N-succinimidyl-4-[bis-(phenyl)-chloromethyl]-benzoate | 164168-40-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-succinimidyl-4-[bis-(phenyl)-chloromethyl]-benzoate
• 英文别名: N-succinimidyl-(4-chlorodiphenylmethyl)benzoate；1-({4-[Chloro(diphenyl)methyl]benzoyl}oxy)pyrrolidine-2,5-dione；(2,5-dioxopyrrolidin-1-yl) 4-[chloro(diphenyl)methyl]benzoate
• CAS: 164168-40-5
• 化学式: C₂₄H₁₈ClNO₄
• 分子量: 419.864
• InChiKey: PVSHLGOPFKHAFI-UHFFFAOYSA-N

物化性质

• 沸点：
  561.7±52.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-succinimidyl-4-[bis-(phenyl)-chloromethyl]-benzoate 在 4-二甲氨基吡啶 、 PS-Ph₃P 、 偶氮二甲酸二异丙酯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  N-Substituted Thymine Derivatives as Mitochondrial Thymidine Kinase (TK-2) Inhibitors

  摘要：

  Novel N-1-substituted thymine derivatives related to 1-[(Z)-4-(triphenylmethoxy)-2-butenyl]thymine have been synthesized and evaluated against thymidine kinase-2 (TK-2) and related nucleoside kinases [i.e., Drosophila melanogaster deoxynucleoside kinase (Dm-dNK) and herpes simplex virus type 1 thymidine kinase (HSV-1 TK)]. The thymine base has been tethered to a distal triphenylmethoxy moiety through a polymethylene chain (n = 3-8) or through a (2-ethoxy)ethyl spacer. Moreover, substitutions at position 4 of one of the phenyl rings of the triphenylmethoxy moiety have been performed. Compounds with a hexamethylene spacer (18, 26b, 31) displayed the highest inhibitory values against TK-2 (IC50 = 0.3-0.5 mu M). Compound 26b competitively inhibited TK-2 with respect to thymidine and uncompetitively with respect to ATP. A rationale for the biological data was provided by docking some representative inhibitors into a homology-based model of human TK-2. Moreover, two of the most potent TK-2 inhibitors (18 and 26b) that also inhibit HSV-1 TK were able to reverse the cytostatic activity of 1-(beta-D-arabinofuranosyl)thymine (Ara-T) and ganciclovir in HSV-1 TK-expressing OST-TK-/HSV-1 TK+ cell cultures.

  DOI：

  10.1021/jm0610550
• 作为产物：
  描述：

  4-苯甲酰苯甲酸 在 氯化亚砜 作用下， 反应 7.0h， 生成 N-succinimidyl-4-[bis-(phenyl)-chloromethyl]-benzoate
  参考文献：
  名称：

  在组合合成中编码的三苯甲基标签

  摘要：

  描述了用于组合合成的新标签和编码策略。使用5'-DMTr或5'-Fmoc保护的核苷亚磷酰胺通过拆分混合策略合成了连接到TentaGel珠的短寡核苷酸的组合文库。使用具有不同质量的三苯甲基部分标记在合成的每个步骤中偶联的单体单元（碱基）的性质和位置。通过杂交从组合文库中选择具有特定寡核苷酸的珠。通过将不同分子量的胺偶联到三苯甲基部分上的一个或多个活化的羧基上来产生与添加的核苷酸正交的标签。可以通过酸性处理或激光照射将标签从支持物上释放，然后通过（MA）LDI-TOF进行分析。

  DOI：

  10.1016/s0040-4020(00)00223-4

文献信息

• Capture compounds, collections thereof and methods for analyzing the proteome and complex compositions
  申请人：Kõster Hubert

  公开号：US20100248264A1

  公开（公告）日：2010-09-30

  Capture compounds and collections thereof and methods using the compounds for the analysis of biomolecules are provided. In particular, collections, compounds and methods are provided for analyzing complex protein mixtures, such as the proteome. The compounds are multifunctional reagents that provide for the separation and isolation of complex protein mixtures. Automated systems for performing the methods also are provided.

