丹磺酰-乙醇胺 | 5282-89-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 丹磺酰-乙醇胺
• 英文名称: 5-dimethylamino-N-(2-hydroxyethyl)naphthalene-1-sulfonamide
• 英文别名: 5-(N,N-dimethylamino)naphthalene-1-sulfon(2-hydroxyethyl)amide；5-(dimethylamino)-N-(2-hydroxyethyl)naphthalene-1-sulfonamide；2-(5-dimethylamino-1-naphthalenesulfonamido)ethanol；2-dansylaminoethanol；dns ethanolamine
• CAS: 5282-89-3
• 化学式: C₁₄H₁₈N₂O₃S
• 分子量: 294.375
• InChiKey: OLNUFXNRCJFBMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  101-102°C
• 溶解度：
  可溶于氯仿、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  78
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  丹磺酰-乙醇胺 在 二异丁基氢化铝 、 三乙胺 作用下， 以 正己烷 、 二氯甲烷 、 丙酮 为溶剂， 生成 丹磺酰酰胺基乙基硫醇
  参考文献：
  名称：

  Fluorophore-Labeled S-Nitrosothiols

  摘要：

  A series of fluorophore-labeled S-nitrosothiols were synthesized, and their fluorescence enhancements upon removal of the nitroso (NO) group were evaluated either by transnitrosation or by photolysis. It was shown that, with a suitable alkyl linker, the fluorescence intensity of dansyl-labeled S-nitrosothiols could be enhanced up to 30-fold. The observed fluorescence enhancement was attributed to the intramolecular energy transfer from fluorophore to the SNO moiety. Ab initio density functional theory (DFT) calculations indicated that the "overlap" between the SNO moiety and the dansyl ring is favored because of their stabilizing interaction, which was in turn affected by both the length of the alkyl linker and the rigidity of the sulfonamide unit. In addition, one of the dansyl-labeled S-nitrosothiols was used to explore the kinetics of S-nitrosothiol/thiol transnitrosation and was evaluated as a fluorescence probe of S-nitrosothiol-bound NO transfer in human umbilical vein endothelial cells.

  DOI：

  10.1021/jo015658p
• 作为产物：
  描述：

  丹酰氯 、 C.I.酸性橙108 生成 丹磺酰-乙醇胺
  参考文献：
  名称：

  基于适体的对映体选择性竞争结合测定法，用于痕量对映体检测。

  摘要：

  高对映选择性测定和传感器的开发已引起人们对低水平对映体杂质测定的关注。对于手性化合物，对选择过程的有效监控使得能够分离核酸适体，所述核酸适体能够强烈地区分目标对映体。在本文中，我们首次证明了适体可以成功地用于设计痕量对映体检测的高对映选择性工具。基于适体的立体选择性测定法是使用基于亲和毛细管电泳的竞争性，均相形式和毛细管上混合方法开发的。在短时间内（<5分钟）即可检测到非外消旋混合物中次要对映体的含量低至0.01％。

  DOI：

  10.1021/ac070469d

文献信息

• Synthesis and antimalarial activity of new 4-amino-7-chloroquinolyl amides, sulfonamides, ureas and thioureas
  作者：Kekeli Ekoue-Kovi、Kimberly Yearick、Daniel P. Iwaniuk、Jayakumar K. Natarajan、John Alumasa、Angel C. de Dios、Paul D. Roepe、Christian Wolf

  DOI：10.1016/j.bmc.2008.11.009

  日期：2009.1

  We report the synthesis and in vitro antimalarial activities of more than 50 7-chloro-4-aminoquinolyl-derived sulfonamides 3–8 and 11–26, ureas 19–22, thioureas 23–26, and amides 27–54. Many of the CQ analogues prepared for this study showed submicromolar antimalarial activity versus HB3 (chloroquine sensitive) and Dd2 (chloroquine resistant strains of Plasmodium falciparum) and low resistance indices

  我们报告了 50 多种 7-氯-4-氨基喹啉衍生的磺酰胺3 – 8和11 – 26、尿素19 – 22、硫脲23 – 26和酰胺27 – 54的合成和体外抗疟活性。许多为本研究制备的 CQ 类似物显示出亚微摩尔级抗疟活性，而 HB3（对氯喹敏感）和 Dd2（恶性疟原虫的氯喹抗性菌株）) 和低电阻指数在大多数情况下获得。侧链长度的系统变化和氟化脂肪族和芳香族末端的引入揭示了克服 CQ 抗性的有希望的线索。特别是，磺酰胺3具有短侧链和末端丹磺酰部分，结合了高抗疟原虫效力和低抗性指数，对 HB3 和 Dd2 寄生虫的IC 50 s 分别为 17.5 和 22.7 nM。
• A Water-Soluble Ruthenium Glycosylated Porphyrin Catalyst for Carbenoid Transfer Reactions in Aqueous Media with Applications in Bioconjugation Reactions
  作者：Chi-Ming Ho、Jun-Long Zhang、Cong-Ying Zhou、On-Yee Chan、Jessie Jing Yan、Fu-Yi Zhang、Jie-Sheng Huang、Chi-Ming Che

  DOI：10.1021/ja9077254

  日期：2010.2.17

  Water-soluble [Ru(II)(4-Glc-TPP)(CO)] (1, 4-Glc-TPP = meso-tetrakis(4-(beta-D-glucosyl)phenyl)porphyrinato dianion) is an active catalyst for the following carbenoid transfer reactions in aqueous media with good selectivities and up to 100% conversions: intermolecular cyclopropanation of styrenes (up to 76% yield), intramolecular cyclopropanation of an allylic diazoacetate (68% yield), intramolecular

