(2R,3S,4S,5S,6R)-2-(4-硝基苯氧基)-6-[[(2S,3S,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇 | 72647-96-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (2R,3S,4S,5S,6R)-2-(4-硝基苯氧基)-6-[[(2S,3S,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
• 中文别名: 苯碳杂氧杂亚胺酰氯,4-氯-N-[2-(三氯乙酰基)苯基]-(9CI)
• 英文名称: 4-Nitrophenyl O-α-D-mannopyranosyl-(1->6)-α-D-mannopyranoside
• 英文别名: 4-nitrophenyl 6-O-(α-D-mannopyranosyl)-α-D-mannopyranoside；4-Nitrophenyl 6-O-(a-D-mannopyranosyl)-a-D-mannopyranoside；(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(4-nitrophenoxy)oxan-2-yl]methoxy]oxane-3,4,5-triol
• CAS: 72647-96-2
• 化学式: C₁₈H₂₅NO₁₃
• 分子量: 463.395
• InChiKey: ISCYUJSLZREARS-LFVZYRDMSA-N

物化性质

• 熔点：
  176-178°C
• 沸点：
  791.3±60.0 °C(Predicted)
• 密度：
  1.70±0.1 g/cm3(Predicted)
• 溶解度：
  DMF、DMSO、水

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  224
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  p-nitrophenyl 2,3-O-isopropylidene-α-D-mannopyranoside 在 4 A molecular sieve 、 sodium methylate 、 氰化汞 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 (2R,3S,4S,5S,6R)-2-(4-硝基苯氧基)-6-[[(2S,3S,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基甲基]四氢吡喃-3,4,5-三醇
  参考文献：
  名称：

  Khan, Shaheer H.; Piskorz, Conrad F.; Matta, Khushi L., Journal of Carbohydrate Chemistry, 1994, vol. 13, # 7, p. 1025 - 1036

  摘要：

  DOI：

文献信息

• Evidence for a Boat Conformation at the Transition State of GH76 α-1,6-Mannanases-Key Enzymes in Bacterial and Fungal Mannoprotein Metabolism
  作者：Andrew J. Thompson、Gaetano Speciale、Javier Iglesias-Fernández、Zalihe Hakki、Tyson Belz、Alan Cartmell、Richard J. Spears、Emily Chandler、Max J. Temple、Judith Stepper、Harry J. Gilbert、Carme Rovira、Spencer J. Williams、Gideon J. Davies

  DOI：10.1002/anie.201410502

  日期：2015.4.27

  QM/MM metadynamics that show how the enzyme surface restricts the conformational landscape of the substrate, rendering the B2,5 conformation the most energetically stable on‐enzyme. We conclude that GH76 enzymes perform catalysis using an itinerary that passes through OS2 and B2,5≠ conformations, information that should inspire the development of new antifungal agents.

  α-甘露糖苷酶和 α-甘露聚糖酶因其在 α-甘露糖苷受阻异头中心的亲核取代以及甘露糖苷酶抑制剂作为细胞探针和治疗剂的潜力而引起了人们的关注。我们报告了通过对米氏复合物的结构分析以及新型氮杂/亚氨基糖抑制剂的合成和评估研究的 GH76 α-甘露聚糖家族的构象路线。O S 2构象的米氏复合物，加上抑制剂复合物中的氮杂糖变形为高能B 2,5构象，通过从头算 QM/MM 元动力学合理化，显示酶表面如何限制酶的构象景观基板，呈现B 2,5构象是能量最稳定的酶。我们得出结论，GH76 酶使用通过O S 2和B 2,5 ≠构象的路线进行催化，这些信息应该会激发新抗真菌剂的开发。
• MICROALGAE-DERIVED COMPOSITIONS FOR IMPROVING THE HEALTH AND APPEARANCE OF SKIN
  申请人：TerraVia Holdings, Inc.

  公开号：EP1986665B1

  公开（公告）日：2018-05-02
• NUTRACEUTICAL COMPOSITIONS FROM MICROALGAE AND RELATED METHODS OF PRODUCTION AND ADMINISTRATION
  申请人：Solazyme, Inc.

  公开号：EP1993565A2

  公开（公告）日：2008-11-26
• Devices and solutions for prevention of sexually transmitted diseases
  申请人：Dillon F. Harrison

  公开号：US20070166797A1

  公开（公告）日：2007-07-19

  Provided herein are antiviral compounds and methods of culturing microalgae to produce polysaccharides. Included in the invention are methods of producing novel polysaccharides with high antiviral avtivity. Also provided are methods of using polysaccharides for applications such as preventing or treating viral infections and providing prophylaxis and treatment for sexually transmitted diseases.
• Methods and compositions for improving the health and appearance of skin
  申请人：Dillon F. Harrison

  公开号：US20070166266A1

  公开（公告）日：2007-07-19

  Provided herein are skin care compositions and methods of improving the health and appearance of skin. Also provided are methods of using polysaccharides for applications such as topical personal care products, cosmetics, and wrinkle reduction compositions. The invention also provides novel polysaccharide molecules useful for improving the health and appearance of skin.