2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(Z)-2-pyren-1-ylethenyl]-1H-purin-6-one | 1140234-08-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(Z)-2-pyren-1-ylethenyl]-1H-purin-6-one
• CAS: 1140234-08-7
• 化学式: C₂₈H₂₃N₅O₄
• 分子量: 493.522
• InChiKey: WGACGEVWJXRJCM-DSYYCSAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  37
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(Z)-2-pyren-1-ylethenyl]-1H-purin-6-one 以 甲醇 为溶剂， 反应 0.02h， 以82%的产率得到2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(E)-2-pyren-1-ylethenyl]-1H-purin-6-one
  参考文献：
  名称：

  Fluorescence switching of photochromic vinylpyrene-substituted 2′-deoxyguanosine

  摘要：

  We synthesized C8-vinylpyrene-substituted 2'-deoxyguanosine (VPy)G and studied the photoregulated reversible E-Z isomerization. When E-isomer was irradiated with visible light (>420 nm), E- to Z-isomerization took place very rapidly, while upon irradiation with UV-Iight (similar to 365 nm), Z-isomer was converted to E-isomer. When Z-isomer was illuminated with 365-400 nm light, no fluorescence was observed, while F-isomer showed a very strong fluorescence emission, indicating that (VPy)G could be a useful fluorescence switching molecule. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.029
• 作为产物：
  描述：

  2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(E)-2-pyren-1-ylethenyl]-1H-purin-6-one 以 甲醇 为溶剂， 反应 0.08h， 以92%的产率得到2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(Z)-2-pyren-1-ylethenyl]-1H-purin-6-one
  参考文献：
  名称：

  Fluorescence switching of photochromic vinylpyrene-substituted 2′-deoxyguanosine

  摘要：

  We synthesized C8-vinylpyrene-substituted 2'-deoxyguanosine (VPy)G and studied the photoregulated reversible E-Z isomerization. When E-isomer was irradiated with visible light (>420 nm), E- to Z-isomerization took place very rapidly, while upon irradiation with UV-Iight (similar to 365 nm), Z-isomer was converted to E-isomer. When Z-isomer was illuminated with 365-400 nm light, no fluorescence was observed, while F-isomer showed a very strong fluorescence emission, indicating that (VPy)G could be a useful fluorescence switching molecule. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.029

文献信息

• Fluorescence switching of photochromic vinylpyrene-substituted 2′-deoxyguanosine
  作者：Yoshio Saito、Katsuhiko Matsumoto、Yoshiki Takeuchi、Subhendu Sekhar Bag、Satoshi Kodate、Takashi Morii、Isao Saito

  DOI：10.1016/j.tetlet.2009.01.029

  日期：2009.4

  We synthesized C8-vinylpyrene-substituted 2'-deoxyguanosine (VPy)G and studied the photoregulated reversible E-Z isomerization. When E-isomer was irradiated with visible light (>420 nm), E- to Z-isomerization took place very rapidly, while upon irradiation with UV-Iight (similar to 365 nm), Z-isomer was converted to E-isomer. When Z-isomer was illuminated with 365-400 nm light, no fluorescence was observed, while F-isomer showed a very strong fluorescence emission, indicating that (VPy)G could be a useful fluorescence switching molecule. (C) 2009 Elsevier Ltd. All rights reserved.