(3R)-(-)-Linalyl-β-D-glucopyranosid | 99096-59-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3R)-(-)-Linalyl-β-D-glucopyranosid
• 英文别名: (3R)-linaloyl β-D-glucopyranoside；(R)-linalyl-β-D-glucopyranoside；betulalbuside A；(1R)-1-Ethenyl-1,5-dimethyl-4-hexen-1-yl I(2)-D-glucopyranoside；(2S,3R,4S,5S,6R)-2-[(3R)-3,7-dimethylocta-1,6-dien-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 99096-59-0
• 化学式: C₁₆H₂₈O₆
• 分子量: 316.395
• InChiKey: FLXYFXDZJHWWGW-RDGWLKQMSA-N

物化性质

• 沸点：
  485.7±45.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3R)-(-)-Linalyl-β-D-glucopyranosid 在 Na₂HPO₄-citrate buffer 、 β-glucosidase 作用下， 以 水 为溶剂， 反应 52.0h， 以82.7%的产率得到(R)-芳樟醇
  参考文献：
  名称：

  汉白蒲的两种新二糖苷，新汉苷A和B的首次全合成

  摘要：

  摘要新汉果苷A（1）和B（2）是从汉防草中分离出的单萜二糖苷，这是一种具有抗肿瘤活性的中草药。使用氟化物12b立体选择性地完成1和2的第一个全合成，（3 R）-芳基酰基和（3 R）-8-羟基芳基酰基3-O-β-d-吡喃吡喃糖基-（1→6）-β-d-吡喃吡喃糖苷。作为糖基供体。通过分离（3 R），（3 S）-芳酰基和（3 R），（3 S）-8-苯甲酰氧基芳醛基3-O -2,3， 4-三-O-苯甲酰基-β-d-吡喃葡萄糖苷，分别为19和21以及20和22。1和2的绝对构型由合成中间体33和34的酶促降解确定。

  DOI：

  10.1016/s0008-6215(97)00086-4
• 作为产物：
  描述：

  (R)-芳樟醇 在 silver carbonate ammonium hydroxide 、 molecular sieve 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 (3R)-(-)-Linalyl-β-D-glucopyranosid
  参考文献：
  名称：

  Paulsen, Hans; Le-Nguyen, Bien; Sinnwell, Volker, Liebigs Annalen der Chemie, 1985, # 8, p. 1513 - 1536

  摘要：

  DOI：

文献信息

• First total synthesis of new diglycosides, neohancoside A, and B from Cynanchum hancockianum
  作者：Yaeko Konda、Tsuneyuki Toida、Eisuke Kaj、Kazuyoshi Takeda、Yoshihiro Harigaya

  DOI：10.1016/0040-4039(96)00750-2

  日期：1996.6

  First total synthesis of monoterpene diglycosides, neohancosides A (1) and B (2) from Cynanchum hancockianum were achieved stereoselectively using fluoride as a glycosyl donor. The absolute configurations of 1 and 2 were determined by enzymatic degradation of synthetic intermediates

  单萜diglycosides的第一全合成，neohancosides A（1）和B（2）从牛心朴子使用氟化物作为糖供体立体选择性地实现。1和2的绝对构型通过合成中间体的酶促降解来确定
• Terpene synthase/cyclase and olefin synthase and uses thereof
  申请人：Plant Research International B.V.

  公开号：EP1231273A1

  公开（公告）日：2002-08-14

  The invention relates to the field of genetic engineering, flavor, fragrance and bio-control agent development. More specifically it relates to a process for production of natural flavors, fragrances or bio-control agents by the control of one or more genes implicated in that process. The invention provides an isolated or recombinant nucleic acid or functional fragment thereof encoding a proteinaceous molecule essentially capable of flavor, fragrance and/or bio-control agent synthesis when provided with a suitable substrate under appropriate reaction conditions. The invention further provides a nucleic acid or functional fragment thereof encoding a proteinaceous molecule essentially capable of synthesizing at least a monoterpene alcohol linalool when contacted with geranyl diphosphate (GDP) and/or at least a sesquiterpene alcohol nerolidol when contacted with farnesyl diphosphate (FDP) under appropriate reaction conditions.

