2'-d-3'AMPS | 211733-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2'-d-3'AMPS
• 英文别名: 2'-deoxyadenosine-3'-O-thiophosphate；Deoxyadenosine-3'-monophosphate；[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-dihydroxyphosphinothioyloxyoxolan-2-yl]methanol
• CAS: 211733-54-9
• 化学式: C₁₀H₁₄N₅O₅PS
• 分子量: 347.291
• InChiKey: IRBPYDHRSOWSOS-RRKCRQDMSA-N

物化性质

• 沸点：
  678.6±65.0 °C(Predicted)
• 密度：
  2.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  181
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  5'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine 在 叔丁基氯化镁 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 27.58h， 生成 2'-d-3'AMPS
  参考文献：
  名称：

  Synthesis of Nucleoside 3′-Thiophosphates in One Step Procedure

  摘要：

  A mild and efficient one-step method of thiophosphorylation was devised for acid-sensitive nucleosides. The procedure is based on thiophosphorylation of nucleoside magnesium alkoxide by 2-chloro-2-thio-1,3,2-dioxaphospholane. The utility and efficiency of this method combined with deprotection of the resulting cyclic triester were demonstrated by its application to the synthesis of both adenosine 3'- and 5'-thiophosphates. The procedure does not require protection of the exocyclic amino group and can be successfully used for the thiophosphorylation of nucleosides that are unusually sensitive to depurination.

  DOI：

  10.1080/15257779908041610

文献信息

• COMPOSITIONS AND METHODS FOR INHIBITING EXPRESSION OF THE LECT2 GENE
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US20180135057A1

  公开（公告）日：2018-05-17

  The invention relates to antisense polynucleotide agents targeting the LECT2 gene, and methods of using such antisense polynucleotide agents to inhibit expression of LECT2 and to treat subjects having a LECT2-associated disease, e.g., amyloidosis.

  这项发明涉及针对LECT2基因的反义多核苷酸药剂，以及利用这种反义多核苷酸药剂抑制LECT2表达并治疗患有LECT2相关疾病（例如淀粉样变性）的受试者的方法。
• An Efficient Reagent for the Phosphorylation of Deoxyribonucleosides, DNA Oligonucleotides, and Their Thermolytic Analogues
  作者：Cristina Ausín、Andrzej Grajkowski、Jacek Cieślak、Serge L. Beaucage

  DOI：10.1021/ol0516263

  日期：2005.9.1

  and demonstrated efficiency in the synthesis of conventional 5'-/3'-phosphate/thiophosphate monoester derivatives of 2'-deoxyribonucleosides and DNA oligonucleotides. Moreover, the use of 11 has enabled the preparation of the dinucleoside phosphorothioate analogue 26 in high yields (>95%) with minimal cleavage (<2%) of the thermolytic thiophosphate protecting group.

  [反应：见正文]从2巯基乙酸甲酯分三步制备亚磷酰胺11，并证明了2'-脱氧核糖核苷的常规5'-/ 3'-磷酸酯/硫代磷酸酯单酯衍生物和DNA寡核苷酸的合成效率。而且，使用11使得能够以高收率（＞ 95％）制备二核苷硫代磷酸酯类似物26，而热解硫代磷酸酯保护基团的裂解最小（＜2％）。
• Compositions and methods for inhibiting expression of the LECT2 gene
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US10077444B2

  公开（公告）日：2018-09-18

  The invention relates to double-stranded ribonucleic acid (dsRNA) compositions targeting the LECT2 gene, and methods of using such dsRNA compositions to alter (e.g., inhibit) expression of LECT2.

  本发明涉及靶向 LECT2 基因的双链核糖核酸（dsRNA）组合物，以及使用这种 dsRNA 组合物改变（例如抑制）LECT2 表达的方法。
• Compositions and methods for inhibiting expression of the ALAS1 gene
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US10119143B2

  公开（公告）日：2018-11-06

  The invention relates to double-stranded ribonucleic acid (dsRNA) compositions targeting the ALAS1 gene, and methods of using such dsRNA compositions to alter (e.g., inhibit) expression of ALAS1.

  本发明涉及靶向 ALAS1 基因的双链核糖核酸（dsRNA）组合物，以及使用这种 dsRNA 组合物改变（如抑制）ALAS1 表达的方法。
• Polynucleotide agents targeting Serpinc1 (AT3) and methods of use thereof
  申请人：Genzyme Corporation

  公开号：US10344278B2

  公开（公告）日：2019-07-09

  The invention relates to polynucleotide agents targeting the Serpinc1 (AT3) gene, and methods of using such polynucleotide agents to inhibit expression of Serpinc1 and to treat subjects having a bleeding disorder, e.g., a hemophilia.

  本发明涉及靶向Serpinc1（AT3）基因的多核苷酸制剂，以及使用这种多核苷酸制剂抑制Serpinc1的表达和治疗出血性疾病（如血友病）患者的方法。