2-氯肌苷单磷酸酯 | 26550-86-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 中文名称: 2-氯肌苷单磷酸酯
• 英文名称: 2-Chlor-inosin-5'-phosphat
• 英文别名: 2-Chloroinosine monophosphate；[(2R,3S,4R,5R)-5-(2-chloro-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• CAS: 26550-86-7
• 化学式: C₁₀H₁₂ClN₄O₈P
• 分子量: 382.654
• InChiKey: PDEHTPJGNSQPMN-UUOKFMHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  176
• 氢给体数：
  5
• 氢受体数：
  10

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  鸟苷酸	5'-guanosine monophosphate	85-32-5	C10H14N5O8P	363.224

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  2-氯肌苷	2-chloroinosine	13276-43-2	C10H11ClN4O5	302.674

反应信息

• 作为反应物：
  描述：

  2-氯肌苷单磷酸酯 在 sodium phosphate buffer 作用下， 以 水 为溶剂， 生成 2-氯肌苷
  参考文献：
  名称：

  Formation of 2-chloroinosine from guanosine by treatment of HNO2 in the presence of NaCl

  摘要：

  We investigated the reaction of Guo with nitrous acid in the presence of NaCl. When 1 mM Guo was incubated with 100 mM NaNO2 and 2 M NaCl in sodium acetate buffer at pH 3.2 and 37 degreesC, 2-chloroinosine (2-Cl-Ino) was produced in addition to oxanosine (Oxo) and xanthosine (Xao). The yield of 2-Cl-Ino was 0.033 mM at an incubation time of 2 h. Under the same reaction conditions, GMP and dGuo gave rise to the corresponding 2-chloro derivatives with comparable yields. All the 2-chloro derivatives were fairly stable (t(1/2) > 360 h) at physiological pH and temperature. To elucidate the reaction mechanism of the chlorination, the diazoate derivative of Guo, a reaction intermediate of the Guo-HNO2 system, was employed as a starting compound. When the diazoate was incubated with 2M NaCl in a neutral solution, 2-Cl-Ino was produced in addition to Oxo and Xao. These results suggest that the 2-chloro derivatives can be produced from foodstuffs in the human stomach and may have potential importance as a carcinogen causing gastric cancer. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00173-0
• 作为产物：
  描述：

  鸟苷酸 在 sodium acetate 、 sodium chloride 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 2.0h， 生成 2-氯肌苷单磷酸酯 、 XMP 、 oxasine 5'-monophosphate
  参考文献：
  名称：

  Formation of 2-chloroinosine from guanosine by treatment of HNO2 in the presence of NaCl

  摘要：

  We investigated the reaction of Guo with nitrous acid in the presence of NaCl. When 1 mM Guo was incubated with 100 mM NaNO2 and 2 M NaCl in sodium acetate buffer at pH 3.2 and 37 degreesC, 2-chloroinosine (2-Cl-Ino) was produced in addition to oxanosine (Oxo) and xanthosine (Xao). The yield of 2-Cl-Ino was 0.033 mM at an incubation time of 2 h. Under the same reaction conditions, GMP and dGuo gave rise to the corresponding 2-chloro derivatives with comparable yields. All the 2-chloro derivatives were fairly stable (t(1/2) > 360 h) at physiological pH and temperature. To elucidate the reaction mechanism of the chlorination, the diazoate derivative of Guo, a reaction intermediate of the Guo-HNO2 system, was employed as a starting compound. When the diazoate was incubated with 2M NaCl in a neutral solution, 2-Cl-Ino was produced in addition to Oxo and Xao. These results suggest that the 2-chloro derivatives can be produced from foodstuffs in the human stomach and may have potential importance as a carcinogen causing gastric cancer. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00173-0

文献信息

• US6826488B1
  申请人：——

  公开号：US6826488B1

  公开（公告）日：2004-11-30
• Formation of 2-chloroinosine from guanosine by treatment of HNO2 in the presence of NaCl
  作者：Toshinori Suzuki、Hiroshi Ide、Masaki Yamada、Takashi Morii、Keisuke Makino

  DOI：10.1016/s0968-0896(01)00173-0

  日期：2001.11

  We investigated the reaction of Guo with nitrous acid in the presence of NaCl. When 1 mM Guo was incubated with 100 mM NaNO2 and 2 M NaCl in sodium acetate buffer at pH 3.2 and 37 degreesC, 2-chloroinosine (2-Cl-Ino) was produced in addition to oxanosine (Oxo) and xanthosine (Xao). The yield of 2-Cl-Ino was 0.033 mM at an incubation time of 2 h. Under the same reaction conditions, GMP and dGuo gave rise to the corresponding 2-chloro derivatives with comparable yields. All the 2-chloro derivatives were fairly stable (t(1/2) > 360 h) at physiological pH and temperature. To elucidate the reaction mechanism of the chlorination, the diazoate derivative of Guo, a reaction intermediate of the Guo-HNO2 system, was employed as a starting compound. When the diazoate was incubated with 2M NaCl in a neutral solution, 2-Cl-Ino was produced in addition to Oxo and Xao. These results suggest that the 2-chloro derivatives can be produced from foodstuffs in the human stomach and may have potential importance as a carcinogen causing gastric cancer. (C) 2001 Elsevier Science Ltd. All rights reserved.