5'-dimethoxytrityl-2'-(dansylamino)-2'-deoxyuridine 3'-phosphorobisdiethylamidite

• 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: 5'-dimethoxytrityl-2'-(dansylamino)-2'-deoxyuridine 3'-phosphorobisdiethylamidite
• 英文别名: N-[(2R,3R,4S,5R)-4-[bis(diethylamino)phosphanyloxy]-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-2-(2,4-dioxopyrimidin-1-yl)oxolan-3-yl]-5-(dimethylamino)naphthalene-1-sulfonamide
• 化学式: C₅₀H₆₁N₆O₉PS
• 分子量: 953.109
• InChiKey: DAVCGNUROIRMDU-PFDDVTGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  67
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  丹酰氯 在 吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 5'-dimethoxytrityl-2'-(dansylamino)-2'-deoxyuridine 3'-phosphorobisdiethylamidite
  参考文献：
  名称：

  Synthesis, binding and fluorescence properties of oligonucleotide derivatives having a dansyl fluorescence label attached to the 2′-position of a ribonucleoside

  摘要：

  Oligonucleotide derivatives having a dansyl fluorescence label at the 2'-position of a ribonucleoside have been synthesized by using 5'-dimethoxytrityl 2'-(dansylamino)uridine 3'-phosphorobisdethylamidie. The oligonucleotide containing a dansyl-modified uridine at the 5'-terminal position exhibits normal binding affinity for a complementary DNA segment in an aqueous buffer solution (pH 7.0). A significant increase in fluorescence intensity and blue-shift of the emission maximum were observed for dansyl-modified oligonucleotide upon binding to DNA. The fluorescence increase upon binding of dansyl-modified oligonucleotide to the target DNA was found to be sensitive to base mismatch in the DNA sequence. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00131-2

文献信息

• Synthesis, binding and fluorescence properties of oligonucleotide derivatives having a dansyl fluorescence label attached to the 2′-position of a ribonucleoside
  作者：Kazushige Yamana、Yoshihito Ohashi、Kenji Nunota、Hidehiko Nakano

  DOI：10.1016/s0040-4020(97)00131-2

  日期：1997.3

  Oligonucleotide derivatives having a dansyl fluorescence label at the 2'-position of a ribonucleoside have been synthesized by using 5'-dimethoxytrityl 2'-(dansylamino)uridine 3'-phosphorobisdethylamidie. The oligonucleotide containing a dansyl-modified uridine at the 5'-terminal position exhibits normal binding affinity for a complementary DNA segment in an aqueous buffer solution (pH 7.0). A significant increase in fluorescence intensity and blue-shift of the emission maximum were observed for dansyl-modified oligonucleotide upon binding to DNA. The fluorescence increase upon binding of dansyl-modified oligonucleotide to the target DNA was found to be sensitive to base mismatch in the DNA sequence. (C) 1997 Elsevier Science Ltd.