3,7-dimethyl-10-(2-pyridyl)aminodec-6Z-en-1-yl acetate | 263012-45-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3,7-dimethyl-10-(2-pyridyl)aminodec-6Z-en-1-yl acetate
• 英文别名: [(Z)-3,7-dimethyl-10-(pyridin-2-ylamino)dec-6-enyl] acetate
• CAS: 263012-45-9
• 化学式: C₁₉H₃₀N₂O₂
• 分子量: 318.459
• InChiKey: AOONEXNBDOFVIA-PXNMLYILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,7-dimethyl-10-(2-pyridyl)aminodec-6Z-en-1-yl acetate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 0.67h， 以95%的产率得到3,7-dimethyl-10-[(2-pyridyl)amino]dec-6Z-en-1-ol
  参考文献：
  名称：

  Synthesis of dolichyl phosphate derivatives with fluorescent label at the ω-end of the chain, new tools to study protein glycosylation

  摘要：

  Derivatives of dolichyl phosphate (Dol-P) with 2-aminopyridine or 1-aminonaphtalene fluorophore groups at the omega-end of the chain were synthesized. These products serve as substrates for recombinant yeast Dol-P-mannose synthase. Fluorescence resonance energy transfer between a Trp residue of the enzyme and the 1-aminonaphtalene group of the Dol-P analogue was demonstrated. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00662-9
• 作为产物：
  描述：

  3,7,11-trimethyl-10,11-epoxydodec-6Z-en-2-yl acetate 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 高碘酸 作用下， 以 四氢呋喃 、 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 3,7-dimethyl-10-(2-pyridyl)aminodec-6Z-en-1-yl acetate
  参考文献：
  名称：

  Synthesis of dolichyl phosphate derivatives with fluorescent label at the ω-end of the chain, new tools to study protein glycosylation

  摘要：

  Derivatives of dolichyl phosphate (Dol-P) with 2-aminopyridine or 1-aminonaphtalene fluorophore groups at the omega-end of the chain were synthesized. These products serve as substrates for recombinant yeast Dol-P-mannose synthase. Fluorescence resonance energy transfer between a Trp residue of the enzyme and the 1-aminonaphtalene group of the Dol-P analogue was demonstrated. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00662-9

文献信息

• ——
  作者：V. V. Veselovsky、A. V. Lozanova、S. D. Maltsev、L. L. Danilov、V. N. Shibaev、M. J. Jedrzejas

  DOI：10.1023/a:1011390014019

  日期：——

  A simple approach to the synthesis of dolichyl phosphate derivatives with a fluorescent label, 2-aminopyridine residue, at the omega -end of the chain was developed. The method includes selective van Tamelen epoxidation of the omega -isoprene unit in dolichyl acetates, transformation of the epoxides to omega -terminal aldehydes, their reductive amination, and phosphorylation of the resulting amino alcohols.