6-Dimethylamino-naphthalene-2-carboxylic acid {2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-ylamino]-ethyl}-amide | 872419-07-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 6-Dimethylamino-naphthalene-2-carboxylic acid {2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-ylamino]-ethyl}-amide
• 英文别名: 6-(dimethylamino)-N-[2-[[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]amino]ethyl]naphthalene-2-carboxamide
• CAS: 872419-07-3
• 化学式: C₂₄H₂₉N₅O₅
• 分子量: 467.525
• InChiKey: CTNOEXKTKJFBPT-TUNNFDKTSA-N

物化性质

• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  127
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-Dimethylamino-naphthalene-2-carboxylic acid {2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-ylamino]-ethyl}-amide 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(4-{2-[(6-dimethylamino-naphthalene-2-carbonyl)-amino]-ethylamino}-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  Monitoring of Microenvironmental Changes in the Major and Minor Grooves of DNA by Dan-Modified Oligonucleotides

  摘要：

  We describe the synthesis of new environmentally sensitive fluorescence probes to elucidate DNA structures. DNA oligonucleotides containing fluorophore dan (6-(dimethylamino)-2-acylnaphthalene)-modified dC or dG were able to monitor the microenvironmental changes in both the major and minor grooves of DNA with a B- to A-DNA conformational transition and RNA hybridization.

  DOI：

  10.1021/ol052473m
• 作为产物：
  描述：

  6-Dimethylamino-naphthalene-2-carboxylic acid (2-{1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-ylamino}-ethyl)-amide 在 氢氟酸 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到6-Dimethylamino-naphthalene-2-carboxylic acid {2-[1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-ylamino]-ethyl}-amide
  参考文献：
  名称：

  Monitoring of Microenvironmental Changes in the Major and Minor Grooves of DNA by Dan-Modified Oligonucleotides

  摘要：

  We describe the synthesis of new environmentally sensitive fluorescence probes to elucidate DNA structures. DNA oligonucleotides containing fluorophore dan (6-(dimethylamino)-2-acylnaphthalene)-modified dC or dG were able to monitor the microenvironmental changes in both the major and minor grooves of DNA with a B- to A-DNA conformational transition and RNA hybridization.

  DOI：

  10.1021/ol052473m