N-allyl-N-((2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)acetamide | 1013919-21-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-allyl-N-((2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)acetamide
• CAS: 1013919-21-5
• 化学式: C₁₇H₂₉NO₁₁
• 分子量: 423.417
• InChiKey: STKDUTJNDYJHNH-QVECSNSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.35
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  189.61
• 氢给体数：
  7.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N-allyl-N-((2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)acetamide 、 半胱胺盐酸盐 以 水 为溶剂， 反应 3.0h， 以36 mg的产率得到N-(3-((2-aminoethyl)thio)propyl)-N-((2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)acetamide
  参考文献：
  名称：

  Glycopolydiacetylene nanoparticles as a chromatic biosensor to detect Shiga-like toxin producing Escherichia coli O157:H7

  摘要：

  Shiga toxin-producing Escherichia coli organisms (STEC) were detected by Gal-alpha 1,4-Gal glycopolydiacetylene (GPDA) nanoparticles through the selective binding between Shiga toxin and GPDA nanoparticles. The binding produced a colorimetric change in the absorption wavelength of the GPDA nanoparticles. This method provides a highly selective, rapid, sensitive, and quantitative approach for the detection of STEC. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.055
• 作为产物：
  描述：

  (2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-(((2R,3S,4S,5R,6R)-4,5-diacetoxy-2-(acetoxymethyl)-6-(N-allylacetamido)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 甲醇 、 sodium methylate 作用下， 反应 2.5h， 生成 N-allyl-N-((2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)acetamide
  参考文献：
  名称：

  Glycopolydiacetylene nanoparticles as a chromatic biosensor to detect Shiga-like toxin producing Escherichia coli O157:H7

  摘要：

  Shiga toxin-producing Escherichia coli organisms (STEC) were detected by Gal-alpha 1,4-Gal glycopolydiacetylene (GPDA) nanoparticles through the selective binding between Shiga toxin and GPDA nanoparticles. The binding produced a colorimetric change in the absorption wavelength of the GPDA nanoparticles. This method provides a highly selective, rapid, sensitive, and quantitative approach for the detection of STEC. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.055