p-Acetyl-phenyl-β-D-xylopyranosid | 25217-96-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-Acetyl-phenyl-β-D-xylopyranosid
• 英文别名: 1-[4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]ethanone
• CAS: 25217-96-3
• 化学式: C₁₃H₁₆O₆
• 分子量: 268.266
• InChiKey: YKWDJJZPLPSUIT-XQHKEYJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  D-木糖 在 双(咪唑-1-基)亚砜 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 p-Acetyl-phenyl-β-D-xylopyranosid
  参考文献：
  名称：

  Effect of Phenolic Glycosides on Agrobacterium tumefaciens virH Gene Induction and Plant Transformation

  摘要：

  O-Aryl-D-glucoside (4-7) and D-xyloside (8-10) derivatives were synthesized and tested on Agrobacterium virH gene induction and plant transformation. alpha- or beta-Glycosides enhanced vir activity at concentrations above 250 muM. The highest vir activity was observed with beta-glucoside derivative 4 at 10 mM. A marked difference between phenol glucoside derivative 4 and the corresponding free phenol on the growth of transformants was observed. The regenerated transgenic tissues, after transformation on medium containing acetosyringyl beta-glucoside 4, grew at twice the rate of those on medium containing only free acetosyringone (AS). Compound 4 was less toxic for tobacco explants compared to the corresponding free phenol. However, the xyloside derivatives tested (8-10) were less effective for gene induction compared with corresponding free phenols.

  DOI：

  10.1021/np030281z

文献信息

• A stereoselective O-aryl glycosylation procedure via 1,2-cyclic sulfite
  作者：Mohammed El Arabi Aouad、Ahmed El Meslouti、Raoul Uzan、Daniel Beaupere

  DOI：10.1016/s0040-4039(00)73411-3

  日期：1994.8
• Effect of Phenolic Glycosides on <i>Agrobacterium </i><i>t</i><i>umefaciens </i><i>v</i><i>irH</i> Gene Induction and Plant Transformation
  作者：Philippe Joubert、Daniel Beaupère、Anne Wadouachi、Sophie Chateau、Rajbir S. Sangwan、Brigitte S. Sangwan-Norreel

  DOI：10.1021/np030281z

  日期：2004.3.1

  O-Aryl-D-glucoside (4-7) and D-xyloside (8-10) derivatives were synthesized and tested on Agrobacterium virH gene induction and plant transformation. alpha- or beta-Glycosides enhanced vir activity at concentrations above 250 muM. The highest vir activity was observed with beta-glucoside derivative 4 at 10 mM. A marked difference between phenol glucoside derivative 4 and the corresponding free phenol on the growth of transformants was observed. The regenerated transgenic tissues, after transformation on medium containing acetosyringyl beta-glucoside 4, grew at twice the rate of those on medium containing only free acetosyringone (AS). Compound 4 was less toxic for tobacco explants compared to the corresponding free phenol. However, the xyloside derivatives tested (8-10) were less effective for gene induction compared with corresponding free phenols.