刺五加甙 C | 15486-24-5

• 物质功能分类: 生物化工 - 提取物 - 植物提取物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 刺五加甙 C
• 中文别名: 刺五加甙C
• 英文名称: ethyl α-D-galactopyranoside
• 英文别名: ethyl-α-D-galactose；Et-α-D-Galp；eleutheroside C；ethyl galactoside；ethyl-α-D-galactopyranoside；Aethyl-α-D-galactopyranosid；(2S,3R,4S,5R,6R)-2-ethoxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 15486-24-5
• 化学式: C₈H₁₆O₆
• 分子量: 208.211
• InChiKey: WYUFTYLVLQZQNH-HNEXDWKRSA-N

物化性质

• 熔点：
  140-142 °C
• 沸点：
  395.1±42.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 储存条件：
  室温

制备方法与用途

生物活性方面，Eleutheroside C（乙基α-ᴅ-半乳糖苷）是一种从球根葱属植物球茎中分离得到的糖苷类化合物。

反应信息

• 作为反应物：
  描述：

  刺五加甙 C 在 吡啶 、 偶氮二异丁腈 、 四丁基氟化铵 、 sodium hydride 、 碳酸氢钠 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 45.5h， 生成 ethyl 3,4-di-O-(6-(6-maleimidohexanamido)-3-thiahexyl)-2,6-di-O-methyl-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis, conformation, and immunogenicity of monosaccharide-centered multivalent HIV-1 gp41 peptides containing the sequence of DP178

  摘要：

  Several monosaccharide-centered multivalent HIV-1 gp41 peptides containing the sequence of DP178 were synthesized. Conformational studies showed that multivalent assembly enhanced the a-helical content of the peptide. Therefore, 2-, 3-, or 4-alpha-helix bundles of peptide DP178 could be obtained by assembling the peptide on a suitable bi-, tri-, or tetravalent template. Immunization studies indicated that while peptide DP178 alone was poorly immunogenic, the tetravalent peptide MVP-1 raised high titers of antibodies in mice that recognize not only peptide DP178 but also the native HIV-1 glycoprotein gp41, even in the absence of a carrier protein or adjuvant. The study suggests that carbohydrate-centered multivalent peptides provide not only a model for mimicking protein a-helix-bundle structure, but also an effective immunogen for raising high-titer antibodies against HIV-1 envelope glycoprotein gp41. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.04.008
• 作为产物：
  描述：

  乙醇 、 4-硝基苯基-α-D-吡喃半乳糖苷 在 α-D-galactosidase from Trichoderma reesei 作用下， 以 水 为溶剂， 生成 刺五加甙 C
  参考文献：
  名称：

  Transglycosylation activity of α-d-galactosidase from Trichoderma reesei An investigation of the active site

  摘要：

  The transglycosylation reaction catalyzed by alpha-D-galactosidase from the mycelial fungus Trichoderma reesei was studied using p-nitrophenyl alpha-D-galactopyranoside (PNPG). An aliphatic alcohol or the substrate itself can be an acceptor of the galactose residue in this reaction. The transglycosylation products were identified as alkyl galactosides in the case of alcohols or as galactobioside and galactotrioside in the case of PNPG. The transglycosylation rates follow a first-order equation with respect to the alcohol concentrations except for methanol. Affinities of some substrates were estimated from their K-i values in the reaction of the enzyme with PNPG. Transglycosylation of the substrate suggests a model for the enzyme active center. It is proposed that the active center includes two galactose-binding sites and a hydrophobic site. (C) 1998 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00229-2

文献信息

• POLYMER STABILIZER
  申请人：KIMURA Yoshikazu

  公开号：US20100179253A1

  公开（公告）日：2010-07-15

  A polymer stabilizer comprising the following alkoxy compound: the alkoxy compound: a compound obtained by alkoxylating at least one hydroxyl group contained in a compound of the following formula (1) containing one formyl group or carbonyl group and (n− 1 ) hydroxyl groups in the molecule with an alkyl group having 1 to 12 carbon atoms: C n H 2n O n (1) (wherein, n represents an integer of 3 or more).