  提供了捕获化合物及其集合以及使用这些化合物进行生物分子分析的方法。特别地，提供了用于分析复杂蛋白质混合物（如蛋白质组）的集合、化合物和方法。这些化合物是多功能试剂，可用于分离和分离复杂的蛋白质混合物。还提供了执行这些方法的自动化系统。
• Libraries of oligomers labelled with different tags
  申请人：OXFORD GENE TECHNOLOGY IP LIMITED

  公开号：EP1428810A2

  公开（公告）日：2004-06-16

  A method of making a set of labelled compounds by the use of a preferably particulate support, comprises dividing the support into lots, performing a different chemical reaction on each lot of the support, e.g. to couple a chemical moiety to that lot of the support, tagging a fraction of each lot of the support with a different label, and combining the said lots of the support. The steps are repeated several times, preferably to build up oligomer molecules carrying labels which identify the nature and position of a monomer unit of the oligomer, and which are releasable from the support. Preferred labels, which are releasable from the compounds by cleavage to provide charged groups for analysis by mass spectrometry, are groups of the trityl (trimethylphenyl) family. Also claimed are libraries of these labels and their use in assays and nucleic acid analysis methods.

  使用一种最好是颗粒状的载体来制造一组标记化合物的方法，包括将载体分成若干批次，在每批载体上进行不同的化学反应，例如将化学分子与该批载体耦合，用不同的标签标记每批载体的一部分，然后将所述批次的载体合并。这些步骤重复多次，最好能形成带有标签的低聚物分子，这些标签可识别低聚物单体单元的性质和位置，并可从支撑物上释放。首选的标签是三甲基苯基基团，这些标签可通过裂解从化合物中释放出来，从而提供带电基团用于质谱分析。本发明还涉及这些标签的文库及其在检测和核酸分析方法中的应用。
• Libraries of oligomers labeled with different tags
  申请人：Southern Mellor Edwin

  公开号：US20050003408A1

  公开（公告）日：2005-01-06

  A method of making a set of labelled compounds by the use of a preferably particulate support, comprises dividing the support into lots, performing a different chemical reaction on each lot of the support, e.g. to couple a chemical moiety to that lot of the support, tagging a fraction of each lot of the support with a different label, and combining the said lots of the support. The steps are repeated several times, preferably to build up oligomer molecules carrying labels which identify the nature and position of a monomer unit of the oligomer, and which are releasable from the support. Preferred labels, which are releasable from the compounds by cleavage to provide charged groups for analysis by mass spectrometry, are groups of the trityl (trimethylphenyl) family. Also claimed are libraries of these labels is and their use in assays and nucleic acid analysis methods.

  使用一种最好是颗粒状的载体来制造一组标记化合物的方法，包括将载体分成若干批次，在每批载体上进行不同的化学反应，例如将化学分子与该批载体耦合，用不同的标签标记每批载体的一部分，然后将所述批次的载体合并。这些步骤重复多次，最好能形成带有标签的低聚物分子，这些标签可识别低聚物单体单元的性质和位置，并可从支撑物上释放。可通过裂解从化合物中释放出来，从而提供带电基团用于质谱分析的首选标签是三甲基苯基（trimethylphenyl）基团。本发明还涉及这些标签的文库及其在检测和核酸分析方法中的应用。
• LIBRARIES OF OLIGOMERS LABELLED WITH DIFFERENT TAGS
  申请人：ISIS INNOVATION LIMITED

  公开号：EP1068216B1

  公开（公告）日：2003-12-10
• Trityl derivatives for enhancing mass spectrometry
  申请人：SHCHEPINOV Mikhail Sergeevich

  公开号：US20080248584A1

  公开（公告）日：2008-10-09

  Compounds of formula (IIa): are provided where: X is a group capable of being cleaved from the α-carbon atom to form an ion of formula (I′) C is a carbon atom bearing a single positive charge or a single negative charge; The invention further provides compounds of formula (IIb): where: X is a counter-ion to C . The compounds of formula (IIa) and (IIb) may form ions of formula (I′) by either cleaving the C—X bond between X and the α-carbon atoms in the case of the compounds of formula (IIa) or dissociating X in the case of compounds of formula (IIb).