香叶基芸香苷 | 84534-31-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 香叶基芸香苷
• 英文名称: geranyl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside
• 英文别名: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-6-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• CAS: 84534-31-6
• 化学式: C₂₂H₃₈O₁₀
• 分子量: 462.538
• InChiKey: YZJBMONDZNACEV-GXBCDXNVSA-N

物化性质

• 沸点：
  669.5±55.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  158
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  香叶基芸香苷 生成 香叶醇
  参考文献：
  名称：

  GUNATA, Y. Z.;BIRON, C.;SAPIS, J. C.;BAYONOVE, C., VITIS, 28,(1989) N, C. 191-197

  摘要：

  DOI：
• 作为产物：
  描述：

  geranyl hexa-O-acetyl-β-rutinoside 生成 香叶基芸香苷
  参考文献：
  名称：

  BAUMES, RAYMOND L.;BAYONOVE, CLAUDE L.;CORDONNIER, ROBERT E.;GUNATA, YUSU+, CARBOHYDR. RES., 189,(1989) C. 331-340

  摘要：

  DOI：

文献信息

• Sequential enzymic hydrolysis of potentially aromatic glycosides from grape
  作者：Ziya Gunata、Sylvaine Bitteur、Jean-Marc Brillouet、Claude Bayonove、Robert Cordonnier

  DOI：10.1016/0008-6215(88)80012-0

  日期：1988.12

  Abstract The mechanism of action of α- l -arabinofuranosidase, α- l -rhamnopyranosidase, and β- d -glucopyranosidase on p -nitrophenyl and grape monoterpenyl disaccharide-glycosides has been studied. First, the (1→6) linkage is cleaved by either α- l -arabinofuranosidase or α- l -rhamnosidase, and arabinose, rhamnose, and the corresponding monoterpenyl β- d -glucosides are released. Subsequently, liberation

  摘要研究了α-1-阿拉伯呋喃糖苷酶，α-1-鼠李糖吡喃糖苷酶和β-d-葡糖吡喃糖苷酶对对硝基苯基和葡萄单萜二糖二糖苷的作用机理。首先，通过α-1-阿拉伯呋喃糖苷酶或α-1-鼠李糖苷酶切割（1→6）键，并释放阿拉伯糖，鼠李糖和相应的单萜烯基β-d-葡糖苷。随后，在β-d-葡糖苷酶作用后，释放出单萜醇。这些糖苷酶可能用于增强葡萄汁和衍生饮料的香气。
• α-<scp>L</scp> -Rhamnosyl-β-<scp>D</scp> -glucosidase (Rutinosidase) from <i>Aspergillus niger</i> : Characterization and Synthetic Potential of a Novel Diglycosidase
  作者：Daniela Šimčíková、Michael Kotik、Lenka Weignerová、Petr Halada、Helena Pelantová、Kateřina Adamcová、Vladimír Křen

  DOI：10.1002/adsc.201400566

  日期：2015.1.12

  We report the first heterologous production of a fungal rutinosidase (6‐O‐α‐L‐rhamnopyranosyl‐β‐D‐glucopyranosidase) in Pichia pastoris. The recombinant rutinosidase was purified from the culture medium to apparent homogeneity and biochemically characterized. The enzyme reacts with rutin and cleaves the glycosidic linkage between the disaccharide rutinose and the aglycone. Furthermore, it exhibits

  我们报告的第一异源生产的真菌rutinosidase（6- ö -α-大号-rhamnopyranosyl-β- d在-glucopyranosidase）巴斯德毕赤酵母。从培养基中纯化重组芸香糖苷酶以使其具有明显的均质性并进行生化表征。该酶与芦丁反应并切割二糖芦丁糖和糖苷配基之间的糖苷键。此外，它显示出高的转糖基化活性，将芦丁糖作为糖基供体从芦丁转移到各种醇和酚上。重组芸香糖苷酶的实用性通过其在伯醇（饱和和不饱和），仲，无环和酚醇的广谱芸香糖苷的合成以及用于制备游离芸香糖中的用途得到证明。此外，α-大号用于rutinosidase测定显色底物的α-鼠李糖苷酶催化的合成-对-硝基苯基β-芸香糖苷-进行说明。
• Unusual carbonate formation in saccharide synthesis
  作者：Raymond L. Baumes、Claude L. Bayonove、Robert E. Cordonnier、Yusuf Z. Günata、Renée Wylde、Annie Heitz

  DOI：10.1016/0008-6215(89)84109-6

  日期：1989.6

  Synthese de rutinose a partir d'halogenure d'O-[desoxy-6 α-L-mannopyranosyl]-6 glucopyranosyle et de geraniol dans la pyridine via un O-[desoxy-6 α-L-mannopyranosyl]-6 O-geranyloxycarbonyl-1 β-D-glucopyranose

  通过非O- [脱氧-6α-L-甘露吡喃糖基] -6 O-香叶烷氧基羰基合成芦丁糖和部分卤化的d'O- [脱氧-6α-L-甘露吡喃糖基] -6吡喃葡萄糖基和吡啶并吡啶-1β-D-吡喃葡萄糖
• α-Rhamnosyl-β-glucosidase-Catalyzed Reactions for Analysis and Biotransformations of Plant-Based Foods
  作者：Marisol Minig、Laura S. Mazzaferro、Rosa Erra-Balsells、Gabriela Petroselli、Javier D. Breccia

  DOI：10.1021/jf202412e

  日期：2011.10.26

  Most aroma compounds exist in vegetal tissues as disaccharide conjugates, rutinose being an abundant sugar moiety in grapes. The availability of aroma precursors would facilitate analytical analysis of plant-based foods. The diglycosidase alpha-rhamnosyl-beta-glucosidase from Acremonium sp. DSM 24697 efficiently transglycosylated the rutinose moiety from hesperidin to 2-phenylethanol, geraniol, and nerol in an aqueous-organic biphasic system. 2-Phenethyl rutinoside was synthesized up to millimolar level with an 80% conversion regarding the donor hesperidin. The hydrolysis of the synthesized aroma precursors was not detected in an aqueous medium. However, in the presence of ethanol as a sugar acceptor, the enzyme was able to transfer the disaccharide residue forming the alkyl-rutinoside. The aroma precursors were significantly hydrolyzed (up to 3-4% in 2 h at 30 degrees C), which indicated the potential use of the enzyme for biotechnological applications, for example, in aroma modulation of fermented foods.
• Process for obtaining aroma components and aromas from their precursors of a glycosidic nature
  申请人：GIST-BROCADES N.V.

  公开号：EP0332281B1

  公开（公告）日：1992-09-23