O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1→4)-O-(2,3,6-tri-O-acetyl-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-acetyl-D-glucopyranose | 137896-82-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1→4)-O-(2,3,6-tri-O-acetyl-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-acetyl-D-glucopyranose
• 英文别名: Gal2Ac3Ac4Ac6Ac(a1-4)Gal2Ac3Ac6Ac(b1-4)b-Glc2Ac3Ac6Ac；[(2R,3R,4S,5R,6R)-4,5-diacetyloxy-3-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxyoxan-2-yl]methyl acetate
• CAS: 137896-82-3
• 化学式: C₃₈H₅₂O₂₆
• 分子量: 924.815
• InChiKey: VBVUYJVFDMZKBV-OJTWFVBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.86
• 重原子数：
  64.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  329.38
• 氢给体数：
  1.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1→4)-O-(2,3,6-tri-O-acetyl-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-acetyl-D-glucopyranose 、 三氯乙腈 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  通过使用合成糖缀合物区分结构同源的志贺1号和志贺2号毒素。

  摘要：

  DOI：

  10.1002/anie.200703680
• 作为产物：
  描述：

  acetyl O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl)(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 在 乙酸肼 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1→4)-O-(2,3,6-tri-O-acetyl-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-acetyl-D-glucopyranose
  参考文献：
  名称：

  通过使用合成糖缀合物区分结构同源的志贺1号和志贺2号毒素。

  摘要：

  DOI：

  10.1002/anie.200703680

文献信息

• Silicon nitride sugar chips for detection of Ricinus communis proteins and Escherichia coli O157 Shiga toxins
  作者：Daiki Tanaka、Hirotaka Uzawa、Takehiro Nagatsuka、Yuki Oba、Atsunori Hiratsuka、Ken-ichi Tayama、Toshio Yoshida、Yasuo Seto、Hirofumi Dohi、Yoshihiro Nishida

  DOI：10.1016/j.ab.2019.06.002

  日期：2019.9

  Lactosides having either an amino-triethylene glycol or an azido-triethylene glycol were designed and synthesized, and the two derivatives were immobilized onto silicon nitride (SiN) surfaces. When a click reaction was applied for the immobilization of the azido-sugar, a Ricinus commons lectin (RCA(120)) was detected with a higher response by reflectometric interference spectroscopy (RIfS). When an N-hydroxysuccinimide (NHS) method was applied for the sugar immobilization, the response was less than that of the click one. The response of bovine serum albumin (BSA) as the negative control was negligible, but the lactose-SiN chip prepared by the click method suppressed nonspecific binding more effectively than did the chip from the NHS method. Next, we examined an antibody-immobilized SiN chip prepared by the click reaction. The detection response was, however, lower than that of the lactose-SiN chip, meaning that the sugar-chip by the click reaction was superior to the antibody-chip. Finally, to detect Shiga toxins from Escherichia coli O157:H7, globotrisaccharide (Gb(3)) with an azido-triethylene glycol was synthesized and immobilized onto the SiN chip by the click reaction. The Gb(3)-SiN chips enabled us to detect the toxins at concentrations less than 100 ng/mL. RCA(120), horse gram, gorse lectins and BSA showed no response to the Gb(3)-SiN chip, showing a high specificity for the toxin.