  本发明涉及基因工程、香精香料和生物控制剂开发领域。更具体地说，它涉及一种通过控制与该过程有关的一个或多个基因来生产天然香精、香料或生物控制剂的过程。本发明提供了一种分离的或重组的核酸或其功能片段，当在适当的反应条件下提供合适的底物时，编码的蛋白分子基本上能够合成香精、香料和/或生物控制剂。本发明进一步提供了一种核酸或其功能片段，该核酸或其功能片段编码的蛋白分子在适当的反应条件下，当与二磷酸香叶酯（GDP）接触时，基本上能够合成至少一种单萜醇芳樟醇，和/或当与二磷酸法呢基酯（FDP）接触时，至少能够合成一种倍半萜醇橙花醇。
• Isoprenoid synthases
  申请人：PLANT RESEARCH INTERNATIONAL B.V.

  公开号：US20040161819A1

  公开（公告）日：2004-08-19

  The invention relates to the field of genetic engineering of flavor, fragrance and bio-control agent development. More specifically it relates to a process for production of natural flavors, fragrances or bio-control agents by the control of one or more genes implicated in that process. The invention provides an isolated or recombinant nucleic acid or functional fragment thereof encoding a proteinaceous molecule essentially capable of flavor, fragrance and/or bio-control agent synthesis when provided with a suitable substrate under appropriate reaction conditions. The invention further provides a nucleic acid or functional fragment thereof encoding a proteinaceous molecule essentially capable of synthesizing at least a monoterpene alcohol linalool when contacted with geranyl diphosphate (GPP) and/or at least a sesquiterpene alcohol nerolidol when contacted with farnesyl diphosphate (FPP) under appropriate reaction conditions.

  本发明涉及香精、香料和生物控制剂开发的基因工程领域。更具体地说，它涉及一种通过控制与该过程有关的一个或多个基因来生产天然香精、香料或生物控制剂的过程。本发明提供了一种分离的或重组的核酸或其功能片段，当在适当的反应条件下提供合适的底物时，编码的蛋白分子基本上能够合成香精、香料和/或生物控制剂。本发明进一步提供了一种核酸或其功能片段，该核酸或其功能片段编码的蛋白分子在适当的反应条件下，当与二磷酸香叶酯（GPP）接触时，基本上能够合成至少一种单萜醇芳樟醇，和/或当与二磷酸法呢基酯（FPP）接触时，至少能够合成一种倍半萜醇橙花醇。
• TERPENE SYNTHASE/CYCLASE AND OLEFIN SYNTHASE AND USES THEREOF
  申请人：Plant Research International B.V.

  公开号：EP1379663A2

  公开（公告）日：2004-01-14
• ISOPRENOID SYNTHASES
  申请人：Aharoni Asaph

  公开号：US20100144893A1

  公开（公告）日：2010-06-10

  The invention relates to the field of genetic engineering of flavor, fragrance and biocontrol agent development. More specifically it relates to a process for production of natural flavors, fragrances or bio-control agents by the control of one or more genes implicated in that process. The invention provides an isolated or recombinant nucleic acid or functional fragment thereof encoding a proteinaceous molecule essentially capable of flavor, fragrance and/or bio-control agent synthesis when provided with a suitable substrate under appropriate reaction conditions. The invention further provides a nucleic acid or functional fragment thereof encoding a proteinaceous molecule essentially capable of synthesizing at least a monoterpene alcohol linalool when contacted with geranyl diphosphate (GPP) and/or at least a sesquiterpene alcohol nerolidol when contacted with farnesyl diphosphate (FPP) under appropriate reaction conditions.