archaeal diether | 134108-16-0

• 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: archaeal diether
• 英文别名: archaeol；2,3-bis[(3,7,11,15-tetramethylhexadecyl)oxy]propan-1-ol；(RS)-2,3-bis[[(3RS,7RS,11RS)-3,7,11,15-tetramethylhexadecyl]oxy]propanol；2,3-bis(3,7,11,15-tetramethylhexadecoxy)propan-1-ol
• CAS: 134108-16-0
• 化学式: C₄₃H₈₈O₃
• 分子量: 653.17
• InChiKey: ISDBCJSGCHUHFI-UHFFFAOYSA-N

物化性质

• 沸点：
  672.4±35.0 °C(Predicted)
• 密度：
  0.868±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  17.2
• 重原子数：
  46
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  archaeal diether 在 lutidine 、 四乙基溴化铵 、 氢气 、 silver trifluoromethanesulfonate 、 氰化汞 作用下， 以 四氢呋喃 、 吡啶 、 硝基甲烷 、 水 、 溶剂黄146 、 丙酮 、 乙腈 为溶剂， 反应 6.33h， 生成 Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-[2,3-bis-(3,7,11,15-tetramethyl-hexadecyloxy)-propoxy]-5-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of 2,3-di-O-phytanyl-1-O-[glucosyl (galactosyl)-β(1→6) -mannosyl-α(1→2)-glucosyl-α (1→1)]-SN-glycerol. Purple membrane glycolipids

  摘要：

  DOI：

  10.1016/s0040-4039(01)90561-1
• 作为产物：
  描述：

  1-O-benzyl-2,3-di-O-phytyl-sn-glycerol 在 palladium on activated charcoal 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以8.7 mmol的产率得到archaeal diether
  参考文献：
  名称：

  Synthesis of 2,3-di-O-phytanyl-1-O-[glucosyl (galactosyl)-β(1→6) -mannosyl-α(1→2)-glucosyl-α (1→1)]-SN-glycerol. Purple membrane glycolipids

  摘要：

  DOI：

  10.1016/s0040-4039(01)90561-1

文献信息

• Glycerol ether phosphatides
  申请人：Hoffmann-La Roche Inc.

  公开号：US04694084A1

  公开（公告）日：1987-09-15

  Compounds of the general formula ##STR1## wherein two of the residues R.sup.1, R.sup.2 and R.sup.3 represent C.sub.10-30 -alkyl residues with at least 8 C-atoms in a straight chain, at least one of these residues being substituted by at least 2 C.sub.1-3 -alkyl residues and the sum of the C-atoms in the two residues being greater than 20; and the third residue is a residue --P(O)(O.sup.-)OR.sup.4 in which R.sup.4 represents a lower-alkyl or C.sub.5-7 -cycloalkyl residue which is substituted by a quaternary ammonium group or a C.sub.5-7 -cycloalkyl residue which contains a di-(lower-alkyl)-substituted nitrogen atom, are useful for the manufacture of colloidal solution systems. The compounds of formula I can be prepared starting from glycerol derivatives as described in more detail in the specification.

  通式为##STR1##的化合物，其中两个残基R.sup.1、R.sup.2和R.sup.3代表至少有8个C原子的直链C.sub.10-30烷基残基，其中至少一个残基被至少2个C.sub.1-3烷基残基取代，这两个残基中的C原子总数大于20；第三个残基是一个残基--P(O)(O.sup.-)OR.sup.4，其中R.sup.4代表一个取代有季铵基团的低烷基或C.sub.5-7环烷基残基，或者一个含有二(低烷基)取代氮原子的C.sub.5-7环烷基残基，这些化合物可用于制备胶体溶液系统。通式I的化合物可以从甘油衍生物开始制备，详细描述在说明书中。
• [EN] SULFATED-GLYCOLIPIDS AS ADJUVANTS FOR VACCINES<br/>[FR] GLYCOLIPIDES SULFATÉS COMME ADJUVANTS DE VACCINS
  申请人：NAT RES COUNCIL CANADA

  公开号：WO2016004512A1

  公开（公告）日：2016-01-14

  A synthetic charged glycolipid is described comprising a sulfated saccharide group covalently linked to the tree sn-1 hydroxyl group of the glycerol backbone of an archaeal core lipid via a beta linkage. The synthetic charged glycolipids include compounds of formula I wherein n is 0 or 1; R is hydrogen or hydroxyl; and Y is hydrogen or a sulfate group, at least one Y being a sulfate group; and including pharmaceutically acceptable salts thereof. The sulfated glycolipid produces stable archaeosomes at a mol% ratio of from 100:0 to 30:70 (sulfated glycolipid: uncharged glycolipid) and which induce a protective immune response, including CD8+ and CD4+ T cell responses. Archaeosomes comprising the sulfated glycolipids described have desirable adjuvant properties, particularly when mixed with uncharged glycolipid at a mol% ratio of about 50:50.

