(E)-N'-(9-((2S,3R,4S,5R)3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)-N,N-dimethylformimidamide | 17331-15-6

• 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: (E)-N'-(9-((2S,3R,4S,5R)3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)-N,N-dimethylformimidamide
• 英文别名: N-dimethylaminomethylene adenosine；N⁶-dimethylaminomethylene-adenosine；N'-[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]-N,N-dimethylmethanimidamide
• CAS: 17331-15-6；25816-87-9
• 化学式: C₁₃H₁₈N₆O₄
• 分子量: 322.324
• InChiKey: ALIMWRMSWXTSDB-XSNZNWEMSA-N

物化性质

• 沸点：
  628.9±65.0 °C(Predicted)
• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (E)-N'-(9-((2S,3R,4S,5R)3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)-N,N-dimethylformimidamide 、 4,4'-双甲氧基三苯甲基氯 生成 N'-[9-[(2R,3R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3,4-dihydroxyoxolan-2-yl]purin-6-yl]-N,N-dimethylmethanimidamide
  参考文献：
  名称：

  XI, CHENG;JUN-DONG, ZHANG;LI-HE, ZHANG, SYNTHESIS,(1989) N, C. 383-384

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 腺苷 以 N,N-二甲基甲酰胺 为溶剂， 以2.13 g的产率得到(E)-N'-(9-((2S,3R,4S,5R)3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)-N,N-dimethylformimidamide
  参考文献：
  名称：

  Structure-Guided Design of a Methyl Donor Cofactor That Controls a Viral Histone H3 Lysine 27 Methyltransferase Activity

  摘要：

  vSET (a viral SET domain protein) is an attractive polycomb repressive complex 2 (PRC2) surrogate to study the effect of histone H3 lysine 27 (H3K27) methylation on gene transcription, as both catalyze histone H3K27 trimethylation. To control the enzymatic activity of vSET in vivo with an engineered S-adenosyl-L-methionine (SAM) analogue as methyl donor cofactor, we have carried out structure-guided design, synthesis, and characterization of orthogonal vSET methyltransferase mutant/ SAM analogue pairs using a "bump-and-hole" strategy.

  DOI：

  10.1021/jm201000j

文献信息

• XI, CHENG;JUN-DONG, ZHANG;LI-HE, ZHANG, SYNTHESIS,(1989) N, C. 383-384
  作者：XI, CHENG、JUN-DONG, ZHANG、LI-HE, ZHANG

  DOI：——

  日期：——
• OSEI-TWUM, E. Y.;MAMER, O. A.;QUILLIAM, M. A.;GERGELY, R., NUCLEOSIDES AND NUCLEOTIDES, 9,(1990) N, C. 369-372
  作者：OSEI-TWUM, E. Y.、MAMER, O. A.、QUILLIAM, M. A.、GERGELY, R.

  DOI：——

  日期：——
• Structure-Guided Design of a Methyl Donor Cofactor That Controls a Viral Histone H3 Lysine 27 Methyltransferase Activity
  作者：Jiaojie Li、Hua Wei、Ming-Ming Zhou

  DOI：10.1021/jm201000j

  日期：2011.11.10

  vSET (a viral SET domain protein) is an attractive polycomb repressive complex 2 (PRC2) surrogate to study the effect of histone H3 lysine 27 (H3K27) methylation on gene transcription, as both catalyze histone H3K27 trimethylation. To control the enzymatic activity of vSET in vivo with an engineered S-adenosyl-L-methionine (SAM) analogue as methyl donor cofactor, we have carried out structure-guided design, synthesis, and characterization of orthogonal vSET methyltransferase mutant/ SAM analogue pairs using a "bump-and-hole" strategy.