3'-O-benzoyl-5'-O-trityl-2'-O-deoxythymidine | 17331-52-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 3'-O-benzoyl-5'-O-trityl-2'-O-deoxythymidine
• 英文别名: O^3'-benzoyl-O^5'-trityl-thymidine；3'-O-Benzoyl-5'-O-tritylthymidin
• CAS: 17331-52-1
• 化学式: C₃₆H₃₂N₂O₆
• 分子量: 588.66
• InChiKey: KUZYJBILFCUQSR-DCMFLLSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  44.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  99.62
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3'-O-benzoyl-5'-O-trityl-2'-O-deoxythymidine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到胸苷3'-苯甲酸酯
  参考文献：
  名称：

  Exploring the potential of 3′-O-carboxy esters of thymidine as inhibitors of ribonuclease A and angiogenin

  摘要：

  In this study, compounds with a carboxy ester in lieu of the phosphate ester at the 3'-position have been employed to inhibit the ribonucleolytic activity of ribonuclease A (RNase A). Phosphates at the 3'-position of pyrimidine bases are well-known inhibitors of the protein. We have investigated the inhibition of RNase A by 3'-O-carboxy esters of thymidine. The compounds behave as competitive inhibitors with inhibition constants ranging from 42 to 95 mu M. The mode of inhibition has also been confirmed by H-1 NMR studies of the active site histidines of RNase A. Docking studies have further substantiated the experimental results. The compounds are also found to inhibit the ribonucleolytic activity of angiogenin, a homologous protein and potent inducer of blood vessel formation. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.01.003
• 作为产物：
  描述：

  苯甲酰氯 、 5'-O-tritylthymidine 以 吡啶 为溶剂， 反应 2.0h， 以40%的产率得到3'-O-benzoyl-5'-O-trityl-2'-O-deoxythymidine
  参考文献：
  名称：

  Synthesis of 5-Methyl-2′-O-Deoxycytidine Analogs to Determine Monoclonal Antibody Specificity in the Recognition of the 6-(p-Bromobenzoylamino) Caproyl Radical

  摘要：

  Eight new p-bromobenzoyl derivatives of 5-methyl-2'-O-deoxycytidine analogs, substituted at the Lt-position, were synthesized. The best conditions for obtaining 5-methyl-4-N-aminoalkyl-2'-O-deoxycytidine from 3',5'-di-O-acetyl-4-(1,2,4-triazol-1-yl)-2'-O-deoxythymidine were studied. The nucleoside analogs were used to identify the fragment of the 6-(p-bromobenzoylamino)caproyl radical that binds to the monoclonal antibody obtained against it and to define an affinity scale of monoclonal antibody against them.

  DOI：

  10.1080/07328319708001362