Sporulenol | 1207684-54-5

• 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: Sporulenol
• 英文别名: (1R,2R,4aS,4bR,6aS,10aS,10bR,12aS)-2,4b,7,7,10a,12a-hexamethyl-1-[(3R)-3-(4-methylcyclohexa-1,4-dien-1-yl)butyl]-3,4,4a,5,6,6a,8,9,10,10b,11,12-dodecahydro-1H-chrysen-2-ol
• CAS: 1207684-54-5
• 化学式: C₃₅H₅₈O
• 分子量: 494.845
• InChiKey: XKBZJGQFALBSTF-HVUBKZQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Sporulenol 生成 tetraprenyl-β-curcumene 、 水
  参考文献：
  名称：

  Sesquarterpenes (C₃₅ Terpenes) Biosynthesized via the Cyclization of a Linear C₃₅ Isoprenoid by a Tetraprenyl-β-curcumene Synthase and a Tetraprenyl-β-curcumene Cyclase: Identification of a New Terpene Cyclase

  摘要：

  In this study, mono- and pentacyclic C-35 terpenes from Bacillus subtilis were biosynthesized via the cydization of C-35 isoprenoid using purified enzymes, including the first identified new terpene cydase that shows no sequence homology to any of the known terpene cyclases. On the basis of these findings, we propose that these C-35 terpenes should be called the new family of "sesquarterpenes."

  DOI：

  10.1021/ja203779h
• 作为产物：
  描述：

  farnesyl pyrophosphate 在 potassium fluoride 、 cells-free extract from E_. coli BL₂₁(DE₃) harboring the pColdTF-sqhC 、 heptaprenyl diphosphate synthase HepS 、 heptaprenyl diphosphate synthase HepT 、 tetraprenyl-β-curcumene synthase YtpB 、 氯化铵 、 magnesium chloride 、 1,4-二巯基-2,3-丁二醇 作用下， 反应 48.0h， 生成 Sporulenol
  参考文献：
  名称：

  Sesquarterpenes (C₃₅ Terpenes) Biosynthesized via the Cyclization of a Linear C₃₅ Isoprenoid by a Tetraprenyl-β-curcumene Synthase and a Tetraprenyl-β-curcumene Cyclase: Identification of a New Terpene Cyclase

  摘要：

  In this study, mono- and pentacyclic C-35 terpenes from Bacillus subtilis were biosynthesized via the cydization of C-35 isoprenoid using purified enzymes, including the first identified new terpene cydase that shows no sequence homology to any of the known terpene cyclases. On the basis of these findings, we propose that these C-35 terpenes should be called the new family of "sesquarterpenes."

  DOI：

  10.1021/ja203779h

文献信息

• Bifunctional Triterpene/Sesquarterpene Cyclase: Tetraprenyl-β-curcumene Cyclase Is Also Squalene Cyclase in Bacillus megaterium
  作者：Tsutomu Sato、Hiroko Hoshino、Satoru Yoshida、Mami Nakajima、Tsutomu Hoshino

  DOI：10.1021/ja2060319

  日期：2011.11.9

  monocycle to a pentacycle, also cyclizes a tail-to-tail type of linear squalene into a bicyclic triterpenol, 8α-hydroxypolypoda-13,17,21-triene. The 8α-hydroxypolypoda-13,17,21-triene was found to be a natural triterpene from B. megaterium. It was also demonstrated that cyclizations of both tetraprenyl-β-curcumene and squalene occurred with a purified B. megaterium TC homologue in the same reaction

  这项研究表明，四异戊二烯-β-姜黄烯环化酶最初被鉴定为一种将头对尾类型的单环转化为五环的倍半萜环化酶，也将尾对尾类型的线性角鲨烯环化为双环三萜醇，8α-羟基多足类-13,17,21-三烯。8α-hydroxypolypoda-13,17,21-triene 被发现是来自巨大芽孢杆菌的天然三萜。还证明了四异戊二烯-β-姜黄烯和角鲨烯在同一反应混合物中与纯化的巨大芽孢杆菌 TC 同系物发生环化。这些结果表明四异戊二烯-β-姜黄烯环化酶是双功能的，在体内环化四异戊二烯-β-姜黄烯和角鲨烯。这是第一份描述双功能萜烯环化酶的报告，