pelargonidin 3,5-β-D-glucoside | 58751-31-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: pelargonidin 3,5-β-D-glucoside
• 英文别名: pelargonidin-3,5-O-bis-glucoside；pelargonidin 3,5-di-O-glucoside；pelargonidin 3,5-diglucoside；pelargonidin-3,5-O-glucoside；pelargonin；pelargonidin-3,5-di-O-glucoside；(2S,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 58751-31-8
• 化学式: C₂₇H₃₁O₁₅
• 分子量: 595.534
• InChiKey: SLCKJKWFULXZBD-ZOTFFYTFSA-O

物化性质

• 物理描述：
  Solid
• 熔点：
  180°C

计算性质

• 辛醇/水分配系数(LogP)：
  -1.85
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  240
• 氢给体数：
  10
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  pelargonidin 3-O-β-D-glucopyranoside-5-O-(6-O-(acetyl)-β-D-glucopyranoside) 生成 pelargonidin 3,5-β-D-glucoside
  参考文献：
  名称：

  Pelargonidin 3-glucoside-5-acetylglucoside in Verbena flowers

  摘要：

  A new acylated anthocyanin was isolated from deep pink flowers of Verbena hybrida cv 'Tropic' as a minor anthocyanin and identified as pelargonidin 3-O-beta-D-glucoside-5-O-(6-O-(acetyl)-beta-D-glucoside) with chromatographic and spectral methods.

  DOI：

  10.1016/0031-9422(95)00371-d

文献信息

• Molecular and biochemical characterization of the UDP-glucose: Anthocyanin 5-O-glucosyltransferase from Vitis amurensis
  作者：Fei He、Wei-Kai Chen、Ke-Ji Yu、Xiang-Nan Ji、Chang-Qing Duan、Malcolm J. Reeves、Jun Wang

  DOI：10.1016/j.phytochem.2015.06.023

  日期：2015.9

  Generally, red Vitis vinifera grapes only contain monoglucosidic anthocyanins, whereas most non-vinifera red grapes of the Vitis genus have both monoglucosidic and bis-glucosidic anthocyanins, the latter of which are believed to be more hydrophilic and more stable. Although previous studies have established the biosynthetic mechanism for formation of monoglucosidic anthocyanins, less attention has been paid to that of bis-glucosidic anthocyanins. In the present research, the full-length cDNA of UDP-glucose: anthocyanin 5-0-glucosyltransferase from Vitis amurensis Rupr. cv. 'Zuoshanyi' grape (Va5GT) was cloned. After acquisition and purification of recombinant Va5GT, its enzymatic parameters were systematically analyzed in vitro. Recombinant Va5GT used malvidin-3-O-glucoside as its optimum glycosidic acceptor when UDP-glucose was used as the glycosidic donor. Va5GT-GFP was found to be located in the cytoplasm by analyzing its subcellular localization with a laser-scanning confocal fluorescence microscope, and this result was coincident with its metabolic function of modifying anthocyanins in grape cells. Furthermore, the relationship between the transcriptional expression of Va5GT and the accumulation of anthocyanidin bis-glucosides during berry development suggested that Va5GT is a key enzyme in the biosynthesis of bis-glucosidic anthocyanins in V. amurensis grape berries. (C) 2015 Elsevier Ltd. All rights reserved.
• Pelargonidin 3-glucoside-5-acetylglucoside in Verbena flowers
  作者：Kenjiro Toki、Norio Saito、Norihiko Terahara、Toshio Honda

  DOI：10.1016/0031-9422(95)00371-d

  日期：1995.10

  A new acylated anthocyanin was isolated from deep pink flowers of Verbena hybrida cv 'Tropic' as a minor anthocyanin and identified as pelargonidin 3-O-beta-D-glucoside-5-O-(6-O-(acetyl)-beta-D-glucoside) with chromatographic and spectral methods.