  一种聚合物稳定剂，包含以下烷氧基化合物：所述烷氧基化合物是通过将含有以下通式（1）中的一个甲酰基或羰基以及分子中（n-1）个羟基的化合物中的至少一个羟基进行烷氧基化而得到的化合物，其中烷基团含有1至12个碳原子：CnH2nOn（1）（其中，n代表3或以上的整数）。
• Carbohydrate-centered maleimide cluster as a new type of templates for multivalent peptide assembling
  作者：Lai-Xi Wang、Jiahong Ni、Suddham Singh

  DOI：10.1016/s0968-0896(02)00339-5

  日期：2003.1

  application as a new type of templates for multivalent peptide assembling. Simultaneous introduction of multiple maleimide functionalities onto a carbohydrate core was achieved through the reaction of carbohydrate-based polyamines with methoxycarbonylmaleimide or with the N-hydroxylsuccinimide ester of 6-maleimidohexanoic acid. The clustered maleimides placed on the carbohydrate core allow rapid and highly

  本文描述了以碳水化合物为中心的马来酰亚胺簇的简便合成方法及其作为多价肽组装的新型模板的应用。通过将基于碳水化合物的聚胺与甲氧基羰基马来酰亚胺或与6-马来酰亚胺基己酸的N-羟基琥珀酰亚胺酯反应，将多种马来酰亚胺官能团同时引入到碳水化合物核中。置于碳水化合物核心上的成簇的马来酰亚胺允许在室温下，在几乎中性的条件下，与多拷贝的含半胱氨酸的肽快速且高度化学选择性地连接。这种温和高效的连接方法对于合成大而复杂的多价肽非常有价值，而这些肽通常无法通过常规连接方法获得。马来酰亚胺簇作为用于多价肽合成的新型模板的有用性通过合成结合有效HIV抑制剂T20的序列的两个四价gp41肽来举例说明。合成的多价gp41肽可用作新型免疫原，以产生用于HIV研究的特异性抗体。它们也是研究HIV膜融合机制的有用探针。
• Novel nor-harmal alkaloid from Adhatoda vasica
  作者：M.P. Jain、S.K. Koul、K.L. Dhar、C.K. Atal

  DOI：10.1016/s0031-9422(00)83845-5

  日期：——

  Abstract A novel alkaloid and a galactoside isolated from the roots of Adhatoda vasica have been characterized as 9-acetamido-3,4-dihydropyrido-(3,4-b)-indole and O -ethyl-α- D -galactoside respectively by chemical and spectroscopic methods. In addition sitosterol β- D -glucoside, D -galactose and deoxyvasicinone have also been isolated from the roots of this plant.

  摘要 从马尾草根中分离得到的一种新型生物碱和半乳糖苷分别通过化学方法表征为 9-acetamido-3,4-dihydropyrido-(3,4-b)-indole 和 O-ethyl-α-D-galactoside。和光谱方法。此外，谷甾醇 β-D-葡萄糖苷、D-半乳糖和脱氧植物油苷也已从这种植物的根中分离出来。
• Scaffolded maleimide clusters for multivalent peptide assembly
  申请人：Wang Lai-Xi

  公开号：US20050159341A1

  公开（公告）日：2005-07-21

  Disclosed are scaffolded maleimide clusters, methods of making said clusters and use of said clusters as templates for multivalent peptide assembly. Multiple maleimide functionalities were introduced onto a scaffold molecule by the reaction of a core-centered polyamines with methoxycarbonylmaleimide or with activated esters of maleimide-containing compounds. The scaffolded maleimides allow rapid, highly chemoselective, and high-yield ligation with thiolcontaining peptides under virtually neutral conditions at room temperature. The disclosed mild and highly efficient ligation method is extremely valuable for synthesizing large and complex multivalent peptides that may not be easily obtained by conventional ligation methods. These novel scaffolded maleimide clusters allow a highly chemoselective ligation with a thiolcontaining peptide under virtually neutral conditions, providing a new and efficient approach for multivalent peptide assembly. The disclosed mild and highly efficient ligation method is extremely valuable for synthesizing large and complex multivalent peptides that may not be easily obtained by conventional ligation methods. A series of multivalent peptides containing the sequence of the 36-mer HIV-1 inhibitor DP178 (T20), the T-helper epitope from tetanus toxoid (830-844), and the minimum epitope sequence of the potent HIV-neutralizing antibody 2F5 were synthesized. Carbohydrates and cholic acid were chosen as the scaffold because of their rigidity and mufti-functionality. Thus, the topology of the multivalent peptides can be controlled by the defined spatial orientation of the maleimide functionalities on the rigid scaffold core. The resulting multivalent gp41 peptides incorporating strands of DP178 on the monosaccharide and the cholic acid templates were found to be able to form three or four a-helix bundles. Moreover, the multivalent peptides containing strands of the long gp41 peptide DP178 were highly immunogenic and were able to raise high titers of peptide-specific antibodies in the absence of any additional adjuvant. Therefore, these and related multivalent peptides constructed on the maleimide clusters may be used as novel immunogens, potential inhibitors, protein mimics, artificial proteins, and powerful antigens for a broad range of biomedical applications.