  描述了一种合成带电糖脂，其中含有一个硫酸酯化糖基，与古菌核心脂质的甘油骨架的树状sn-1羟基通过β键共价连接。这种合成带电糖脂包括具有以下结构的化合物：式I中n为0或1；R为氢或羟基；Y为氢或硫酸酯基，至少一个Y为硫酸酯基；并包括其药用可接受的盐。硫酸酯化糖脂在100:0至30:70（硫酸酯化糖脂：非带电糖脂）的摩尔比下产生稳定的古菌体，并诱导一种保护性免疫反应，包括CD8+和CD4+ T细胞反应。所述的含硫酸酯化糖脂的古菌体具有理想的佐剂性能，特别是当与非带电糖脂混合在大约50:50的摩尔比时。
• Synthesis of New Components for Tethered Bilayer Membranes and Preliminary Surface Characterization.
  作者：Christopher J.Burns、Leslie D. Field、Peter Culshaw、Mohammed Islam、Damon D. Ridley、Jacqueline Morgan、Burkhard Raguse、Lech Wieczorek、Matthew Wilkinson、Valentina Vignevich

  DOI：10.1071/ch99159

  日期：——

  Two analogues of the membrane-forming species PhCH2SS(C24H40O14)(C20H41) (1) have been prepared via short synthetic routes. The compounds readily form self-assembled monolayers on gold. PhCH2SS(C27H45O16)(C20H41)2 PhCH2SS(C29H48O17)(C20H41)3

  已准备好两种模拟膜形成物种PhCH2SS(C24H40O14)(C20H41)(1)，通过简短的合成途径。这些化合物容易在金表面上形成自组装单分子层。PhCH2SS(C27H45O16)(C20H41)2和PhCH2SS(C29H48O17)(C20H41)3。
• Sulfated-glycolipids as adjuvants for vaccines
  申请人：National Research Council of Canada

  公开号：US10647737B2

  公开（公告）日：2020-05-12

  A synthetic charged glycolipid is described comprising a sulfated saccharide group covalently linked to the tree sn-1 hydroxyl group of the glycerol backbone of an archaeal core lipid via a beta linkage. The synthetic charged glycolipids include compounds of formula I wherein n is 0 or 1; R is hydrogen or hydroxyl; and Y is hydrogen or a sulfate group, at least one Y being a sulfate group; and including pharmaceutically acceptable salts thereof. The sulfated glycolipid produces stable archaeosomes at a mol % ratio of from 100:0 to 30:70 (sulfated glycolipid:uncharged glycolipid) and which induce a protective immune response, including CD8+ and CD4+ T cell responses. Archaeosomes comprising the sulfated glycolipids described have desirable adjuvant properties, particularly when mixed with uncharged glycolipid at a mol % ratio of about 50:50.

  本发明描述了一种合成带电糖脂，它包括一个硫酸化的糖基，通过β连接与古核脂质的甘油骨架的树 Sn-1 羟基共价连接。合成的带电糖脂包括式 I 的化合物，其中 n 是 0 或 1；R 是氢或羟基；Y 是氢或硫酸基团，至少一个 Y 是硫酸基团；还包括其药学上可接受的盐。硫酸化糖脂可产生稳定的弓形体，其摩尔比为 100:0 至 30:70（硫酸化糖脂：无电荷糖脂），可诱导保护性免疫反应，包括 CD8+ 和 CD4+ T 细胞反应。由所述硫酸化糖脂组成的弓形体具有理想的佐剂特性，特别是当与不带电荷的糖脂以约 50:50 的摩尔%比例混合时。
• Self assembly of sensor membranes
  申请人：——

  公开号：US20030054431A1

  公开（公告）日：2003-03-20

  Electrode membrane combinations for use in biosensors to detect analytes in a sample and methods for making and storing same are disclosed. In one aspect, a method is provided for producing a first layer electrode membrane comprising: (1) Forming a solution containing Linker Lipid A, the disulfide of mercaptoacetic acid (MAAD) or similar molecule, linker Gramicidin B, membrane spanning lipid C (MSL-C) and membrane spanning lipid D (MSL-D) or other suitable linker molecules and other ion channel combinations; (2) Contacting an electrode containing a clean gold surface with the solution, the disulfide containing components in the solution thus adsorbing onto the gold surface of the electrode; (3) Rinsing the electrode with a suitable organic solvent; and (4) Removing the excess organic solvent used for rinsing.

  本发明公开了用于检测样品中分析物的生物传感器中的电极膜组合及其制造和储存方法。在一个方面，提供了一种生产第一层电极膜的方法，包括 (1) 形成含有连接体脂质 A、巯基乙酸二硫化物（MAAD）或类似分子、连接体苎麻素 B、跨膜脂质 C（MSL-C）和跨膜脂质 D（MSL-D）或其他合适的连接体分子和其他离子通道组合的溶液； (2) 将含有清洁金表面的电极与溶液接触，溶液中的二硫化物成分因此吸附在电极的金表面上； (3) 用适当的有机溶剂冲洗电极；以及 (4) 除去用于漂洗的过量有机溶剂。