N-[3-[4-[bis(4-methoxyphenyl)-phenylmethoxy]butyl-(2,2,2-trifluoroacetyl)amino]propyl]-N-[4-[3-[4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxybutyl-(2,2,2-trifluoroacetyl)amino]propyl-(2,2,2-trifluoroacetyl)amino]butyl]-2,2,2-trifluoroacetamide | 942054-48-0

• 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: N-[3-[4-[bis(4-methoxyphenyl)-phenylmethoxy]butyl-(2,2,2-trifluoroacetyl)amino]propyl]-N-[4-[3-[4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxybutyl-(2,2,2-trifluoroacetyl)amino]propyl-(2,2,2-trifluoroacetyl)amino]butyl]-2,2,2-trifluoroacetamide
• CAS: 942054-48-0
• 化学式: C₅₆H₇₃F₁₂N₆O₉P
• 分子量: 1233.19
• InChiKey: LKEZZLVCFMFJGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  1014.4±65.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  84
• 可旋转键数：
  36
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  154
• 氢给体数：
  0
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  N-[3-[4-[bis(4-methoxyphenyl)-phenylmethoxy]butyl-(2,2,2-trifluoroacetyl)amino]propyl]-N-[4-[3-[4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxybutyl-(2,2,2-trifluoroacetyl)amino]propyl-(2,2,2-trifluoroacetyl)amino]butyl]-2,2,2-trifluoroacetamide 生成
  参考文献：
  名称：

  Cationic Oligonucleotides, Automated Methods for Preparing Same and Their Uses

  摘要：

  该发明涉及能够通过自动磷酸酰胺化学合成的寡核苷酸-寡阳离子分子AiBjH，其中Ai和Bj分别具有寡核苷酸部分Ai和寡阳离子部分Bj，其中。Ai是一个i-聚合物寡核苷酸残基，其中i=5到50，核苷酸A是一个具有天然或非天然发生的核碱基和/或五糖基团和/或天然磷酸二酯键的寡聚体，例如从包括脱氧核糖核酸、核糖核酸、锁定（LNA）核苷酸以及它们的化学修饰或替代物，如磷硫酸酯、2'-氟、2'-O-烷基或标记基团，如荧光剂中选择的一组中选取，Bj是一个j-聚合物有机寡阳离子基团，其中j=1到50，其中B选自包括。-HPO3-R1-(X-R2n)n1-X-R3-O-，其中R1、R2n和R3，相同或不同，是较低的烷基，X是NH或NC(NH2)2，n在1到5之间变化，n1=2到20，-HPO3-R4-CH(R5X1)-R6-O-，其中R4是较低的烷基，R5和R6，相同或不同，是较低的烷基，X1是腐胺、精胺或精氨基残基，-HPO3-R7-(aa)n2-R8-O-，其中R7是较低的烷基，R8是较低的烷基、丝氨酸、一种天然氨基醇，(aa)n2是含有带正电侧链的天然氨基酸的肽，如精氨酸、赖氨酸、鸟氨酸、组氨酸、二氨基丙酸，n2=2到20。

  公开号：

  US20090069262A1
• 作为产物：
  描述：

  spermine tetrahydrochloride 在 吡啶 、 二异丙基铵盐四氮唑 、 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 N-[3-[4-[bis(4-methoxyphenyl)-phenylmethoxy]butyl-(2,2,2-trifluoroacetyl)amino]propyl]-N-[4-[3-[4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxybutyl-(2,2,2-trifluoroacetyl)amino]propyl-(2,2,2-trifluoroacetyl)amino]butyl]-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Synthesis of novel cationic spermine-conjugated phosphotriester oligonucleotide for improvement of cell membrane permeability

  摘要：

  A spermine-conjugated ethyl phosphotriester oligonucleotide was obtained by solid-phase synthesis based on phosphoramidite chemistry. The ethyl phosphotriester linkage was robust to exonuclease digestion and stable in fetal bovine serum. Cell membrane permeability of the spermine-conjugated ethyl phosphotriester oligonucleotide was studied by fluorescence experiments. The effective cell penetrating potency of the spermine-conjugated ethyl phosphotriester oligonucleotide was determined by confocal laser scanning microscopy and measurement of intracellular fluorescence intensity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.071

文献信息

• CATIONIC OLIGONUCLEOTIDES, AUTOMATED METHODS FOR PREPARING SAME AND THEIR USES
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：US20160280728A1

  公开（公告）日：2016-09-29

  The invention relates to oligonucleotide-oligocation molecules A i B j H that can be synthetized via automated phosphoramidite chemistry having oligonucleotides moieties Ai and oligocations moieties Bj, wherein .A i is an i-mer oligonucleotide residue, with i=5 to 50, where nucleotide A is an oligomer with naturally or non naturally occurring nucleobases and/or pentafuranosyl groups and/or native phosphodiester bonds, for example selected from the group comprising deoxyribo, ribo, locked (LNA) nucleotides as well as their chemical modifications or substitutions such as phosphorothioate, 2′-fluoro, 2′-O-alkyl, or a marker group such as a fluorescent agent, .Bj is a j-mer organic oligocation moiety, with j=1 to 50, where B is selected from the group comprising .—HPO 3 —R 1 —(X—R 2 n ) n1 —X—R 3 —O—, where R 1 , R 2 n and R 3 , identical or different, are lower alkylene, X is NH or NC(NH 2 ) 2 , n varies from 1 to 5 and n1=2 to 20, .—HPO 3 —R 4 —CH(R 5 X 1 )—R 6 —O—, where R 4 is lower alkylene, R 5 and R 6 , identical or different, are lower alkylene and X 1 is putrescine, spermidine or spermine residue, .—HPO 3 —R 7 -(aa) n2 -R 8 —O—, where R 7 is lower alkylene and R 8 is lower alkylene, serine, a natural aminoalcohol, (aa) n2 is a peptide containing natural aminoacids with cationic side chains, such as Arginine, Lysine, Ornithine, -Histidine, Diaminopropionic acid and n2=2 to 20.