10-carboxy-decyl-(2-cyanoethyl)-(N,N-diisopropyl)-phosphoramidite N-hydroxysuccinimide ester | 374540-37-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 10-carboxy-decyl-(2-cyanoethyl)-(N,N-diisopropyl)-phosphoramidite N-hydroxysuccinimide ester
• 英文别名: (2,5-Dioxopyrrolidin-1-yl) 10-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxydecanoate
• CAS: 374540-37-1
• 化学式: C₂₃H₄₀N₃O₆P
• 分子量: 485.561
• InChiKey: JGUCYBGKYZNDOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  33
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Methyl 2-phenyl-2-[(2,2,2-trichloroacetyl)carbamoyloxy]acetate 、 10-carboxy-decyl-(2-cyanoethyl)-(N,N-diisopropyl)-phosphoramidite N-hydroxysuccinimide ester 在 5-(乙硫基)-1H-四唑 、 碘 作用下， 以 乙腈 、 四氢呋喃 、 吡啶 、 水 为溶剂， 反应 0.66h， 生成 5-aminoallyl-UTP
  参考文献：
  名称：

  Solid-phase synthesis of new ribo and deoxyribo BrdU probes for labeling and detection of nucleic acids

  摘要：

  A facile and efficient solid-phase synthesis of BrdU-14-UTP and BrdU-14-dUTP is reported. The method involves a nucleophilic addition of CPG-supportecl Br-dU with a T-carboxy modifier amidite, followed by the coupling with AA-UTP or AA-dUTP and finally the solid-support is cleaved under basic conditions. The newly prepared non-radioactive probes may have important applications in immunocytochemistry spatially in labeling and detection assays. BrdU moiety is coupled with nucleotides like dUTP and UTP and incorporated into nucleic acids using generally available polymerase like Taq polymerase or RNA polymerase. The probes thus generated can be used in standard blotting and hybridization procedures including in situ hybridization and detection with anti-BrdU conjugates. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.122

文献信息

• 5-BROMO-2'-DEOXY-URIDINE LABELED NUCLEOTIDE TRIPHOSPHATES AND NUCLEIC ACID PROBES AND METHODS OF MAKING AND USING THE SAME
  申请人：Life Technologies Corporation

  公开号：EP2170924B1

  公开（公告）日：2015-07-22
• 5-Bromo-2'-Deoxy-Uridine Labeled Nucleotide Triphosphates and Nucleic Acid Probes and Methods of Making and Using the Same
  申请人：Kore Anilkumar R.

  公开号：US20090325158A1

  公开（公告）日：2009-12-31

  5-bromo-2′-deoxy-uridine (BrdU) labeled nucleotide triphosphates and nucleic acid probes are described herein. The BrdU labeled nucleotide triphosphates include a linker between the nucleotide triphosphate and the BrdU moiety. The linker can be cleavable or non-cleavable. The nucleotide triphosphates can be a ribonucleotide triphosphates, 2′-deoxyribonucleotide triphosphates or 2′,3′-dideoxyribonucleotide triphosphates. The nucleic acid probes can be used for in situ hybridization.
• US7915392B2
  申请人：——

  公开号：US7915392B2

  公开（公告）日：2011-03-29
• US8163897B2
  申请人：——

  公开号：US8163897B2

  公开（公告）日：2012-04-24