Neryl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside | 84582-21-8

• 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
• 英文名称: Neryl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside
• 英文别名: neryl β-rutinoside；neryl rutinoside；(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-6-[(2Z)-3,7-dimethylocta-2,6-dienoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• CAS: 84582-21-8
• 化学式: C₂₂H₃₈O₁₀
• 分子量: 462.538
• InChiKey: YZJBMONDZNACEV-BFDALBJMSA-N

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：

  Neryl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside 生成 橙花醇
  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：

  橙花醇 在 三氟化硼乙醚 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 2.0h， 生成 Neryl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and n.m.r. spectral properties of grape monoterpenyl glycosides

  摘要：

  DOI：

  10.1016/0008-6215(90)80004-m

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-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.
• VOIRIN, STEPHANE;BAUMES, RAYMOND;BAYONOVE, CLAUDE;MBAIRAROUA, OUBADJIM;TA+, CARBOHYDR. RES., 207,(1990) N, C. 39-56
  作者：VOIRIN, STEPHANE、BAUMES, RAYMOND、BAYONOVE, CLAUDE、MBAIRAROUA, OUBADJIM、TA+

  DOI：——

  日期：——
• Synthesis and n.m.r. spectral properties of grape monoterpenyl glycosides
  作者：Ste´phane Voirin、Raymond Baumes、Claude Bayonove、Oubadjim M'Bairaroua、Claude Tapiero

  DOI：10.1016/0008-6215(90)80004-m

  日期：1990.10
• GUNATA, Y. Z.;BIRON, C.;SAPIS, J. C.;BAYONOVE, C., VITIS, 28,(1989) N, C. 191-197
  作者：GUNATA, Y. Z.、BIRON, C.、SAPIS, J. C.、BAYONOVE, C.

  DOI：——

  日期：——