2,3-二甲基-5-[(E,7R,11R)-3,7,11,15-四甲基十六碳-2-烯基]环己-2,5-二烯-1,4-二酮 | 1177-24-8

• 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
• 中文名称: 2,3-二甲基-5-[(E,7R,11R)-3,7,11,15-四甲基十六碳-2-烯基]环己-2,5-二烯-1,4-二酮
• 中文别名: 2,3-二甲基-6-植基-1,4-苯醌
• 英文名称: 2,3-Dimethyl-5-phytylcyclohexa-2,5-diene-1,4-dione
• 英文别名: 2,3-dimethyl-5-phytyl-1,4-benzoquinone；Phytylplastoquinone；2,3-dimethyl-5-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]cyclohexa-2,5-diene-1,4-dione
• CAS: 1177-24-8
• 化学式: C₂₈H₄₆O₂
• 分子量: 414.672
• InChiKey: ZPVFWTSVFVOTQH-WGEODTKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3-二甲基氢醌 在 aluminum oxide 、 三氟化硼乙醚 、 silver(l) oxide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 15.0h， 生成 2,3-二甲基-5-[(E,7R,11R)-3,7,11,15-四甲基十六碳-2-烯基]环己-2,5-二烯-1,4-二酮
  参考文献：
  名称：

  2-Methyl-6-phytylquinol and 2,3-dimethyl-5-phytylquinol as precursors of tocopherol synthesis in spinach chloroplasts

  摘要：

  The incorporation of [Me(methyl)-14C] from SAM(S-adenosylmethionine)-[Me-14C] into precursors indicates the following sequence of tocopherol synthesis in spinach: 2-methyl-6-phytylquinol (6-phytyltoluquinol) (1a) .fwdarw. 2,3-dimethyl-5-phytylquinol (phytylplastoquinol) (2a) .fwdarw. .gamma.-tocopherol (5a) .fwdarw. .alpha.-tocopherol (6). 1a is particularly preferred to 2-methyl-5-phytylquinol (1b) and 2-methyl-3-phytylquinol (1c). 1a only forms 2a. 2a is converted to 6 via 5a and, to a lesser extent, 2,5-dimethyl-6-phylquinol (2b) to 6 via .beta.-tocopherol (5b). Trimethylphytylquinol (3) is not an intermediate in the formation of 6. All reactions are independent of light.

  DOI：

  10.1016/s0031-9422(00)81963-9

文献信息

• Identification of The Tocopherol-Cyclase in the Blue-Green Algae<i>Anabaena variabilis</i>K<scp>ÜTZING</scp>(<i>Cyanobacteria</i>)
  作者：Achim Stocker、Wolf-Dietrich Woggon、August Rüttimann

  DOI：10.1002/hlca.19930760429

  日期：1993.6.30

  Incubation of Spheroplats of Anabaena variabilis (Cyanobacteria) with 22 the 2,6-O-dimetyl-ß-cycoldextrin complex of 2,3-dimethyl-5-phytylhydroquinone (11), revealed the presence of a hitherto unknown enzyme which catalyzes the cyclization of th substrate 11 to give enantiomerically pure γ-tocopherol (3) in ⩾ 93% yield.

  的Spheroplats孵育多变鱼腥藻（蓝藻）与22 2,6- ø -dimetyl-SS-cycoldextrin复杂2,3-二甲基-5- phytylhydroquinone（的11），揭示了迄今未知的酶的存在，其催化环化纯化底物11得到对映体纯的γ-生育酚（3），收率为⩾93％。
• 2-Methyl-6-phytylquinol and 2,3-dimethyl-5-phytylquinol as precursors of tocopherol synthesis in spinach chloroplasts
  作者：Jürgen Soll、Gernot Schultz

  DOI：10.1016/s0031-9422(00)81963-9

  日期：1980.1

  The incorporation of [Me(methyl)-14C] from SAM(S-adenosylmethionine)-[Me-14C] into precursors indicates the following sequence of tocopherol synthesis in spinach: 2-methyl-6-phytylquinol (6-phytyltoluquinol) (1a) .fwdarw. 2,3-dimethyl-5-phytylquinol (phytylplastoquinol) (2a) .fwdarw. .gamma.-tocopherol (5a) .fwdarw. .alpha.-tocopherol (6). 1a is particularly preferred to 2-methyl-5-phytylquinol (1b) and 2-methyl-3-phytylquinol (1c). 1a only forms 2a. 2a is converted to 6 via 5a and, to a lesser extent, 2,5-dimethyl-6-phylquinol (2b) to 6 via .beta.-tocopherol (5b). Trimethylphytylquinol (3) is not an intermediate in the formation of 6. All reactions are independent of light.