1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranose | 89202-33-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranose
• 英文别名: penta-O-benzoyl-α-D-galactofuranose；1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranoside；[(2R)-2-benzoyloxy-2-[(2S,3S,4R,5R)-3,4,5-tribenzoyloxyoxolan-2-yl]ethyl] benzoate
• CAS: 89202-33-5
• 化学式: C₄₁H₃₂O₁₁
• 分子量: 700.698
• InChiKey: IAWBDGWDEQIAPH-RPHMGUFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  52
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranose 在 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 (4-nitro)phenyl α-D-galactofuranoside
  参考文献：
  名称：

  Non-natural aldofuranosides as substrates of a β-glucosidase

  摘要：

  Based on glycosidase inhibitory activities of some known 1,4-iminoalditols, four aldofuranosides, (4-nitro)phenyl beta-D-glucofuranoside, -beta-D-galactofuranoside, -alpha-L-idofuranoside and -alpha-L-altrofuranoside, were identified as possible substrates of glucosidases and galactosidases. Three of them were found to be accepted by the beta-glucosidase from Agrobacterium sp. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.027
• 作为产物：
  描述：

  口服葡萄糖 、 苯甲酰氯 在 吡啶 作用下， 生成 penta-O-benzoyl-β-D-galactofuranose 、 1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranose
  参考文献：
  名称：

  某些苯甲酰化的己糖己糖的质子和C-13核磁共振谱

  摘要：

  摘要α-d-吡喃葡萄糖（1），β-d-吡喃葡萄糖（2），α-d-吡喃半乳糖（3），α-d-甘露吡喃糖（4）的过苯甲酸酯的1 Hn.mr光谱的化学位移和耦合常数），β-​​d-甘露吡喃糖（5）和α-d-半乳糖呋喃糖（6）的报道。给出了化合物1-3和6以及五-O-苯甲酰基-β-d-半乳糖呋喃糖的13 Cn.mr化学位移。质谱用于将呋喃糖酶6和7与吡喃糖3区别开。

  DOI：

  10.1016/0008-6215(83)88453-5

文献信息

• Proton and C-13 nuclear magnetic resonance spectra of some benzoylated aldohexoses
  作者：Norma B. D'Accorso、Inge M.E. Thiel、Matthias Schüller

  DOI：10.1016/0008-6215(83)88453-5

  日期：1983.12

  coupling constants of 1 H-n.m.r. spectra of the perbenzoates of α- d -glucopyranose ( 1 ), β- d -glucopyranose ( 2 ), α- d -galactopyranose ( 3 ), α- d -mannopyranose ( 4 ), β- d -mannopyranose ( 5 ), and α- d -galactofuranose ( 6 ) are reported. The 13 C-n.m.r. chemical shifts of compounds 1-3 and 6 , and of penta- O -benzoyl-β- d -galactofuranose ( 7 ) are given. Mass spectra were used to differentiate

  摘要α-d-吡喃葡萄糖（1），β-d-吡喃葡萄糖（2），α-d-吡喃半乳糖（3），α-d-甘露吡喃糖（4）的过苯甲酸酯的1 Hn.mr光谱的化学位移和耦合常数），β-​​d-甘露吡喃糖（5）和α-d-半乳糖呋喃糖（6）的报道。给出了化合物1-3和6以及五-O-苯甲酰基-β-d-半乳糖呋喃糖的13 Cn.mr化学位移。质谱用于将呋喃糖酶6和7与吡喃糖3区别开。
• Synthetic biotinylated tetra β(1→5) galactofuranoside for in vitro aspergillosis diagnosis
  作者：Laurent Cattiaux、Boualem Sendid、Mayeul Collot、Emeline Machez、Daniel Poulain、Jean-Maurice Mallet

  DOI：10.1016/j.bmc.2010.10.062

  日期：2011.1

  The synthesis of a tetra beta(1 -> 5) galactofuranoside was achieved using a thioglycoside donor with a methyl tert-butyl phenyl thio leaving group. This tetrasaccharide was conjugated to biotin and validated as antigen with the monoclonal antibody used for clinical detection of Aspergillus fumigatus galactomannan on streptavidin-coated microplates. Then we have shown its ability to detect antibodies associated with A. fumigatus induced disease by using sera from patients with Allergic broncho-pulmonary aspergillosis (ABPA) and correlated the results of antibody detection with those gained with a commercially available diagnostic test. (C) 2010 Elsevier Ltd. All rights reserved.
• Non-natural aldofuranosides as substrates of a β-glucosidase
  作者：Andreas Tauss、Peter Greimel、Karen Rupitz、Andreas J. Steiner、Arnold E. Stütz、Stephen G. Withers、Tanja M. Wrodnigg

  DOI：10.1016/j.tetasy.2004.11.027

  日期：2005.1

  Based on glycosidase inhibitory activities of some known 1,4-iminoalditols, four aldofuranosides, (4-nitro)phenyl beta-D-glucofuranoside, -beta-D-galactofuranoside, -alpha-L-idofuranoside and -alpha-L-altrofuranoside, were identified as possible substrates of glucosidases and galactosidases. Three of them were found to be accepted by the beta-glucosidase from Agrobacterium sp. (C) 2004 Elsevier Ltd. All rights reserved.