6-benzo[a]pyrene-1'-α-D-2'-deoxyriboside | 667457-89-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 6-benzo[a]pyrene-1'-α-D-2'-deoxyriboside
• 英文别名: (2R,3S,5S)-5-benzo[b]pyren-6-yl-2-(hydroxymethyl)oxolan-3-ol
• CAS: 667457-89-8
• 化学式: C₂₅H₂₀O₃
• 分子量: 368.432
• InChiKey: ATHNBMFIYSUBOL-FDFHNCONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-benzo[a]pyrene-1'-α-D-2'-deoxyriboside 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 5'-(4,4'-dimethoxytrityl)-6-benzo[a]pyrene-1'-α/β-D-2'-deoxyriboside-3'-O-(cyanoethyl-N,N-diisopropylamino)phosphoramidite
  参考文献：
  名称：

  Modified DNA Analogues That Sense Light Exposure with Color Changes

  摘要：

  We report the discovery of a new class of light-sensing molecules. These light sensors are composed of fluorophore oligomers assembled on a DNA backbone. A combinatorial library of tetrafluorophores consisting of over 14 000 compounds was synthesized and screened for rapid responses toward light exposure. Among the most light-sensitive molecules, at least three tetramers were found to respond to light exposure with apparent color changes, rather than simple photobleaching.

  DOI：

  10.1021/ja046910o
• 作为产物：
  描述：

  6-benzo[a]pyrene-1'-α/β-D-2'-deoxyriboside-3',5'-di(p-toluoyl) ester 在 甲醇 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 6-benzo[a]pyrene-1'-α-D-2'-deoxyriboside 、 6-benzo[a]pyrene-1'-β-D-2'-deoxyriboside
  参考文献：
  名称：

  Modified DNA Analogues That Sense Light Exposure with Color Changes

  摘要：

  We report the discovery of a new class of light-sensing molecules. These light sensors are composed of fluorophore oligomers assembled on a DNA backbone. A combinatorial library of tetrafluorophores consisting of over 14 000 compounds was synthesized and screened for rapid responses toward light exposure. Among the most light-sensitive molecules, at least three tetramers were found to respond to light exposure with apparent color changes, rather than simple photobleaching.

  DOI：

  10.1021/ja046910o

文献信息

• Modified DNA Analogues That Sense Light Exposure with Color Changes
  作者：Jianmin Gao、Soichiro Watanabe、Eric T. Kool

  DOI：10.1021/ja046910o

  日期：2004.10.1

  We report the discovery of a new class of light-sensing molecules. These light sensors are composed of fluorophore oligomers assembled on a DNA backbone. A combinatorial library of tetrafluorophores consisting of over 14 000 compounds was synthesized and screened for rapid responses toward light exposure. Among the most light-sensitive molecules, at least three tetramers were found to respond to light exposure with apparent color changes, rather than simple photobleaching.