NΕ-丹磺酰-L-赖氨酸 | 1101-84-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: NΕ-丹磺酰-L-赖氨酸
• 英文名称: N^ε-dansyl-L-lysine
• 英文别名: (2S)-2-azaniumyl-6-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]hexanoate
• CAS: 1101-84-4
• 化学式: C₁₈H₂₅N₃O₄S
• 分子量: 379.48
• InChiKey: VQPRNSWQIAHPMS-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.388
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  7

安全信息

• WGK Germany：
  3
• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  NΕ-丹磺酰-L-赖氨酸 在 N-甲基吗啉 、 碳酸氢钠 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 3'-O-{N_α-(3,4-dimethoxy-6-nitrobenzyloxycarbonyl)-N_ε-[5-(dimethylamino)-1-naphthalenesulfonyl]-L-lysine-L-proline}-5'O-(tert-butyldiphenylsilyl)thymidine
  参考文献：
  名称：

  An Approach to Photolabile, Fluorescent Protecting Groups

  摘要：

  The photolabile and fluorescent system 1 was prepared via a convergent route which involved thymidine 3'-functionalized with a proline residue. Photodecomposition of 1 was examined using 360 nm irradiation. Without any additives, 5'-silylated thymidine was not formed, but the N-alpha-deprotected cyclization precursor II accumulated instead. However, in the presence of ethanolamine, 5'-silylated thymidine formed at a rate which increases with the concentration of ethanolamine.

  DOI：

  10.1021/jo9702608
• 作为产物：
  描述：

  N-alpha-叔丁氧羰基-L-赖氨酸 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 NΕ-丹磺酰-L-赖氨酸
  参考文献：
  名称：

  An Approach to Photolabile, Fluorescent Protecting Groups

  摘要：

  The photolabile and fluorescent system 1 was prepared via a convergent route which involved thymidine 3'-functionalized with a proline residue. Photodecomposition of 1 was examined using 360 nm irradiation. Without any additives, 5'-silylated thymidine was not formed, but the N-alpha-deprotected cyclization precursor II accumulated instead. However, in the presence of ethanolamine, 5'-silylated thymidine formed at a rate which increases with the concentration of ethanolamine.

  DOI：

  10.1021/jo9702608

文献信息

• Synthesis of Fluorescently Labeled Mono- and Diprenylated Rab7 GTPase
  作者：Thomas Durek、Kirill Alexandrov、Roger S. Goody、Alexandra Hildebrand、Ines Heinemann、Herbert Waldmann

  DOI：10.1021/ja046164n

  日期：2004.12.1

  and in some cases methylated. Here, we report an efficient and versatile strategy for the synthesis of mono- and digeranylgeranylated fluorescent RabGTPases using a combination of chemical synthesis and expressed protein ligation. Using this approach we generated fluorescent mono- and diprenylated Rab7 proteins that display near-native properties and form stoichiometric complexes with their natural

  用类异戊二烯脂质修饰蛋白质是真核生物中普遍存在的现象，由于其参与了包括癌症在内的多种疾病的进展，因此受到了广泛关注。异戊二烯化蛋白质的研究进展受到与从天然或重组来源分离这些蛋白质相关的困难的阻碍。Rab 家族的小 GTP 酶是一个特别困难的例子，因为它们在 C 端双香叶基香叶基化，并且在某些情况下是甲基化的。在这里，我们报告了使用化学合成和表达的蛋白质连接的组合来合成单和二香叶基香叶基化荧光 RabGTPases 的有效且通用的策略。使用这种方法，我们生成了荧光单和二异戊二烯化 Rab7 蛋白，这些蛋白显示出近乎天然的特性，并与其天然伴侣 REP-1 形成化学计量复合物。我们证明了由半合成单异戊二烯化 Rab7 和 REP-1 形成的复合物代表了 Rab 异戊二烯化反应的真正中间体，因此为研究 Rab 异戊二烯化机制提供了独特的工具。半合成的 Rab7 蛋白被用于开发一种新型的基于荧光的体
• CELL-PERMEABLE, CELL-COMPATIBLE, AND CLEAVABLE LINKERS FOR COVALENT TETHERING OF FUNCTIONAL ELEMENTS
  申请人：Promega Corporation

  公开号：US20160355523A1

  公开（公告）日：2016-12-08

  Provided herein are cell-permeable, cell-compatible, and chemoselectively-cleavable linkers for tethering (e.g., covalently) functional elements (e.g., a cellular interaction element and a capture element), and methods of use (e.g., intracellular capture and extracellular release of cellular targets) therewith.

  本文提供了适用于细胞的、与细胞相容的、以及化学选择性可切割的连接子，用于将功能元素（例如细胞相互作用元素和捕获元素）连接（如共价连接），以及使用方法（例如细胞内捕获和细胞外释放细胞靶标）。
• COVALENT TETHERING OF FUNCTIONAL GROUPS TO PROTEINS
  申请人：PROMEGA CORPORATION

  公开号：US20160031911A1

  公开（公告）日：2016-02-04

  A mutant hydrolase optionally fused to a protein of interest is provided. The mutant hydrolase is capable of forming a bond with a substrate for the corresponding nonmutant (wild-type) hydrolase which is more stable than the bond formed between the wild-type hydrolase and the substrate. Substrates for hydrolases comprising one or more functional groups are also provided, as well as methods of using the mutant hydrolase and the substrates of the invention. Also provided is a fusion protein capable of forming a stable bond with a substrate and cells which express the fusion protein.

