7,7',8,8',11,11',12,12',15,15'-十氢-psi,psi-胡罗卜素 | 502-62-5

• 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
• 中文名称: 7,7',8,8',11,11',12,12',15,15'-十氢-psi,psi-胡罗卜素
• 英文名称: (6E,10E,14E,18E,22E,26E)-2,6,10,14,19,23,27,31-octamethyl-2,6,10,14,18,22,26,30-dotriacontaoctaene
• 英文别名: lycopersene；7,8,11,12,15,7',8',11',12',15'-decahydro-ψ,ψ-carotene；2,6,10,14,19,23,27,31-octamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaene；2,6,10,14,19,23,27,31-Octamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaen；Lycopersen；(6E,10E,14E,18E,22E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaene
• CAS: 502-62-5
• 化学式: C₄₀H₆₆
• 分子量: 546.964
• InChiKey: BGVXBZXEFXMRGJ-DPOFWPLISA-N

物化性质

• 沸点：
  608.5±50.0 °C(Predicted)
• 密度：
  0.859±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  40
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  盐酸 、 乙醚 、 7,7',8,8',11,11',12,12',15,15'-十氢-psi,psi-胡罗卜素 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Lycopersen，一种具有40个碳原子的角鲨烯的异戊二烯同质烃

  摘要：

  本文没有摘要。

  DOI：

  10.1002/hlca.194402701166
• 作为产物：
  描述：

  (2E,6E,10E)-1-溴-3,7,11,15-四甲基-2,6,10,14-十六碳四烯 在 sodium 作用下， 生成 7,7',8,8',11,11',12,12',15,15'-十氢-psi,psi-胡罗卜素
  参考文献：
  名称：

  Lycopersen，一种具有40个碳原子的角鲨烯的异戊二烯同质烃

  摘要：

  本文没有摘要。

  DOI：

  10.1002/hlca.194402701166

文献信息

• Regio- and Stereoselective Synthesis of 1,5-Dienes Using Allylic Barium Reagents
  作者：Akira Yanagisawa、Hiroaki Hibino、Shigeki Habaue、Yoshiyuki Hisada、Katsutaka Yasue、Hisashi Yamamoto

  DOI：10.1246/bcsj.68.1263

  日期：1995.5

  The highly α,α′ selective and stereocontrolled homocoupling reaction of allylic halides was achieved using barium reagent. The double-bond geometry of the starting allylic chloride was completely retained. The α,α′ cross-coupling products were also prepared stereospecifically and regioselectively by this method.

  使用钡试剂实现了烯丙基卤化物的高度α,α'选择性和立体控制的同偶联反应。完全保留了起始烯丙基氯的双键几何结构。α,α'交叉偶联产物也通过该方法立体定向和区域选择性制备。
• Pharmaceutical compositions including carotenoid analogs or derivatives for the inhabition and amelioration of disease
  申请人：Lockwood Fournier Samuel

  公开号：US20050075337A1

  公开（公告）日：2005-04-07

  A method for inhibiting and/or ameliorating the occurrence of diseases associated with reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals in a subject whereby a subject is administered a carotenoid analog or derivative, either alone or in combination with another carotenoid analog or derivative, or co-antioxidant formulation. The analog or derivative is administered such that the subject's risk of experiencing diseases associated with reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals may be thereby reduced. The analog or analog combination may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include a pharmaceutical composition including an analog or derivative of a carotenoid. The carotenoid analog or derivative may be synthetic. The carotenoid analog may include a conjugated polyene with between 7 to 14 double bonds. The conjugated polyene may include an acyclic alkene including at least one substituent and/or a cyclic ring including at least one substituent. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water. In some embodiments, a pharmaceutical composition may include a biologically inactive carrier. The pharmaceutical composition may be adapted to be administered to a human subject.

