuranosyl)thymine | 1379526-92-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-O-acetyl-2-amino-2-N,4-C-methylene-2-N-trifluoroacetyl-β-D-ribofuranosyl)thymine
• CAS: 1379526-92-7
• 化学式: C₁₅H₁₆F₃N₃O₇
• 分子量: 407.303
• InChiKey: HOUUFWWWBLQZHV-SZRLZVLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.19
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  130.93
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-(3-O-acetyl-2-amino-2-N,4-C-methylene-2-N-trifluoroacetyl-β-D-ribofuranosyl)thymine 在 吡啶 、 sodium sulphite-heptahydrate 、 三正丁胺 、 氨 、 水 、 碘 、 三丁基焦磷酸铵 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.33h， 生成 1-(2-amino-2-N,4-C-methylene-β-D-ribofuranosyl)thymine triphosphate
  参考文献：
  名称：

  Enzymatic polymerisation involving 2′-amino-LNA nucleotides

  摘要：

  The triphosphate of the thymine derivative of 2'-amino-LNA (2'-amino-LNA-TTP) was synthesised and found to be a good substrate for Phusion (R) HF DNA polymerase, allowing enzymatic synthesis of modified DNA encoded by an unmodified template. To complement this, 2'-amino-LNA-T phosphoramidites were incorporated into DNA oligonucleotides which were used as templates for enzymatic synthesis of unmodified DNA using either KOD, KOD XL or Phusion polymerases. 2'-Amino-LNA-T in the template and 2'-amino-LNA-TTP as a substrate both decreased reaction rate and yield compared to unmodified DNA, especially for sequences with multiple 2'-amino-LNA-T nucleotides. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.073
• 作为产物：
  描述：

  1-(2-amino-5-O-4,4'-dimethoxytrityl-2-N,4-C-methylene-2-N-trifluoroacetyl-β-D-ribofuranosyl)thymine 在 吡啶 、 三乙基硅烷 、 二氯乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 22.5h， 生成 1-(3-O-acetyl-2-amino-2-N,4-C-methylene-2-N-trifluoroacetyl-β-D-ribofuranosyl)thymine
  参考文献：
  名称：

  Enzymatic polymerisation involving 2′-amino-LNA nucleotides

  摘要：

  The triphosphate of the thymine derivative of 2'-amino-LNA (2'-amino-LNA-TTP) was synthesised and found to be a good substrate for Phusion (R) HF DNA polymerase, allowing enzymatic synthesis of modified DNA encoded by an unmodified template. To complement this, 2'-amino-LNA-T phosphoramidites were incorporated into DNA oligonucleotides which were used as templates for enzymatic synthesis of unmodified DNA using either KOD, KOD XL or Phusion polymerases. 2'-Amino-LNA-T in the template and 2'-amino-LNA-TTP as a substrate both decreased reaction rate and yield compared to unmodified DNA, especially for sequences with multiple 2'-amino-LNA-T nucleotides. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.073