dithiobissuccinimide | 34251-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: dithiobissuccinimide
• 英文别名: N,N'-Dithio-bis-succinimid；N,N'-Dithiobissuccinimid；N,N'-Dithiodisuccinimid；Disuccinimid-disulfid；N,N'-dithiodisuccinimide；1-[(2,5-dioxopyrrolidin-1-yl)disulfanyl]pyrrolidine-2,5-dione
• CAS: 34251-41-7
• 化学式: C₈H₈N₂O₄S₂
• 分子量: 260.295
• InChiKey: NNBDOKBAFDDCHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  125
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dithiobissuccinimide 以3%的产率得到
  参考文献：
  名称：

  BOMBALA M. U.; LEY S. V., J. CHEM. SOC. PERKIN TRANS., PART 1, 1979, NO 12, 3013-3016

  摘要：

  DOI：
• 作为产物：
  描述：

  丁二酰亚胺 在 二氯化二硫 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.02h， 以46%的产率得到dithiobissuccinimide
  参考文献：
  名称：

  New Polymers Possessing a Disulfide Bond in a Unique Environment

  摘要：

  The synthesis and some of the physical properties of the first poly(disulfidediamines) are reported. The disulfidediamine functional group (R2NSSNR2) possesses a disulfide bond in a unique environment that leads to a low bond dissociation energy (calculated BDE of 43.1 kcal mol(-1)). These polymers were synthesized in high yields and with conversions up to >98% by reactions between secondary diamines and a new disulfide monomer. The disulfide monomer was synthesized in two steps without the need for column chromatography. The polymerizations were robust and completed at room temperature, under ambient atmospheric conditions, and in solvents that were used as purchased. These polymers were stable, but they rapidly decomposed under acidic, aqueous conditions or by heating to 175 degrees C as shown by thermal gravimetric analysis. The first fully conjugated poly(disulfidediamine) was synthesized, and its electrical conductivity was characterized in the solid state.

  DOI：

  10.1021/ma3017103

文献信息

• [EN] SITE-SPECIFIC RADIOFLUORINATION OF PEPTIDES WITH 8-[18F]-FLUOROOCTANOIC ACID CATALYZED BY LIPOIC ACID LIGASE<br/>[FR] RADIOFLUORATION SPÉCIFIQUE DE SITE DE PEPTIDES AVEC DE L'ACIDE 8-[18F]FLUOROOCTANOÏQUE CATALYSÉE PAR UNE ACIDE LIPOÏQUE LIGASE
  申请人：UNIV CALIFORNIA

  公开号：WO2017095806A1

  公开（公告）日：2017-06-08

  New methodologies for site-specifically radiolabeling proteins with the PET isotope [18F] are required to generate high quality radiotracers for imaging in both the preclinical and clinical settings. The enzymatic radiofluorination overcomes many of the limitations encountered to date with purely chemical approaches. The bacterial enzyme lipoic acid ligase was used to conjugate [18F]-fluorooctanoic acid to both a small peptide and a Fab antibody fragment. Labeling was site-specific and highly efficient under mild aqueous conditions using small amounts of peptide/protein (1-10 nmol). The labeled construct retained full epitope binding affinity and was stable in mouse serum. Using an optimized reaction scheme, mCi quantities of [18F]-Fab were generated, an amount sufficient for human imaging.

  用PET同位素[18F]对蛋白质进行特异性标记的新方法对于在临床前和临床环境中生成高质量放射示踪剂是必需的。酶促放氟反应克服了迄今为止纯化学方法所遇到的许多限制。细菌酶硫辛酸连接酶被用于将[18F]-氟辛酸与小肽和Fab抗体片段结合。在温和水性条件下，使用少量的肽/蛋白质（1-10 nmol），标记是特异性的且高效的。标记的构建物保留了完整的抗原结合亲和力，并在小鼠血清中稳定。使用优化的反应方案，产生了足够进行人体成像的mCi数量的[18F]-Fab。
• Methods and compositions for protein labeling using lipoic acid ligases
  申请人：Ting Alice Y.

