(2S,3R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-hydroxy-butyric acid | 77481-11-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2S,3R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-hydroxy-butyric acid
• 英文别名: N-[5-(Dimethylamino)naphthalene-1-sulfonyl]-L-threonine；(2S,3R)-2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-3-hydroxybutanoic acid
• CAS: 77481-11-9
• 化学式: C₁₆H₂₀N₂O₅S
• 分子量: 352.411
• InChiKey: FKKZRYVWMJRWNI-BMIGLBTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  dansyl-D,L-threonine 在 6^A-4-hydroxyethyl-1,2,3-triazole-6^C-3-methoxypropylimidazolium-β-cyclodextrin chloride 作用下， 以 aq. phosphate buffer 为溶剂， 生成 dansyl-(R)-threonine 、 (2S,3R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-hydroxy-butyric acid
  参考文献：
  名称：

  Clicked AC regioisomer cationic cyclodextrins for enantioseparation

  摘要：

  通过叠氮/炔点击化学，成功制备了一系列新型AC区域异构阳离子环糊精。这些点击合成的环糊精被探索用于毛细管电泳中酸性消旋体的对映体拆分。

  DOI：

  10.1039/c4ra06279e

文献信息

• Direct Resolution of Optically Active Isomers on Chiral Packings Containing Ergoline Skeletons. 5. Enantioseparation of Amino Acid Derivatives
  作者：A. Messina、A. M. Girelli、M. Flieger、M. Sinibaldi、P. Sedmera、L. Cvak

  DOI：10.1021/ac950698c

  日期：1996.4.1

  alkaloid-based chiral stationary phase preparation is described. Synthesis is based on bonding the allyl derivative of terguride to mercaptopropylsilanized silica gel. The packing exhibits higher content of chiral selector, stability, reproducibility, and enantioselectivity toward amino acids compared to that previously studied. The chromatographic behavior of amino acids with different side chains and substituent

  描述了一种基于麦角生物碱的手性固定相制备的新方法。合成是基于将特固脲的烯丙基衍生物与巯基丙基硅烷化的硅胶结合。与先前研究的相比，该填料表现出更高的手性选择剂含量，稳定性，可再现性和对氨基酸的对映选择性。研究了具有不同侧链和取代基的氨基酸的色谱行为，以便更深入地了解对映鉴别机理，并确定特固利作为此类化合物的手性选择剂的局限性和强度。检查了多种因素，包括流动相参数，例如pH，离子强度，有机改性剂的含量和性质以及温度。
• A new chiral ligand exchange capillary electrophoresis system based on Zn(<scp>ii</scp>)–<scp>l</scp>-leucine complexes coordinating with β-cyclodextrin and its application in screening tyrosinase inhibitors
  作者：Yuan Su、Xiaoyu Mu、Li Qi

  DOI：10.1039/c4ra09433f

  日期：——

  hyper pigmentation in animals and enzymatic browning in food. Thus, it is of great significance to screen inhibitors of tyrosinase. In this work, a new chiral ligand exchange-capillary electrophoresis (CLE-CE) system based on the coordination effect of Zn(II)–L-leucine complexes and β-cyclodextrin (β-CD) was developed for screening the inhibitors of tyrosinase. The effects of the concentration of β-CD

  酪氨酸酶在黑色素形成中起关键作用，并且与动物体内的色素沉着过多和食物中的酶促褐变密切相关。因此，筛选酪氨酸酶抑制剂具有重要意义。在这项工作中，基于Zn（II）-L-亮氨酸复合物和β-环糊精（β-CD）的协同作用，开发了一种新的手性配体交换-毛细管电泳（CLE-CE）系统，用于筛选酪氨酸酶抑制剂。β-CD的浓度的影响，缓冲液pH的比值，大号-亮氨酸对于Zn（II），并用DNS-复杂浓度进行了调查d，大号-酪氨酸，DNS- d，大号-缬氨酸和DNS- d，L-苯丙氨酸作为被测分析物。最佳的缓冲条件包括pH值为8.2的100.0 mM硼酸，5.0 mM乙酸铵，3.0 mM Zn（II），6.0 mM L-亮氨酸和4.0 mMβ-CD。已经发现六对Dns- D，L -AA可以被基线分离，并且五对Dns- D，L- AA被部分地对映分离。然后对L-酪氨酸进行了定量分析，并以12.95μM至413.3μM的浓度获得了良好的线性（r
• Tamper-resistant authentication mark for use in product or product packaging authentication
  申请人：——

  公开号：US20040023397A1

  公开（公告）日：2004-02-05

  A method of authenticating products or packaging by analyzing key ingredients on products or on product packaging is disclosed. Light-sensitive compounds can be used to identify the product or product packaging. The product or product package may include visible or invisible ink containing a particular light-sensitive compound. One or more light-sensitive compounds and ink, if used, may be printed in one or more locations on the product or product packaging to produce an authentication mark to inhibit inadvertent or intentional removal of the mark, thereby rendering the mark tamper-resistant. The mark is sealed to isolate the mark from the environment. A device may be used to irradiate the mark and read light absorption or emission. A controller determines the authenticity of the mark by comparing the emitted or absorbed properties to a standard.

  本发明公开了一种通过分析产品或产品包装上的关键成分来鉴定产品或包装的方法。光敏化合物可用于识别产品或产品包装。产品或产品包装可包括含有特定光敏化合物的可见或不可见油墨。可以在产品或产品包装上的一个或多个位置印上一种或多种光敏化合物和墨水（如果使用），以产生验证标记，防止无意或有意去除标记，从而使标记具有防篡改功能。标记被密封起来，使标记与环境隔离。可使用一个装置照射标记并读取光吸收或发射。控制器通过将发射或吸收特性与标准进行比较来确定标记的真伪。
• Determination of enantiomeric purity of commercial 14C- and 3H-labeled L-α-amino acids
  作者：Joseph W. Lefevre、Neil J. Bonzagni、Lara L. Chappell、David J. Clement、Jeb R. Albro、Denise M. Lezynski

  DOI：10.1002/(sici)1099-1344(199806)41:6<477::aid-jlcr104>3.0.co;2-3

  日期：1998.6
• Cationic Oligomer of a Saccharide for Resolving Enantiomers and Asymmetric Synthesis
  申请人：Ching Bun Chi

  公开号：US20070225490A1

  公开（公告）日：2007-09-27

  A cationic oligomer of a saccharide, wherein the saccharide is functionalized by a cationic group, for example an ammonium, phosphonium, imidazolium, or pyridinium group. In a preferred embodiment, the cationic oligomer of a saccharide is a cationic cyclodextrin. There is also provided a use of the cationic oligomer of a saccharide as a chiral agent for resolving enantiomers by a chromatographic method or an asymmetric synthesis.