  水溶性 [Ru(II)(4-Glc-TPP)(CO)] (1, 4-Glc-TPP = meso-tetrakis(4-(beta-D-glucosyl)phenyl)porphyrinato dianion) 是一种活性催化剂用于水性介质中的以下类卡宾转移反应，具有良好的选择性和高达 100% 的转化率：苯乙烯的分子间环丙烷化（产率高达 76%）、烯丙基重氮乙酸酯的分子内环丙烷化（产率 68%）、分子内铵/锍叶立德的形成/ [2,3]-sigmatroptic 重排反应（产率高达 91%），以及分子间类卡宾插入芳基伯胺的 NH 键（产率高达 83%）。这种钌糖基化卟啉复合物可以选择性地催化肽的 N 端烷基化（8 个例子），并使用荧光连接的重氮化合物（15）介导蛋白质的 N 端修饰（4 个例子）。荧光基团通过 1 催化烯烃环丙烷化与 15 在水溶液中分两步结合到泛素上：（1）通过 N-羟基琥珀酰亚胺酯
• A novel synthetic strategy for monosubstituted cyclodextrin derivatives
  作者：Giovanni Di Fabio、Gaetano Malgieri、Carla Isernia、Jennifer D'Onofrio、Maria Gaglione、Anna Messere、Armando Zarrelli、Lorenzo De Napoli

  DOI：10.1039/c2cc30550j

  日期：——

  A first solid phase approach to obtain monosubstituted CD conjugates to different labels has been developed. A new solid support has been designed to get a variety of C-6 monofunctionalized CDs (α, β, MeβCD and HPβCD) covalently linked through a phosphodiester bridge to different labels, in highly pure form and under very mild detachment conditions.

  已经开发了一种首次固相法，以获取与不同标签的单取代环糊精（CD）共轭物。设计了一种新的固相支撑，能够通过磷酸二酯桥与不同标签共价连接，获得多种C-6单功能化的环糊精（α、β、MeβCD和HPβCD），并且在非常温和的脱离条件下以高纯度形式存在。
• METHOD FOR PREPARING SITE-SPECIFICALLY MODIFIED PROTEIN BASED ON NOVEL CARBON-CARBON BOND FORMATION
  申请人：Korea Advanced Institute of Science and Technology

  公开号：US20180066011A1

  公开（公告）日：2018-03-08

  A method for producing a site-specifically modified protein based on new carbon-carbon bond formation is disclosed, including the following three steps (marking, activation, and coupling steps): (a) marking of the modification site by incorporating a specific amino acid into a selected position of a target protein; (b) activation of the marked site; and (c) coupling of various post-translational modification (PTM) moieties or other chemical groups onto the activated site to obtain a site-specifically modified protein. The method for producing a site-specifically modified protein can incorporate desired diverse chemical groups including post-translational modification (PTM) moieties into a designated site in a target protein through a new carbon-carbon bond. Furthermore, the modified protein having a site-specific PTM exhibits the same chemical and functional properties as that of a target protein present in cells. Thus, the present invention is useful for studies of cellular proteins, human diseases including cancers and neurodegenerative diseases, and new drug discovery.

  揭示了一种基于新的碳-碳键形成的方法，用于产生具有特定位点修饰的蛋白质，包括以下三个步骤（标记、激活和偶联步骤）：(a) 通过将特定氨基酸纳入目标蛋白质的选定位置来标记修饰位点；(b) 激活标记的位点；以及(c) 将各种翻译后修饰（PTM）基团或其他化学基团偶联到激活位点，从而获得具有特定位点修饰的蛋白质。用于产生具有特定位点修饰的蛋白质的方法可以通过新的碳-碳键将所需的多样化化学基团，包括翻译后修饰（PTM）基团，纳入目标蛋白质的指定位点。此外，具有特定位点PTM的修饰蛋白质表现出与细胞中存在的目标蛋白质相同的化学和功能特性。因此，本发明对于细胞蛋白质、包括癌症和神经退行性疾病在内的人类疾病的研究以及新药物发现是有用的。
• Structure-guided synthesis of a protein-based fluorescent sensor for alkyl halides
  作者：Myeong-Gyun Kang、Hakbong Lee、Beom Ho Kim、Yerkin Dunbayev、Jeong Kon Seo、Changwook Lee、Hyun-Woo Rhee

  DOI：10.1039/c7cc03714g

  日期：——

  Alkyl halides are potentially mutagenic carcinogens. However, no efficient fluorescent sensor for alkyl halide detection in human-derived samples has been developed to date. Herein, we report a new protein-based fluorescent sensor for alkyl halides. Analysis of the HaloTag holo-crystal structure with its covalently attached ligand revealed an unexpected cavity, allowing for the design of a new fluorogenic

  卤代烷是潜在的致癌物。然而，迄今为止，尚未开发出用于在人源样品中检测卤代烷的有效荧光传感器。在此，我们报告了一种新的基于蛋白质的烷基卤化物荧光传感器。HaloTag全晶体结构及其共价连接的配体的分析显示出意外的空腔，从而允许设计新的荧光配体。该配体对HaloTag突变体（M175P）蛋白显示出最高的荧光响应（300倍）和最快的结合动力学（t 1/2 <150 s）。这种基于蛋白质的传感器系统有效地用于检测人血清中的烷基卤并监测实时蛋白质烷基化。