(1R,3S,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(O-2-cyanoethyl-N,N-diisopropylphosphityl)oxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane

• 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: (1R,3S,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(O-2-cyanoethyl-N,N-diisopropylphosphityl)oxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
• 英文别名: 3-[[(1R,3S,4R,7S)-1-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dioxabicyclo[2.2.1]heptan-7-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• 化学式: C₄₁H₄₉N₄O₉P
• 分子量: 772.835
• InChiKey: STPXOEPMLLHUDQ-GAVLCCITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  55
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  141
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  胸腺嘧啶 在 palladium dihydroxide 吡啶 、 三甲基氯硅烷 、 氢气 、 sodium hydride 、 silver nitrate 、 N,N-二异丙基乙胺 、 N,N-二(三甲基硅基)乙酰胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 168.0h， 生成 (1R,3S,4R,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(O-2-cyanoethyl-N,N-diisopropylphosphityl)oxy-3-(thymin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  α-LNA, locked nucleic acid with α-d-configuration

  摘要：

  有效合成了α-LNA的双环胸腺嘧啶单体（αTL），并用于合成α-LNA序列：在α-配置的寡胸腺苷酸中加入单个αTL单体会降低对互补DNA和RNA的亲和力，而完全改性的α-LNA序列对互补RNA表现出非常高效的识别能力。

  DOI：

  10.1039/b003104f

文献信息

• α-LNA, locked nucleic acid with α-d-configuration
  作者：Poul Nielsen、Jakob Kragh Dalskov

  DOI：10.1039/b003104f

  日期：——

  The bicyclic thymine monomer of α-LNA (αTL) was efficiently synthesised and used in the synthesis of α-LNA sequences: incorporation of single αTL-monomers in α-configured oligothymidylates destabilises the affinity towards both complementary DNA and RNA, whereas a fully modified α-LNA sequence displays a very efficient recognition of complementary RNA.

  有效合成了α-LNA的双环胸腺嘧啶单体（αTL），并用于合成α-LNA序列：在α-配置的寡胸腺苷酸中加入单个αTL单体会降低对互补DNA和RNA的亲和力，而完全改性的α-LNA序列对互补RNA表现出非常高效的识别能力。
• SYNTHESIS AND EVALUATION OF α-LNA
  作者：Nanna K. Christensen、Jakob K. Dalskov、Paul Nielsen

  DOI：10.1081/ncn-100002438

  日期：2001.3.31

  Three different synthetic routes to the alpha -configured LNA thymine monomer starting from D-allose or D-arabinose were investigated. The introduction of one or four alpha -LNA monomers into alpha -DNA had a destabilizing effect on the duplexes. However, a fully modified alpha -LNA sequence displayed strong recognition of complementary RNA, but no transition with DNA.
• Crosslinked Nucleoside Intermediate Crystal And Method For Producing Same, And Method For Producing Crosslinked Nucleoside Amidite
  申请人：Yamasa Corporation

  公开号：US20220315617A1

  公开（公告）日：2022-10-06

  A crystal of a compound represented by the following formula 5: in which R 1 represents a protecting group for a hydroxyl group, and R 2 represents a leaving group.
• α-LNA (Locked Nucleic Acid withα-D-Configuration): Synthesis and Selective Parallel Recognition of RNA
  作者：Poul Nielsen、Nanna K. Christensen、Jakob K. Dalskov

  DOI：10.1002/1521-3765(20020201)8:3<712::aid-chem712>3.0.co;2-0

  日期：2002.2.1

  alpha-LNA is presented as a stereoisomer of LNA (locked nucleic acid) with alpha-D-configuration. Three different approaches towards the thymine a-LNA monomer as well as the 5-methylcytosine alpha-LNA monomer are presented. Different alpha-LNA sequences have been synthesised and their hybridisation with complementary DNA and RNA has been evaluated by means of thermal stability experiments and circular dichroism spectroscopy. In a mixed pyrimidine sequence, alpha-LNA displays unprecedented parallel-stranded and selective RNA binding. Furthermore, a remarkable selectivity for hybridisation with RNA over DNA is indicated.