N-succinimidyl pentafluorobenzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-succinimidyl pentafluorobenzoate
• 英文别名: (2,5-dioxopyrrolidin-1-yl) 2,3,4,5,6-pentafluorobenzoate
• 化学式: C₁₁H₄F₅NO₄
• 分子量: 309.149
• InChiKey: OLEIFWAZIALOFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-[(1R,2R)-2-氨基环己基]-N'-[3,5-双(三氟甲基)苯基]硫脲 、 N-succinimidyl pentafluorobenzoate 以 四氢呋喃 为溶剂， 以87%的产率得到N-((1R,2R)-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)cyclohexyl)-2,3,4,5,6-pentafluorobenzamide
  参考文献：
  名称：

  Merging Nucleophilic and Hydrogen Bonding Catalysis: An Anion Binding Approach to the Kinetic Resolution of Propargylic Amines

  摘要：

  An efficient kinetic resolution of primary propargylic amines with s-factors of up to 56 is reported. The strategy is based on a dual catalytic approach, namely the use of a newly developed and easy-to-make thiourea-amide anion binding catalyst in combination with 4-(dimethylamino)pyridine (DMAP), both employed at a 5 mol% catalyst loading. Benzylic amines are also resolved with s-factors of up to 38.

  DOI：

  10.1021/ja105337h
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 五氟苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以96%的产率得到N-succinimidyl pentafluorobenzoate
  参考文献：
  名称：

  Surface and Interface Control on Photochemically Initiated Immobilization

  摘要：

  Surface and interface properties are important in controlling the yield and efficiency of the photochemically initiated immobilization. Using a silane-functionalized perfluorophenyl azide (PFPA-silane) as the photoactive cross-linker, the immobilization of polymers was studied by adjusting the density of the surface azido groups. Dilution of the photolinker resulted in a gradual decrease in the density of surface azido groups as well as the thickness of the immobilized film. When a nonphotoactive silane was added to PFPA-silane, the film thickness decreased more rapidly, suggesting that the additive competed with PFPA-silane and effectively reduced the density of the surface azido groups. The effect of surface topography was studied by adding a nonphotoactive silane with either a shorter (n-propyltrimethoxysilane (PTMS)) or a longer spacer (n-octadecyltrimethoxysilane (ODTMS)). In most cases the long chain ODTMS shielded the surface azido groups, resulting in a more rapid decrease in film thickness as compared to PTMS treated under the same conditions. As the density of the surface azido groups decreased, the immobilized polymer changed from smooth films to patched structures and, eventually, single polymer molecules.

  DOI：

  10.1021/ja062802l

文献信息

• Visible‐Light‐Driven Redox Neutral Direct C−H Amination of Glycine Derivatives and Peptides with <i>N</i> ‐Acyloxyphthalimides
  作者：Xiaoyun Zhao、Bai Li、Jingyao Xu、Qinglin Tang、Zhengjun Cai、Xianxing Jiang

  DOI：10.1002/chem.202101982

  日期：2021.9

  The present strategy provides ways to introduce functionalities such as N-acyloxyphthalimide or -succinimide specifically to terminal glycine segment of peptides. Herein, mild conditions and high functional-group tolerance allow the preparation of non-natural α-amino acids and modification of corresponding peptides in this way.

  甘氨酸和肽的室温、可见光促进和氧化还原中性直接 C-H 胺化首先通过使用N-酰氧基邻苯二甲酰亚胺或 -琥珀酰亚胺作为氮自由基前体来实现。本策略提供了将诸如N-酰氧基邻苯二甲酰亚胺或-琥珀酰亚胺之类的官能团特异性引入肽的末端甘氨酸片段的方法。在此，温和的条件和高官能团耐受性允许以这种方式制备非天然α-氨基酸和相应肽的修饰。
• Novel fluorescence dyes and their applications for whole-cell fluorescence screening assays for caspases, peptidases, proteases and other enzymes and the use thereof
  申请人：Cytovia, Inc.

  公开号：US20030208037A1

  公开（公告）日：2003-11-06

  The present invention relates to novel fluorescent dyes, novel fluorogenic and fluorescent reporter molecules and new enzyme assay processes that can be used to detect the activity of caspases and other enzymes involved in apoptosis in whole cells, cell lines and tissue samples derived from any living organism or organ. The reporter molecules and assay processes can be used in drug screening procedures to identify compounds which act as inhibitors or inducers of the caspase cascade in whole cells or tissues. The reagents and assays described herein are also useful for determining the chemosensitivity of human cancer cells to treatment with chemotherapeutic drugs. The present invention also relates to novel fluorogenic and fluorescent reporter molecules and new enzyme assay processes that can be used to detect the activity of type 2 methionine aminopeptidase, HIV protease, adenovirus protease, HSV-1 protease, HCMV protease and HCV protease.

  本发明涉及新型荧光染料、新型致荧光和荧光报告分子以及新的酶测定过程，可用于检测来自任何生物体或器官的全细胞、细胞系和组织样本中参与细胞凋亡的caspase和其他酶的活性。报告分子和检测过程可用于药物筛选程序，以鉴定在整个细胞或组织中作为抑制剂或诱导剂的caspase级联反应的化合物。本文所述的试剂和检测方法还可用于确定人类癌细胞对化疗药物的化疗敏感性。本发明还涉及可用于检测 2 型蛋氨酸氨肽酶、HIV 蛋白酶、腺病毒蛋白酶、HSV-1 蛋白酶、HCMV 蛋白酶和 HCV 蛋白酶活性的新型荧光和荧光报告分子以及新的酶测定过程。
• Synthesis of Electrophore-labeled Oligonucleotides and Characterization by Matrix-assisted Laser Desorption/Ionization Mass Spectrometry
  作者：Phillip F. Britt、Gregory B. Hurst、Michelle V. Buchanan

  DOI：10.1002/(sici)1096-9888(199606)31:6<661::aid-jms341>3.0.co;2-q

  日期：1996.6

  Recent work to apply mass spectrometric methods to DNA analysis has led to the attachment of an electrophore to an oligonucleotide primer, with the purpose of investigating whether the advantages of electron capture ionization (increased ionization efficiency, reduced fragmentation) could be extended to larger molecules, such as Sanger sequence ladders. The stability of the electrophore-modified primers under conditions encountered during matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) was investigated. Four different electrophore labels were successfully attached to the 5' terminus of a 17-base, single-stranded oligodeoxyribonucleotide sequencing primer, The attached electrophore tags are robust under conditions used for sample preparation and MALDIMS, and little or no fragmentation resulting from loss of the electrophore was observed. While no sensitivity enhancement was observed for the electrophore-labeled DNA, mass spectrometric conditions are discussed under which the electrophore labels could enhance the detection of DNA sequencing ladders.
• EP1100520A4
  申请人：——

  公开号：EP1100520A4

  公开（公告）日：2002-07-17
• NOVEL FLUORESCENCE DYES AND THEIR APPLICATIONS FOR WHOLE CELL FLUORESCENCE SCREENING ASSAYS FOR CASPASES, PEPTIDASES, PROTEASES AND OTHER ENZYMES AND THE USE THEREOF
  申请人：Cytovia, Inc.

  公开号：EP1100520B1

  公开（公告）日：2004-09-22