  提供了一个可选地与感兴趣的蛋白质融合的突变水解酶。该突变水解酶能够与对应的非突变（野生型）水解酶的底物形成比野生型水解酶与底物形成的键更稳定的键。还提供了包含一个或多个功能基团的水解酶底物，以及使用所述突变水解酶和底物的方法。还提供了一个能够与底物形成稳定键的融合蛋白质，以及表达该融合蛋白质的细胞。
• Methods for the preparation of chemically misaminoacylated tRNA via protective groups
  申请人：AMBERGEN, INC.

  公开号：US20030219780A1

  公开（公告）日：2003-11-27

  The present invention relates to methods for the preparation of chemically aminoacylated tRNAs for the purpose of introduction of markers into nascent proteins. The present invention also relates to methods for the non-radioactive labeling, detection, quantitation and isolation of nascent proteins translated in a cellular or cell-free translation system utilizing chemically aminoacylated tRNAs. tRNA molecules are misaminoacylated with non-radioactive markers which may be non-native amino acids, amino acid analogs or derivatives. Markers may comprise cleavable moieties, detectable labels, reporter properties wherein markers incorporated into protein can be distinguished from unincorporated markers, or coupling agents which facilitate the detection and isolation of nascent protein from other components of the translation system.

  本发明涉及用于制备化学氨酰化tRNA的方法，目的是将标记物引入新生蛋白质中。本发明还涉及用于在细胞或无细胞翻译系统中翻译的新生蛋白质的非放射性标记、检测、定量和分离的方法，利用化学氨酰化的tRNA。tRNA分子被非放射性标记物误氨酰化，这些标记物可以是非天然氨基酸、氨基酸类似物或衍生物。标记物可能包括可切割的基团、可检测的标签、报告性质，其中蛋白质中包含的标记物可以与未包含的标记物区分开来，或者促进检测和从翻译系统的其他组分中分离新生蛋白质的耦合剂。
• OLIGONUCLEOTIDE DECOYS AND METHODS OF USE
  申请人：Jones Walter Keith

  公开号：US20090099108A1

  公开（公告）日：2009-04-16

  The present invention describes reagents and methods for using a concatemerized double-stranded oligonucleotide molecules (CODN) for transcription factor decoys. In one embodiment, the concatemers consist of a variable number of end-to-end repeated copies of a short (more than 5, 10, 15, 20, 2, 3035, 40, 45, 50, 75, 100, or more by but generally less than about 3 kb) dsDNA containing a sequence or sequences that act as transcription factor decoys. The present invention also provides for the use of the polymers for CODN/polymer complexes to a specific cell type; thus the agent can be made organ, tissue and/or cell-type specific. In another embodiment, the present invention provides for use of the CODN's in vitro or in vivo, in isolated cells or intact animals in which specific blockade of transcription factors or delivery of DNA or other biological effector is desirable. In one embodiment, this includes use as a research tool, including studies of specific genes and studies to identify specific genes regulated by the transcription factors targeted. In another embodiment, the present invention provides for using polyamides for NF-kB-specific CODN delivery in the treatment of myocardial ischemia/reperfusion and myocardial infarction, heart failure and hypertrophy, cardioprotection, stroke, neuroprotection, sepsis, arthritis, asthma, heritable inflammatory disorders, cancer, heritable immune dysfunctions, inflammatory processes, whether caused by disease or injury or infection, oxidative stress to any organ whether caused by disease, surgery or injury. The decoys may be any transcription factors, including, but not limited to, NF-kB, AP-I, ATF2, ATF3, SP 1 and others.

  本发明描述了一种使用串联双链寡核苷酸分子（CODN）作为转录因子诱饵的试剂和方法。在一种实施例中，串联体由一种短的（大于5、10、15、20、25、30、35、40、45、50、75、100或更多，但通常小于约3 kb）双链DNA的端对端重复拷贝构成，其中包含作为转录因子诱饵的一个或多个序列。本发明还提供了将聚合物用于CODN/聚合物复合物对特定细胞类型的使用；因此，该试剂可以被制成特定的器官、组织和/或细胞类型。在另一种实施例中，本发明提供了在离体或体内、在孤立的细胞或完整的动物中使用CODN的方法，其中需要特定的转录因子阻断或DNA或其他生物效应物的递送。在一种实施例中，这包括用作研究工具，包括研究特定基因和研究识别被靶向的转录因子调控的特定基因。在另一种实施例中，本发明提供了使用聚酰胺进行NF-kB特异性CODN递送，用于治疗心肌缺血/再灌注和心肌梗死、心力衰竭和肥厚、心脏保护、中风、神经保护、败血症、关节炎、哮喘、遗传性炎症性疾病、癌症、遗传性免疫功能障碍、炎症过程，无论是由疾病、手术还是损伤或感染引起的，以及对任何器官的氧化应激。诱饵可以是任何转录因子，包括但不限于NF-kB、AP-I、ATF2、ATF3、SP1等。