caffeic acid-3-O-α-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: caffeic acid-3-O-α-D-glucopyranoside
• 英文别名: (E)-3-[4-hydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
• 化学式: C₁₅H₁₈O₉
• 分子量: 342.303
• InChiKey: QOPSZFXPZWQLOG-VBQORRLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  157
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  TRANS-咖啡酸 、 蔗糖 在 dextransucrase B-512FMCM 作用下， 以 aq. acetate buffer 为溶剂， 反应 6.0h， 生成 caffeic acid-3-O-α-D-glucopyranoside
  参考文献：
  名称：

  肠膜间丙二酸葡聚糖葡糖苷酶合成和表征咖啡酸葡糖苷的功能。

  摘要：

  使用蔗糖和肠间叶双歧杆菌B-512FMCM的蔗糖和右旋糖核酸酶通过转糖基化修饰咖啡酸。酶促修饰后，通过丁醇分离，硅胶色谱和制备型HPLC分离出咖啡酸葡糖苷。合成的咖啡酸葡糖苷的分子质量电荷比为365 m / z，其结构被鉴定为咖啡酸-3-O-α-d-吡喃葡萄糖苷。在合成反应中使用325 mM咖啡酸，355 mM蔗糖和650 mU mL-1葡聚糖酶优化了153 mM浓度的这种咖啡酸-3-O-α-d-吡喃葡萄糖苷的生产。与咖啡酸相比，咖啡酸-3-O-α-d-吡喃葡萄糖苷的水溶性高3倍，抗脂质过氧化作用高1.66倍，对结肠癌细胞生长的抑制作用强15％，和11.5倍更高的耐褐变性。这些结果表明该咖啡酸-3-O-α-d-吡喃葡萄糖苷可能是食品和药品的合适功能成分。

  DOI：

  10.1021/acs.jafc.7b00344

文献信息

• Glycosyl transfer product
  申请人：——

  公开号：US20030082751A1

  公开（公告）日：2003-05-01

  A method of producing a phenol derivative glycoside is provided. The method comprises the step of allowing a saccharide and a phenol derivative to react with each other in the presence of an enzyme to produce the phenol derivative glycoside. The enzyme is selected from the group consisting of neopullulanase, cyclomaltodextrinase, maltogenic &agr;-amylase, and saccharifying amylase having cyclodextrin synthesizing capability.

  提供了一种生产酚衍生物苷的方法。该方法包括让糖和酚衍生物在酶的存在下相互反应生成酚衍生物苷的步骤。该酶选自具有环糊精合成能力的新普鲁兰酶、环麦芽糊精酶、麦芽糖生成&agr;-淀粉酶和糖化淀粉酶组成的组。
• Method of extracting and method of purifying an effective substance
  申请人：——

  公开号：US20040266999A1

  公开（公告）日：2004-12-30

  A method for extracting a hydrophobic group-containing water-soluble organic compound, comprising the step of bringing an aqueous solution containing the hydrophobic group-containing water-soluble organic compound and a saccharide into contact with a polar organic solvent to obtain an aqueous phase and an organic phase, whereby the hydrophobic group-containing water-soluble organic compound is transferred to the organic phase. The saccharide concentration of the aqueous solution may be at least 12 g per 100 ml of the aqueous solution. The aqueous solution may further contain a phase separation assisting agent. The phase separation assisting agent may be selected from the group consisting of sodium chloride, sodium citrate, magnesium sulfate, and ammonium sulfate.

  一种提取含疏水基团的水溶性有机化合物的方法，包括以下步骤：将含有含疏水基团的水溶性有机化合物和糖类的水溶液与极性有机溶剂接触，得到水相和有机相，从而将含疏水基团的水溶性有机化合物转移到有机相中。水溶液中的糖类浓度可以至少为每 100 毫升水溶液 12 克。水溶液可进一步含有相分离辅助剂。相分离辅助剂可选自氯化钠、柠檬酸钠、硫酸镁和硫酸铵组成的组。
• US7033800B2
  申请人：——

  公开号：US7033800B2

  公开（公告）日：2006-04-25
• US7282150B2
  申请人：——

  公开号：US7282150B2

  公开（公告）日：2007-10-16
• [EN] METHOD OF EXTRACTING AND METHOD OF PURIFYING AN EFFECTIVE SUBSTANCE<br/>[FR] PROCEDES D'EXTRACTION ET DE PURIFICATION D'UNE SUBSTANCE EFFICACE
  申请人：EZAKI GLICO CO

  公开号：WO2003027049A1

  公开（公告）日：2003-04-03

  A method for extracting a hydrophobic group-containing water-soluble organic compound, comprising the step of bringing an aqueous solution containing the hydrophobic group-containing water-soluble organic compound and a saccharide into contact with a polar organic solvent to obtain an aqueous phase and an organic phase, whereby the hydrophobic group-containing water-soluble organic compound is transferred to the organic phase. The saccharide concentration of the aqueous solution may be at least 12 g per 100 ml of the aqueous solution. The aqueous solution may further contain a phase separation assisting agent. The phase separation assisting agent may be selected from the group consisting of sodium chloride, sodium citrate, magnesium sulfate, and ammonium sulfate.