C4-([G-1]OH2)4 | 208581-26-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: C4-([G-1]OH2)4
• 英文别名: 3-{[3-Hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxy}-2,2-bis({[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxy}methyl)propyl3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate；[3-[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxy-2,2-bis[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]propyl] 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate
• CAS: 208581-26-4
• 化学式: C₂₅H₄₄O₁₆
• 分子量: 600.615
• InChiKey: OIMKHYYRYOVHIX-UHFFFAOYSA-N

物化性质

• 沸点：
  787.2±55.0 °C(Predicted)
• 密度：
  1.379±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.3
• 重原子数：
  41
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  267
• 氢给体数：
  8
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  4-(benzyloxy)-2-(tert-butoxycarbonylamino)-4-oxobutanoic acid 、 C4-([G-1]OH2)4 在 N-羟基丁二酰亚胺 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  健壮、可生物降解的树枝状聚合物的设计、合成和生物学评价

  摘要：

  聚乙二醇化树枝状聚合物因其可调节的药代动力学和携带多个生物活性分子拷贝的能力而对生物应用具有吸引力。描述了基于聚酯-聚酰胺杂化核的稳健且可生物降解的聚乙二醇化树枝状聚合物的快速有效合成。该架构旨在避免树枝状聚合物制备过程中的破坏性副反应，同时保持生物降解性。因此，用多柔比星 (Dox) 功能化的树枝状聚合物是从商业起始材料中通过九个高产线性步骤制备的。在 C26 鼠结肠癌的治疗中，使用等摩尔剂量并行评估树枝状聚合物和 Doxil，导致在 60 天实验结束时大多数无肿瘤小鼠的统计结果相同。

  DOI：

  10.1021/bc900553n
• 作为产物：
  描述：

  季戊四醇 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 168.0h， 生成 C4-([G-1]OH2)4
  参考文献：
  名称：

  亚苄基保护的bis-MPA方便的树枝状聚合物结构单元

  摘要：

  合成了亚苄基保护的双-MPA，2，2-双（羟甲基）丙酸，并评估其作为树状聚合物构建的基础。已发现，亚苄基保护的双-MPA的酸酐与新戊醇反应，得到高收率的酰化产物。大多数酯产物的结晶性质促进了纯化。通过氢解脱保护以高收率得到多元醇树枝状聚合物。

  DOI：

  10.1016/s0040-4039(98)00395-5

文献信息

• Rapid, Efficient Synthesis of Heterobifunctional Biodegradable Dendrimers
  作者：Andrew P. Goodwin、Stephanie S. Lam、Jean M. J. Fréchet

  DOI：10.1021/ja071530z

  日期：2007.6.6

  A method for the preparation of heterobifunctional biodegradable dendrimers is described involving the preparation of a symmetric aliphatic ester dendrimer derived from 2,2-bis(hydroxymethyl)propanoic acid bearing a cyclic carbonate periphery, followed by opening of the carbonate moieties with a functional amine. This approach requiring no chromatographic purification steps was demonstrated with the

  描述了一种用于制备异双功能可生物降解树枝状聚合物的方法，包括制备衍生自带有环状碳酸酯外围的 2,2-双（羟甲基）丙酸的对称脂肪族酯树枝状聚合物，然后用官能胺打开碳酸酯部分。这种不需要色谱纯化步骤的方法通过制备在其外围带有八个受保护的醛和八个炔的树枝状聚合物来证明。
• Investigation of Lysine-Functionalized Dendrimers as Dichlorvos Detoxification Agents
  作者：Esteban F. Durán-Lara、Jennifer L. Marple、Joseph A. Giesen、Yunlan Fang、Jacobs H. Jordan、W Terrence Godbey、Adolfo Marican、Leonardo S. Santos、Scott M. Grayson

  DOI：10.1021/acs.biomac.5b00657

  日期：2015.11.9

  Lysine-containing polymers have seen broad application due to their amines’ inherent ability to bind to a range of biologically relevant molecules. The synthesis of multiple generations of polyester dendrimers bearing lysine groups on their periphery is described in this report. Their hydrolytic stabilities with respect to pH and time, their toxicity to a range of cell lines, and their possible application as nano-detoxification agents of organophosphate compounds are all investigated. These zeroth-, first-, and second-generation water-soluble dendrimers have been designed to bear exactly 4, 8, and 16 lysine groups, respectively, on their dendritic periphery. Such monodisperse bioactive polymers show potential for a range of applications including drug delivery, gene delivery, heavy metal binding, and the sequestration of organic toxins. These monodisperse bioactive dendrimers were synthesized using an aliphatic ester dendritic core (prepared from pentaerythritol) and protected amino acid moieties. This library of lysine-conjugated dendrimers showed the ability to efficiently capture the pesticide dichlorvos, confirming the potential of dendrimer-based antidotes to maintain acetylcholinesterase activity in response to poisoning events.

