1-脱氧-1-(7,8-二氯-2,4-二氧代-3,4-二氢苯并[g]蝶啶-10(2H)-基)-D-核糖醇 | 521-96-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 中文名称: 1-脱氧-1-(7,8-二氯-2,4-二氧代-3,4-二氢苯并[g]蝶啶-10(2H)-基)-D-核糖醇
• 英文名称: 7,8-dichlororiboflavin
• 英文别名: 7,8-dichloro-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
• CAS: 521-96-0
• 化学式: C₁₅H₁₄Cl₂N₄O₆
• 分子量: 417.205
• InChiKey: DJCIYZJXUMWSSM-UMNHJUIQSA-N

物化性质

• 密度：
  1.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  155
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5’-三磷酸腺苷 、 1-脱氧-1-(7,8-二氯-2,4-二氧代-3,4-二氢苯并[g]蝶啶-10(2H)-基)-D-核糖醇 在 apo flavin adenine dinucleotide synthetase 、 magnesium chloride 作用下， 以 aq. phosphate buffer 为溶剂， 生成 [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4S)-5-(7,8-dichloro-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] hydrogen phosphate
  参考文献：
  名称：

  Switching an O₂ sensitive glucose oxidase bioelectrode into an almost insensitive one by cofactor redesign

  摘要：

  我们通过辅因子重新设计，将一种对O₂敏感的葡萄糖氧化酶生物电极转换为几乎不敏感的生物电极。

  DOI：

  10.1039/c4cc01670j

文献信息

• Broadening the Scope of the Flavin‐Tag Method by Improving Flavin Incorporation and Incorporating Flavin Analogs
  作者：Yapei Tong、Marnix R. Loonstra、Marco W. Fraaije

  DOI：10.1002/cbic.202200144

  日期：2022.6.3

  Flavin-tag 2.0: The Flavin-tag method can be used for labelling of proteins with various chromo- and fluorophores and redox-active probes, including flavin (yellow), roseoflavin (red), 5-deazaflavin (fluorescent), and nicotinamide.

  Flavin-tag 2.0：Flavin-tag 方法可用于用各种发色团和荧光团以及氧化还原活性探针标记蛋白质，包括黄素（黄色）、玫瑰黄素（红色）、5-脱氮杂黄素（荧光）和烟酰胺。
• Oxygen carrier system, artificial oxygen carrier, and reducing agent
  申请人：Tsuchida Eishun

  公开号：US20050025757A1

  公开（公告）日：2005-02-03

  An oxygen carrier system includes an artificial oxygen carrier including hemoglobin vesicles encapsulating hemoglobin and an intermediate electron mediator having a standard electrode potential of 0.05 V to 0.56 V (vs. the standard hydrogen electrode) in the vesicles, and a reducing agent which is added to an external aqueous phase of the hemoglobin vesicle to reduce methemoglobin when the hemoglobin encapsulated in the hemoglobin vesicle is oxidized to the methemoglobin. The reducing agent has, as an active component, at least one compound selected from the group consisting of a thiol compound and a reducing sugar.

  一个氧气载体系统包括人工氧气载体，其中包括血红蛋白囊泡封装血红蛋白和中间电子介质，在囊泡中的标准电极电位为0.05 V至0.56 V（相对于标准氢电极），以及还有还原剂，该还原剂被添加到血红蛋白囊泡的外部水相中，以在血红蛋白囊泡中封装的血红蛋白被氧化成为甲血红蛋白时还原甲血红蛋白。还原剂具有至少一种活性成分，所选自硫醇化合物和还原糖组成的群体。
• METHOD OF PHOTOREDUCTION OF HEMOGLOBIN VESICLES
  申请人：JAPAN SCIENCE AND TECHNOLOGY CORPORATION

  公开号：EP1297843A1

  公开（公告）日：2003-04-02

  Disclosed is a method and apparatus for regenerating an oxygen-binding ability by reducing the methemoglobin contained in hemoglobin-vesicle by light irradiation. This method comprises adding electron donors such as amino acids, saccharides, alcohols, and/or flavin derivatives in appropriate amounts to the inner aqueous phase of the hemoglobin-vesicle, applying light to the vesicle when the content of methemoglobin increases as a result of oxidation of hemoglobin, thereby reducing the metohemoglobin. In this manner, the oxygen-binding ability is recovered, thereby maintaining the function of the hemoglobin-vesicle.

  本发明公开了一种通过光照射还原血红蛋白-囊泡中所含的高铁血红蛋白来再生氧结合能力的方法和装置。该方法包括在血红蛋白-囊泡的内部水相中加入适量的电子供体，如氨基酸、糖类、醇类和/或黄素衍生物，当血红蛋白氧化导致高铁血红蛋白含量增加时，对囊泡进行光照，从而减少高铁血红蛋白。这样，氧结合能力就得到了恢复，从而保持了血红蛋白囊的功能。
• Photoreduction method for hemoglobin-visicle
  申请人：Japan Science and Technology Corporation

  公开号：US20020095108A1

  公开（公告）日：2002-07-18

  Disclosed is a method and apparatus for regenerating an oxygen-binding ability by reducing the methemoglobin contained in hemoglobin-vesicle by light irradiation. This method comprises adding electron donors such as amino acids, saccharides, alcohols, and/or flavin derivatives in appropriate amounts to the inner aqueous phase of the hemoglobin-vesicle, applying light to the vesicle when the content of methemoglobin increases as a result of oxidation of hemoglobin, thereby reducing the metohemoglobin. In this manner, the oxygen-binding ability is recovered, thereby maintaining the function of the hemoglobin-vesicle.

  本发明公开了一种通过光照射还原血红蛋白-囊泡中所含的高铁血红蛋白来再生氧结合能力的方法和装置。该方法包括在血红蛋白-囊泡的内部水相中加入适量的电子供体，如氨基酸、糖类、醇类和/或黄素衍生物，当血红蛋白氧化导致高铁血红蛋白含量增加时，对囊泡进行光照，从而减少高铁血红蛋白。这样，氧结合能力就得到了恢复，从而保持了血红蛋白囊的功能。
• Reduction of flavins by thiols. 2. Spectrophotometric evidence for a thiol-C(4a) flavin adduct and the kinetics of deprotonation of the -SH group of the dithiothreitol adduct
  作者：Edward L. Loechler、Thomas C. Hollocher

  DOI：10.1021/ja00544a028

  日期：1980.11