5-[(2,5-dioxopyrrolidin-1-yl)oxy]-5-oxopentanoic acid | 116920-04-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-[(2,5-dioxopyrrolidin-1-yl)oxy]-5-oxopentanoic acid
• 英文别名: glutaric acid N-hydroxysuccinimide monoester；5-[(2,5-dioxo-1-pyrrolidinyl)oxy]-5-oxo-pentanoic acid；succinimidyl glutarate；Pentanoic acid, 5-[(2,5-dioxo-1-pyrrolidinyl)oxy]-5-oxo-；5-(2,5-dioxopyrrolidin-1-yl)oxy-5-oxopentanoic acid
• CAS: 116920-04-8
• 化学式: C₉H₁₁NO₆
• 分子量: 229.189
• InChiKey: NWAGXLBTAPTCPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-[(2,5-dioxopyrrolidin-1-yl)oxy]-5-oxopentanoic acid 在 氯化亚砜 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-[(2',5'-dioxo-1'-pyrrolidinyl)oxy]-5-oxopentanoyl chloride
  参考文献：
  名称：

  Templated alkylation of hexahistidine with Baylis–Hillman esters

  摘要：

  在Ni2+、Cu2+或Zn2+阳离子存在下，在pH值为中性、浓度为微摩尔的水溶液中，实现了六组苷的一个咪唑环与连接到硝基三乙酸残基的BaylisâHillman酯的烷基化。通过 "click "1,3-二极环加成反应将荧光标签连接到带有炔基的重组蛋白A上，证明了这种方法在选择性地对His标记的重组蛋白进行功能化方面的实用性。

  DOI：

  10.1039/c3cc43271h
• 作为产物：
  描述：

  戊二酸酐 、 N-羟基丁二酰亚胺 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以592 mg的产率得到5-[(2,5-dioxopyrrolidin-1-yl)oxy]-5-oxopentanoic acid
  参考文献：
  名称：

  带有化学链的头孢菌素类似物的合成及生化评价

  摘要：

  分子探针通常需要结构修饰以允许与所需底物固定或生物共轭，但这些变化的影响通常不被评估。在这里，我们着手确定将功能手柄连接到第一代头孢菌素的效果。制备了一系列头孢氨苄衍生物，配备有化学系链，适用于抗生素与功能化表面的位点选择性结合。系链远离β-内酰胺环，以确保对抗生素药效团的影响最小。在此，评估了修饰的抗生素与治疗靶点、青霉素结合蛋白结合的活性，并显示其保持结合相互作用。此外，四种β-内酰胺酶（TEM-1，研究了 CTX-M-15、AmpC、NDM-1) 并确定了系链对催化效率的影响。发现 CTX-M-15 有利于在没有系链的情况下水解母体抗生素，而发现 AmpC 和 NDM-1 有利于修饰的类似物。此外，评估衍生物的抗微生物活性以研究结构修饰对母体药物头孢氨苄抗微生物活性的影响。

  DOI：

  10.1039/d0ra04893c

文献信息

• TETRAZINE-CONTAINING COMPOUNDS AND SYNTHETIC METHODS THEREOF
  申请人：The Regents of the University of California

  公开号：US20160223559A1

  公开（公告）日：2016-08-04

  Described herein are tetrazine derivatives and efficient synthetic methods of synthesis thereof using elimination-Heck cascade reaction. Provided herein is the synthesis of conjugated tetrazines from the tetrazine derivatives. Also provided herein are methods of use of the conjugated tetrazines as fluorogenic probes for live-cell imaging.

  本文描述了四唑衍生物及利用消除-Heck级联反应的高效合成方法。本文提供了从四唑衍生物合成共轭四唑的方法。本文还提供了将共轭四唑用作活细胞成像的荧光探针的使用方法。
• Glycosaminoglycan-polycation complex crosslinked with polyfunctional crosslinking agent and process for producing the same
  申请人：Tanaka Junzo

  公开号：US20050053576A1

  公开（公告）日：2005-03-10

  Disclosed is a glycosaminoglycan-polycation complex as a matrix material for use in tissue regeneration, such as cartilage repair, and a preparation method thereof. The complex is synthesized by crosslinking glycosaminoglycan and polycation with a polyfunctional crosslinking agent under physiological conditions. In this method, the crosslinking agent consists of polyethyleneglycol having two or more electrophilic leaving groups (e.g. succinimidyl group or its derivatives) at the carboxyl terminal thereof, and the concentration of the crosslinking agent is in the range of 0.3 to 3 mM. According the present invention, the crosslinking reaction can be performed under physiological conditions to avoid conventional problems of adverse affect on cells (cell death) and the formation of a polyion complex (inhomogeneous precipitate) due to a crosslinking reaction in alcohol or water. Thus, the crosslinking reaction can be conducted in the presence of cells mixed to the glycosaminoglycan and polycation in advance.

  本发明揭示了一种用于组织再生的糖氨基聚糖-多阳离子复合物作为基质材料，例如软骨修复，以及其制备方法。该复合物是通过在生理条件下使用多功能交联剂交联糖氨基聚糖和多阳离子合成的。在这种方法中，交联剂由具有两个或更多亲电离开基团（例如琥珀酰亚胺基团或其衍生物）的聚乙二醇组成，其浓度在0.3到3毫摩尔的范围内。根据本发明，交联反应可以在生理条件下进行，以避免对细胞的不良影响（细胞死亡）和由于在醇或水中的交联反应而形成的多离子复合物（非均匀沉淀）的传统问题。因此，交联反应可以在事先混合有细胞的情况下进行，混合有糖氨基聚糖和多阳离子。
• MULTI-VALENT ADJUVANT DISPLAY
  申请人：Psioxus Therapeutics Limited

  公开号：US20170112923A1

  公开（公告）日：2017-04-27

  The present invention provides an adjuvant-polymer construct comprising a polymer backbone which is covalently linked to 3 or more adjuvants, wherein the 3 or more adjuvants are each present in a pendant side chain, the adjuvants being connected to the polymer backbone either directly or via a spacer group.