  含赖氨酸的聚合物由于其氨基固有的能力能够与多种生物相关分子结合，已经得到广泛应用。本报告描述了多代在其周边带有赖氨酸基团的聚酯树枝状聚合物的合成。研究了它们在不同pH值和时间下的水解稳定性、对多种细胞系的毒性以及作为有机磷化合物的纳米解毒剂的潜在应用。这些零代、第一代和第二代水溶性树枝状聚合物分别设计为在其树枝状边缘上精确地携带4、8和16个赖氨酸基团。这些单分散的生物活性聚合物在药物递送、基因递送、重金属结合和有机毒素隔离等多种应用中展现出潜力。使用由五羟基醇制备的脂肪族酯树枝状核心和保护的氨基酸基团合成了这些单分散的生物活性树枝状聚合物。这一赖氨酸连接的树枝状聚合物库显示出有效捕获农药二氯恶草胺的能力，确认了基于树枝状聚合物的解毒剂在应对中毒事件时维持乙酰胆碱酯酶活性的潜力。
• CATIONIC POLYMERS FOR ANTIMICROBIAL APPLICATIONS AND DELIVERY OF BIOACTIVE MATERIALS
  申请人：Coady Daniel Joseph

  公开号：US20120251608A1

  公开（公告）日：2012-10-04

  A cationic star polymer is disclosed of the general formula (1): I′P′] w′ (1), wherein w′ is a positive number greater than or equal to 3, I′ is a dendritic polyester core covalently linked to w′ independent peripheral linear cationic polymer chains P′. Each of the chains P′ comprises a cationic repeat unit comprising i) a backbone functional group selected from the group consisting of aliphatic carbonates, aliphatic esters, aliphatic carbamates, aliphatic ureas, aliphatic thiocarbamates, aliphatic dithiocarbonates, and combinations thereof, and ii) a side chain comprising a quaternary amine group. The quaternary amine group comprises a divalent methylene group directly covalently linked to i) a positive charged nitrogen and ii) an aromatic ring.

  公开了一种阳离子星形聚合物，其一般式为（1）：I′P′]w′（1），其中w′是大于或等于3的正数，I′是一个树枝状聚酯核心，与w′个独立的外周线性阳离子聚合物链P′共价连接。每个链P′包括一个阳离子重复单元，包括i）从群组中选择的骨架功能基，该群组包括脂肪族碳酸酯，脂肪族酯，脂肪族氨基甲酸酯，脂肪族脲，脂肪族硫脲酸酯，脂肪族二硫代碳酸酯及其组合物，以及ii）包括季铵基团的侧链。季铵基团包括一个二价亚甲基基团，直接共价连接到i）一个正电荷氮和ii）一个芳香环。
• Synthesis and Properties of Carborane-Functionalized Aliphatic Polyester Dendrimers
  作者：Matthew C. Parrott、Erin B. Marchington、John F. Valliant、Alex Adronov

  DOI：10.1021/ja053730l

  日期：2005.8.1

  The incorporation of multiple p-carborane cages within an aliphatic polyester dendrimer was accomplished through the preparation of a bifunctional carborane synthon. A p-carborane derivative having an acid and a protected alcohol functionality was found to efficiently couple to peripheral hydroxyl groups of low-generation dendrimers under standard esterification conditions. Deprotection of carborane hydroxyl groups allowed for further dendronization through a divergent approach using the highly reactive anhydride of benzylidene-protected 2,2-bis(hydroxymethyl)propanoic acid. This approach was used to prepare fourth-and fifth-generation dendrimers that contain 4, 8, and 16 carborane cages within their interior. Upon peripheral deprotection to liberate a polyhydroxylated dendrimer exterior, these structures exhibited aqueous solubility as long as a minimum of eight hydroxyl groups per carborane were present. Several of the water-soluble structures were found to exhibit a lower critical solution temperature. Additionally, irradiation of these materials with thermal neutrons resulted in emission of gamma radiation that is indicative of boron neutron capture events occurring within the carborane-containing dendrimers.
• US8709466B2
  申请人：——

  公开号：US8709466B2

  公开（公告）日：2014-04-29