N²-(1-carboxyethyl)-guanosine

• 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: N²-(1-carboxyethyl)-guanosine
• 英文别名: N-carboxyethylguanosine；n(2)-Carboxyethylguanosine；2-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]amino]propanoic acid
• 化学式: C₁₃H₁₇N₅O₇
• 分子量: 355.307
• InChiKey: JYXKXKDWVWQIOH-WEQFEWOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  179
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  鸟苷 、 脱氢抗坏血酸 在 phosphate buffer 、 氧气 作用下， 反应 72.0h， 生成 N²-(1-carboxyethyl)-guanosine 、 2-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-ylamino]-4-hydroxy-butyric acid
  参考文献：
  名称：

  Formation of guanosine adducts from l-ascorbic acid under oxidative conditions

  摘要：

  L-Ascorbic acid (AA) was incubated with guanosine under physiological conditions and the reaction was monitored by HPLC-DAD. Four reaction products were isolated and identified as two pairs of diastereomers of N-2-(1-Carboxyethyl)-guanosine and N-2-(1-Carboxy-3-hydroxypropyl)-guanosine respectively. They were formed from AA in the presence of oxygen as well as from its degradation products L-dehydroascorbic acid and L-xylosone. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10056-7

文献信息

• METHODS OF PROTECTION FROM OXIDATIVE STRESS
  申请人：Trustees of Boston University

  公开号：EP1871388A2

  公开（公告）日：2008-01-02
• [EN] METHODS OF PROTECTION FROM OXIDATIVE STRESS<br/>[FR] PROCEDES DE PROTECTION CONTRE LE STRESS OXYDATIF
  申请人：UNIV BOSTON

  公开号：WO2006107949A2

  公开（公告）日：2006-10-12

  [EN] Alterations in the structure of telomeres lead to modulation in the redox state of the cell. Substances which mimic destabilized telomeres, such as t-oligos, have a protective effect on future exposure of a cell to oxidative stress.
  [FR] Selon cette invention, des modifications de la structure de télomères entraînent la modulation de l'état redox de la cellule. Des substances qui imitent des télomères déstabilisés, telles que des t-oligos, ont un effet protecteur sur une cellule exposée par la suite à un stress oxydatif.
• [EN] SWEET TASTE ENHANCER<br/>[FR] EXHAUSTEUR DE GOÛT SUCRÉ
  申请人：FRITO LAY TRADING CO GMBH

  公开号：WO2013121264A1

  公开（公告）日：2013-08-22

  This disclosure provides a sweetness-enhancing component consisting essentially of 5-acetoxyrfiethyl-2-furaldehyde, which can be used to enhance sweetness of reduced calorie products comprising a nutritive sweetener.
• Formation of guanosine adducts from l-ascorbic acid under oxidative conditions
  作者：Bernd Larisch、Monika Pischetsrieder、Theodor Severin

  DOI：10.1016/s0960-894x(97)10056-7

  日期：1997.10

  L-Ascorbic acid (AA) was incubated with guanosine under physiological conditions and the reaction was monitored by HPLC-DAD. Four reaction products were isolated and identified as two pairs of diastereomers of N-2-(1-Carboxyethyl)-guanosine and N-2-(1-Carboxy-3-hydroxypropyl)-guanosine respectively. They were formed from AA in the presence of oxygen as well as from its degradation products L-dehydroascorbic acid and L-xylosone. (C) 1997 Elsevier Science Ltd.