  本发明提供了一种佐剂-聚合物构造体，包括一个聚合物骨架，该聚合物骨架与3个或更多佐剂共价连接，其中这3个或更多佐剂分别存在于一个挂链侧链中，佐剂与聚合物骨架之间通过直接连接或通过间隔基团连接。
• Crosslinked gels comprising polyalkyleneimines, and their uses as medical devices
  申请人：Stockman E. Kenneth

  公开号：US20070196454A1

  公开（公告）日：2007-08-23

  One aspect of the present invention generally relates to methods of sealing a wound or tissue plane or filling a void splace. In a preferred embodiment, the wound is an ophthalmic, pleural or dural wound. In certain instances, the compositions used to seal the wound or tissue plane comprises a polyalkyleneamine. In a preferred embodiment, the polyalkyleneamine is polyethyleneimine. Treatment of the polyethyleneimine with a cross-linking reagent causes the polyethyleneimine polymers to polymerize forming a seal. In certain instances, the cross-linking reagent is a polyethylene glycol having reactive terminal groups. In certain instances, the reactive terminal groups are activated esters, such as N-hydroxy succinimide ester. In certain instances, the reactive terminal groups are isocyanates. In certain instances, the polyethyleneimine has a lysine, cysteine, isocysteine or other nucleophilic group attached to the periphery of the polymer. In certain instances, the polyethyleneimine is mixed with a second polymer, such as a polyethylene glycol containing nucleophilic groups. In certain instances, the compositions used to seal the wound or tissue plane are formed by reacting a polyalkyleneamine bearing electrophilic groups with a cross-linking reagent containing nucleophilic groups. In certain instances, the electrophilic groups on the polyalkyleneamine are activated esters, such as N-hydroxy succinimide ester. In certain instances, the compositions used to seal the wound or tissue plane are formed by reacting a polyalkyleneamine bearing photopolymerizable groups with ultraviolet or visibile light. Compositions used to seal the wound which contain PEI or a derivative of PEI are found to adhere tightly to the tissue. Other aspects of the present invention relate to methods of filling a void of a patient or adhering tissue. In certain instances, the methods use a polyalkyleneamine. In a preferred embodiment, the polyalkyleneamine is polyethyleneimine. Another aspect of the present invention relates to a polymeric composition formed by exposing a polyalkyleneamine to an activated polyalkylene glycol. In certain instances, the composition is attached to mammalian tissue.

  本发明的一个方面通常涉及封闭伤口或组织平面或填充空隙的方法。在一个优选实施例中，伤口是眼科、胸膜或硬脑膜伤口。在某些情况下，用于封闭伤口或组织平面的组合物包括聚烷胺。在一个优选实施例中，聚烷胺是聚乙烯亚胺。用交联试剂处理聚乙烯亚胺会导致聚乙烯亚胺聚合物聚合形成密封。在某些情况下，交联试剂是具有反应末端基团的聚乙二醇。在某些情况下，反应末端基团是活化酯，如N-羟基琥珀酰亚胺酯。在某些情况下，反应末端基团是异氰酸酯。在某些情况下，聚乙烯亚胺具有赖氨酸、半胱氨酸、异半胱氨酸或其他亲核基团附着在聚合物的周边。在某些情况下，聚乙烯亚胺与第二聚合物混合，如含有亲核基团的聚乙二醇。在某些情况下，用于封闭伤口或组织平面的组合物是通过将具有亲电子基团的聚烷胺与含有亲核基团的交联试剂反应形成的。在某些情况下，聚烷胺上的亲电子基团是活化酯，如N-羟基琥珀酰亚胺酯。在某些情况下，用于封闭伤口或组织平面的组合物是通过将具有光聚合基团的聚烷胺与紫外光或可见光反应形成的。发现含有PEI或PEI衍生物的用于封闭伤口的组合物能够紧密粘附在组织上。本发明的其他方面涉及填充患者空隙或粘附组织的方法。在某些情况下，这些方法使用聚烷胺。在一个优选实施例中，聚烷胺是聚乙烯亚胺。本发明的另一个方面涉及通过将聚烷胺暴露于活化聚乙烯醇而形成的聚合物组合物。在某些情况下，这种组合物附着在哺乳动物组织上。
• Water-soluble derivatives of lipophilic drugs
  申请人：——

  公开号：US20030153096A1

  公开（公告）日：2003-08-14

  A water-soluble reference standard is useful for immunoassays of a lipophilic drugs. The reference standard is a compound of formula (I): G-(L) n —Y  (I); where G is a lipophilic drug; L is a linker which is an alkyl group or heteroalkyl group containing from 1 to 20 carbon atoms; n is 0 or 1; and Y is a water-solubilizing group such as —SO 3 − , —NR—SO 3 − , —P(═O)(OH)(O − ), or —O—P(═O)(OH)(O − ); where R is H or an alkyl group of 1 to 10 carbon atoms.

  一种水溶性参考标准对于脂溶性药物的免疫测定非常有用。该参考标准是化合物的公式（I）：G-(L)n—Y（I）；其中G是脂溶性药物；L是一个连接基，是含有1至20个碳原子的烷基或杂烷基基团；n为0或1；Y是一种水溶化基团，如—SO3−、—NR—SO3−、—P(═O)(OH)(O−)或—O—P(═O)(OH)(O−)；其中R为H或含有1至10个碳原子的烷基基团。