  公开号：US20090149631A1

  公开（公告）日：2009-06-11

  The invention provides compositions and methods of use thereof for labeling peptide and proteins in vitro or in vivo. The methods described herein employ lipoic acid ligase or mutants thereof, and lipoic acid analogs recognized by lipoic acid ligase and lipoic acid ligase mutants.

  本发明提供了一种用于体外或体内标记多肽和蛋白质的组合物及其使用方法。所述方法采用硫辛酸连接酶或其突变体，以及被硫辛酸连接酶和硫辛酸连接酶突变体所识别的硫辛酸类似物。
• PROBE INCORPORATION MEDIATED BY ENZYMES
  申请人：TING ALICE Y.

  公开号：US20120214201A1

  公开（公告）日：2012-08-23

  The invention provides compositions and methods of use thereof for labeling peptide and proteins in vitro or in vivo. The methods described herein employ lipoic acid ligase or mutants thereof, and lipoic acid analogs recognized by lipoic acid ligase and lipoic acid ligase mutants.

  本发明提供了用于体外或体内标记肽和蛋白质的组合物和使用方法。本文所描述的方法采用硫辛酸连接酶或其突变体以及硫辛酸类似物，这些类似物被硫辛酸连接酶和硫辛酸连接酶突变体所识别。
• METHODS AND COMPOSITIONS FOR PROTEIN LABELING USING LIPOIC ACID LIGASES
  申请人：Ting Alice Y.

  公开号：US20120129159A1

  公开（公告）日：2012-05-24

  The present disclosure provides compositions and methods of use thereof for labeling peptide and proteins in vitro or in vivo. The methods described herein employ lipoic acid ligase or mutants thereof, and lipoic acid analogs (e.g., lipoic acid analogs comprising a resorufin moiety) recognized by lipoic acid ligase and lipoic acid ligase mutants. Also provided herein is a method of imaging protein-protein interaction via a reaction mediated by lipoic acid ligase.

  本公开提供了用于体外或体内标记肽和蛋白质的组合物和使用方法。本文所描述的方法采用硫辛酸连接酶或其突变体，以及硫辛酸类似物（例如，包含酮酸染料基团的硫辛酸类似物），这些类似物被硫辛酸连接酶和硫辛酸连接酶突变体所识别。本文还提供了一种通过硫辛酸连接酶介导的反应来成像蛋白质相互作用的方法。
• Methods of Screening for Modified Antibodies With Agonistic Activities
  申请人：Nakano Kiyotaka

  公开号：US20070281327A1

  公开（公告）日：2007-12-06

  Anti-human Mpl antibodies were prepared, and from these three types of antibodies with strong binding activity were selected. An expression system for single-chain antibodies derived from these selected antibodies was constructed using genetic engineering techniques. The anti-human Mpl antibodies and anti-human Mpl single-chain antibodies were assessed for TPO-like agonist activity using BaF3-human Mpl that proliferates TPO-dependently. It was found that while the anti-human Mpl antibodies did not exhibit agonistic activity, the anti-human Mpl single-chain antibodies showed agonistic activity. This shows that when screening for modified antibodies with agonistic activity, it is beneficial to determine agonistic activity after modifying antibodies with antigen-binding activity.

  制备了抗人Mpl抗体，并从中选择了三种具有强结合活性的抗体。利用基因工程技术构建了由这些选定抗体衍生的单链抗体的表达系统。使用BaF3-human Mpl评估了抗人Mpl抗体和抗人Mpl单链抗体的TPO样激动剂活性，该细胞系依赖于TPO增殖。结果发现，抗人Mpl抗体未表现出激动剂活性，而抗人Mpl单链抗体则表现出激动剂活性。这表明，在筛选具有激动剂活性的修饰抗体时，有利的做法是在修饰抗原结合活性后确定激动剂活性。