8-S-L-cysteinylguanosine | 1439388-74-5

• 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: 8-S-L-cysteinylguanosine
• 英文别名: (2R)-2-amino-3-[[2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-8-yl]sulfanyl]propanoic acid
• CAS: 1439388-74-5
• 化学式: C₁₃H₁₈N₆O₇S
• 分子量: 402.388
• InChiKey: MVKPJZAXTHIJSX-JXTIHOJPSA-N

物化性质

• 沸点：
  867.4±75.0 °C(Predicted)
• 密度：
  2.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.6
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  244
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  L-半胱氨酸 、 8-溴鸟苷 以 aq. phosphate buffer 为溶剂， 反应 48.0h， 生成 8-S-L-cysteinylguanosine 、 鸟苷
  参考文献：
  名称：

  Formation of 8-S-l-cysteinylguanosine from 8-bromoguanosine and cysteine

  摘要：

  When 8-bromoguanosine was incubated with cysteine at pH 7.4 and 37 degrees C, a previously unidentified product was formed as a major product in addition to guanosine. The product was identified as a cysteine substitution derivative of guanosine at the 8 position, 8-S-L-cysteinylguanosine. The reaction was accelerated under mildly basic conditions. The cysteine adduct of guanosine was fairly stable and decomposed with a half-life of 193 h at pH 7.4 and 37 degrees C. Similar results were observed for incubation of 8-bromo-2'-deoxyguanosine with cysteine. The results suggest that 8-bromoguanine in nucleosides, nucleotides, RNA, and DNA can react with thiols resulting in stable adducts. (c) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.084

文献信息

• Formation of 8-S-l-cysteinylguanosine from 8-bromoguanosine and cysteine
  作者：Toshinori Suzuki、Aya Kosaka、Michiyo Inukai

  DOI：10.1016/j.bmcl.2013.04.084

  日期：2013.7

  When 8-bromoguanosine was incubated with cysteine at pH 7.4 and 37 degrees C, a previously unidentified product was formed as a major product in addition to guanosine. The product was identified as a cysteine substitution derivative of guanosine at the 8 position, 8-S-L-cysteinylguanosine. The reaction was accelerated under mildly basic conditions. The cysteine adduct of guanosine was fairly stable and decomposed with a half-life of 193 h at pH 7.4 and 37 degrees C. Similar results were observed for incubation of 8-bromo-2'-deoxyguanosine with cysteine. The results suggest that 8-bromoguanine in nucleosides, nucleotides, RNA, and DNA can react with thiols resulting in stable adducts. (c) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.