  一种抑制和/或改善与反应性氧化物种、反应性氮物种、自由基和/或非自由基有关的疾病在受试者中发生的方法，其中向受试者单独或与另一种类胡萝卜素类似物或衍生物或共同抗氧化剂制剂联合使用的类胡萝卜素类似物或衍生物，以减少受试者经历与反应性氧化物种、反应性氮物种、自由基和/或非自由基有关的疾病的风险。类胡萝卜素类似物或类似物组合可用于抑制和/或改善涉及产生反应性氧化物种、反应性氮物种、自由基和/或非自由基的任何疾病。在某些实施例中，本发明可能包括包括类胡萝卜素的类似物或衍生物的制药组合物。类胡萝卜素类似物或衍生物可以是合成的。类胡萝卜素类似物可以包括具有7到14个双键的共轭多烯。共轭多烯可以包括至少一个取代基的非环烯烃和/或包括至少一个取代基的环状环。在某些实施例中，类胡萝卜素类似物或衍生物可以包括至少一个取代基。取代基可以增强类胡萝卜素类似物或衍生物的溶解度，使其至少部分溶解在水中。在某些实施例中，制药组合物可以包括生物学上不活性的载体。制药组合物可适用于人类受试者。
• A squalene synthase-like enzyme initiates production of tetraterpenoid hydrocarbons in Botryococcus braunii Race L
  作者：Hem R. Thapa、Mandar T. Naik、Shigeru Okada、Kentaro Takada、István Molnár、Yuquan Xu、Timothy P. Devarenne

  DOI：10.1038/ncomms11198

  日期：——

  analogous to that of C30 squalene. Confirming this hypothesis, the current study identifies C20 geranylgeranyl diphosphate (GGPP) as a precursor for lycopaoctaene biosynthesis, the first committed intermediate in the production of lycopadiene. Two squalene synthase (SS)-like complementary DNAs are identified in race L with one encoding a true SS and the other encoding an enzyme with lycopaoctaene synthase

  绿色微藻类Botryococcus braunii被认为是有前途的生物燃料原料生产商，因为它积聚了可转化为燃料的碳氢化合物油。B. braunii种族L通过未表征的生物合成途径生产C40四萜类烃番茄红素。结构上的相似性表明该途径遵循类似于C30角鲨烯的生物合成机制。为证实这一假设，本研究确定了C20香叶基香叶基二磷酸二氢甘油酯（GGPP）作为番木瓜烯生物合成的前体，番木瓜烯是番茄红素二烯生产中的第一个重要中间体。在种族L中鉴定出两个角鲨烯合酶（SS）样互补DNA，其中一个编码真实的SS，另一个编码具有糖化八辛烯合酶（LOS）活性的酶。有趣的是，LOS使用替代的C15和C20异戊二烯基二磷酸酯底物来生产组合杂化烃，但在体内几乎只使用GGPP。这一发现突显了SS酶的多样化如何导致在B. braunii的L族中生产特殊的四萜类油。
• Tetraterpene Synthase Substrate and Product Specificity in the Green Microalga <i>Botryococcus braunii</i> Race L
  作者：Hem R. Thapa、Su Tang、James C. Sacchettini、Timothy P. Devarenne

  DOI：10.1021/acschembio.7b00457

  日期：2017.9.15

  proteins as well as a structural comparison with the human SS (HSS) crystal structure. Characterization of the LOS mutants in vitro identified Ser276 and Ala288 in the LOS active site as key amino acids responsible for controlling substrate binding, and thus the promiscuity of this enzyme. Mutating these residues to those found in HSS largely converted LOS from lycopaoctaene production to C30 squalene production

  最近，番茄红素的生物合成途径是C 40四萜类碳氢化合物，它是从藻类Botryococcus braunii的L族中解密得到的，藻类产生的烃油能够转化为可燃燃料。番茄红素途径是由角鲨烯合酶（SS）样酶lycopaoctaene合酶（LOS）引发的，它催化两个C 20香叶基香叶基二磷酸（GGPP）分子的头对头缩合，生成C 40 lycopaoctaene。LOS通过利用C 15法呢基二磷酸（FPP）和C 20显示SS或SS类酶的底物混杂现象除了GGPP以外，植酸二磷酸为底物。可以通过LOS单独或组合使用这三种底物，以生产链长为C 30，C 35和C 40的六种不同的烃。为了了解LOS底物和产物的特异性，基于与几种SS蛋白的序列比对以及与人SS（HSS）晶体结构的结构比较，进行了合理的诱变实验。LOS突变体的体外表征在LOS活性位点鉴定出Ser276和Ala288是负责控制底物结合并因此控制该酶
• Highly selective homocoupling reaction of allylic halides using barium metal
  作者：Akira Yanagisawa、Hiroaki Hibino、Shigeki Habaue、Yoshiyuki Hisada、Hisashi Yamamoto

  DOI：10.1021/jo00050a006

  日期：1992.11

  The highly alpha,alpha' selective and stereocontrolled homocoupling reaction of allylic halides was achieved using barium reagent. The double-bond geometry of the starting allylic chloride was completely retained. alpha,alpha' Cross-coupling products were also prepared stereospecifically and regioselectively by this method.