  本发明涉及支架式马来酰亚胺聚集体、制备该聚集体的方法以及将该聚集体用作多价肽组装的模板。通过将核心中心的多胺与甲氧羰基马来酰亚胺或含马来酰亚胺的化合物的活化酯反应，引入多个马来酰亚胺官能团到支架分子上。支架马来酰亚胺允许在几乎中性条件下在室温下与含巯基的肽快速、高度化学选择性和高收率地连接。揭示的温和高效的连接方法对于合成大型和复杂的多价肽非常有价值，这些肽可能不容易通过传统的连接方法获得。这些新型的支架马来酰亚胺聚集体允许在几乎中性条件下与含巯基的肽高度化学选择性地连接，为多价肽组装提供了一种新的高效方法。合成了一系列多价肽，其中包含36-mer HIV-1抑制剂DP178（T20）的序列、破伤风类毒素T-helper表位（830-844）和强效HIV中和抗体2F5的最小表位序列。由于其刚性和多功能性，选择了碳水化合物和胆酸作为支架。因此，通过在刚性支架核心上定义的空间定向马来酰亚胺官能团的拓扑结构，可以控制多价肽的拓扑结构。结果发现，包含DP178链的多价gp41肽在单糖和胆酸模板上能够形成三或四个α-螺旋束。此外，包含长gp41肽DP178链的多价肽高度免疫原性，并且能够在没有任何额外佐剂的情况下产生高滴度的肽特异性抗体。因此，这些和相关的在马来酰亚胺聚集体上构建的多价肽可以用作新的免疫原、潜在的抑制剂、蛋白质模拟体、人造蛋白和广泛的生物医学应用中的强大抗原。
• THERMOPLASTIC POLYMER COMPOSITION AND PROCESSING STABILISER
  申请人：Kimura Yoshikazu

  公开号：US20130032756A1

  公开（公告）日：2013-02-07

  The present invention provides a thermoplastic polymer composition containing a particular phenol compound or organic phosphoric compound, compound (9) which is compound (9a) represented by C m H 2m O m wherein m is an integer of not less than 3 and not more than 10, and having one aldehyde group or ketone group and m−1 hydroxy groups with at least one hydroxy group having been replaced by an alkoxy group represented by —OR 26 wherein R 26 is a C 1-12 alkyl group, and a thermoplastic polymer, and a processing stabilizer containing a particular phenol compound or organic phosphoric compound, and compound (9). A combined use of a particular phenol compound or organic phosphoric compound and compound (9) can improve processing stability of a thermoplastic polymer composition.

  本发明提供了一种热塑性聚合物组合物，其中包含特定的酚化合物或有机磷化合物、化合物(9)，该化合物(9)表示为CmH2mOm，其中m是不小于3且不大于10的整数，具有一个醛基或酮基和m-1个羟基，其中至少一个羟基已被一个表示为—OR26的烷氧基所取代，其中R26是C1-12烷基，以及一种热塑性聚合物和一种加工稳定剂，该加工稳定剂包含特定的酚化合物或有机磷化合物和化合物(9)。特定的酚化合物或有机磷化合物和化合物(9)的联合使用可以提高热塑性聚合物组合物的加工稳定性。