N-苯甲酰基-5’-O-[(二异丙基氨)-(2-氰基乙氧基)氧磷基]-3’-O-(4,4’-二甲氧基三苯甲基)-2’-脱氧胞啶 | 140712-83-0

• 物质功能分类: 生物化工 - 核酸类
• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: N-苯甲酰基-5’-O-[(二异丙基氨)-(2-氰基乙氧基)氧磷基]-3’-O-(4,4’-二甲氧基三苯甲基)-2’-脱氧胞啶
• 中文别名: N-苯甲酰基-5'-O-[(二异丙基氨)-(2-氰基乙氧基)氧磷基]-3'-O-(4,4'-二甲氧基三苯甲基)-2'-脱氧胞啶
• 英文名称: (N4-Benzoyl)-5'-O-[(N,N-diisopropylamino)-(2-cyanoethoxy)phosphinyl]-3'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine
• 英文别名: N-[1-[(2R,4S,5R)-4-[bis(4-methoxyphenyl)-phenylmethoxy]-5-[[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxymethyl]oxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide
• CAS: 140712-83-0
• 化学式: C₄₆H₅₂N₅O₈P
• 分子量: 833.921
• InChiKey: OXUQZHDIUOKQGM-SALLYJDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  60
• 可旋转键数：
  19
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  144
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-苯甲酰基-5’-O-[(二异丙基氨)-(2-氰基乙氧基)氧磷基]-3’-O-(4,4’-二甲氧基三苯甲基)-2’-脱氧胞啶 、 SPACER18亚磷酰胺 、 alkaline earth salt of/the/ methylsulfuric acid 以2.6 mg的产率得到
  参考文献：
  名称：

  用化学活化的3'-荧光团标记的核苷酸对DNA序列进行四色，无酶询问。

  摘要：

  DOI：

  10.1002/anie.200600804

文献信息

• A porphycene-DNA hybrid and its DNA-templated interactions with a porphyrin
  作者：Rüdiger Haug、Clemens Richert

  DOI：10.1142/s1088424612500575

  日期：2012.5

  A porphycene with a hydroxyethyl side chain was coupled to the 3′-terminus of an oligodeoxynucleotide via solid-phase synthesis. The resulting porphycene-DNA hybrid binds to a complementary region of a DNA target strand with greater affinity than the unmodified control oligonucleotide, resulting in an increase of the UV-melting point of 12.7 °C. Duplex formation is accompanied by an increase in porphycene fluorescence at 640 nm by 18%. When a tetrakis(p-hydroxyphenyl)porphyrin appended to the 5′-terminus of another DNA-strand is brought into close proximity of the porphycene by hybridizing it to the downstream-region of the template strand, 94% of the porphycene fluorescence is quenched. By quenching each others fluorescence to different degrees, porphycene and porphyrin, together, report on local DNA structure in a fashion reminiscent of that of molecular beacons. The introduction of porphycenes and the porphycene-porphyrin "two hybrid system'' to DNA-based structuring may open up new avenues to designed functional materials.

  通过固相合成将带有羟乙基侧链的卟吩与寡聚脱氧核苷酸的 3′-末端偶联。与未修饰的对照寡核苷酸相比，卟吩-DNA 杂交产物与 DNA 目标链互补区的结合亲和力更大，从而使紫外熔点提高了 12.7 °C。双链形成的同时，640 纳米波长处的卟吩荧光增加了 18%。当连接到另一条 DNA 链 5′-末端的四(对羟基苯基)卟啉与模板链下游区域杂交，使其靠近卟吩时，94% 的卟吩荧光被淬灭。通过在不同程度上淬灭彼此的荧光，卟吩和卟啉以类似分子信标的方式共同报告 DNA 的局部结构。将卟吩和卟吩-卟啉 "双杂交系统 "引入基于 DNA 的结构设计，可能会为设计功能材料开辟新的途径。
• RNASE L ACTIVATORS AND ANTISENSE OLIGONUCLEOTIDES EFFECTIVE TO TREAT RSV INFECTIONS
  申请人：NATIONAL INSTITUTES OF HEALTH

  公开号：EP1007655A1

  公开（公告）日：2000-06-14
• RNase L activator-antisense complexes
  申请人：The Cleveland Clinic Foundation

  公开号：US20030203356A1

  公开（公告）日：2003-10-30

  The present invention relates to methods of targeting RNA and is particularly useful for inhibiting infection by RNA viruses with complexes of an activator of RNase L and an oligonucleotide that is capable of binding to the genome, antigenome or mRNAs of a target RNA (e.g. a negative strand RNA virus) to specifically cleave the genomic or antigenomic RNA strand of the target RNA (e.g. the virus). The invention in one embodiment relates to a covalently linked complex of an oligonucleotide that is capable of binding to the genomic or antigenomic template RNA strand of a negative strand RNA virus and/or binding to an mRNA of a viral protein (an “antisense oligonucleotide”) coupled to an activator of RNase L. In a preferred embodiment of the present invention, the oligonucleotide component of the complex is complementary to a region of the viral genomic RNA strand characterized by repeated or consensus sequences.
• US5998602A
  申请人：——

  公开号：US5998602A

  公开（公告）日：1999-12-07
• US6214805B1
  申请人：——

  公开号：US6214805B1

  公开（公告）日：2001-04-10