三甲基氨基磺酸 | 63147-26-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 中文名称: 三甲基氨基磺酸
• 英文名称: trimethyl-sulfo-ammonium betaine
• 英文别名: Trimethylsulfoammonium hydroxide, inner salt；[dimethyl(sulfonato)azaniumyl]methane
• CAS: 63147-26-2
• 化学式: C₃H₉NO₃S
• 分子量: 139.175
• InChiKey: MFEBDOMAQGIHGW-UHFFFAOYSA-N

物化性质

• 熔点：
  237 °C
• 沸点：
  103.85°C (estimate)
• 密度：
  1.2938 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三甲基氨基磺酸 、 熊去氧胆酸 以 N,N-二甲基甲酰胺 为溶剂， 以91.6%的产率得到ursodeoxycholic acid di-trimethylammonium 3,7-disulfate
  参考文献：
  名称：

  Process for the preparation of ursodeoxycholic acid disodium 3,7-disulfate

  摘要：

  制备3,7-二硫酸盐熊去氧胆酸二钠的过程包括以下步骤：a）将熊去氧胆酸与三甲胺硫酸酐复合物反应，得到熊去氧胆酸3,7-二硫酸盐二三甲基铵反应中间体；b）用有机或无机钠碱处理熊去氧胆酸3,7-二硫酸盐二三甲基铵盐，得到熊去氧胆酸3,7-二硫酸盐三钠盐；c）在异丙醇存在下用无机酸处理至pH在3.0至4.5范围内，以得到熊去氧胆酸3,7-二硫酸盐二钠的溶液；d）去除存在的盐并获得熊去氧胆酸3,7-二硫酸盐二钠。

  公开号：

  EP2221313A1
• 作为产物：
  描述：

  十二/十四烷基二甲基氧化胺 在 二氧化硫 作用下， 生成 三甲基氨基磺酸
  参考文献：
  名称：

  Correlation of galectin-3/galectin-3-binding sites with low differentiation status in head and neck squamous cell carcinomas☆☆☆

  摘要：

  The accurate determination of levels of differentiation is of prognostic value in human head and neck squamous cell carcinomas (HNSCCs). Because the deliberate selection of biochemical determinants accompanying certain stages of differentiation can refine the predictive power of histochemical assessments, the application of the quantitative evaluation of staining distribution and intensity by computer-assisted microscopy is one prerequisite to potential improvements. We used 2 innovative approaches with peanut agglutinin based on encouraging results with respect to common lectin-histochemistry. First, we used a custom-made neoglycoprotein to monitor the presence of Thomsen-Friedenreich (T) antigen-binding sites. Second, we measured the presence of 2 galectins immunohistochemically and, at the same time, measured lectin-histochemically the presence of accessible ligands for the endogenous lectins. We also monitored the presence of calcyclin, a protein with relevance to cell cycle progression or exocytosis. With 61 cases of HNSCC as their basis, including 31 oral, 20 laryngeal, and 10 hypopharyngeal lesions, the data show that the main modifications observed in connection with a loss of differentiation are related to a modification in the levels of both galectin-3/galectin-3-binding site and T-antigen/T-antigen-binding site expressions. The data obtained also suggest that galectin-3 could act as an acceptor site for the T antigen. Because the level of differentiation is known to be indicative of the recurrence rate in HNSCCs and our data clearly indicate that galectin-3 and the T antigen (and their respective binding sites) are involved in dedifferentiation processes, further investigation is warranted into the roles of galectins in HNSCC tumor progression and recurrence analysis.

  DOI：

  10.1016/s0194-5998(00)70010-6
• 作为试剂：
  描述：

  N-BOC-3-羟基哌啶 在 三甲基氨基磺酸 、 三乙酰氧基硼氢化钠 、 溶剂黄146 、 二甲基亚砜 、 sodium sulfate 、 三乙胺 作用下， 反应 36.0h， 生成 3-(isoquinolin-5-ylamino)-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Design and synthesis of Rho kinase inhibitors (I)

  摘要：

  Several structurally unrelated scaffolds of the Rho kinase inhibitor were designed using pharmacophore information obtained from the results of a high-throughput screening and structural information from a homology model of Rho kinase. A docking simulation using the ligand-binding pocket of the Rho kinase model helped to comprehensively understand and to predict the structure-activity relationship of the inhibitors. This understanding was useful for developing new Rho kinase inhibitors of higher potency and selectivity. We identified several potent platforms for developing the Rho kinase inhibitors, namely, pyridine, 1H-indazole, isoquinoline, and phthalimide. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.02.025

文献信息

• Chemical Methods for N‐ and O‐Sulfation of Small Molecules, Amino Acids and Peptides
  作者：Anna Mary Benedetti、Daniel M. Gill、Chi W. Tsang、Alan M. Jones

  DOI：10.1002/cbic.201900673

  日期：2020.4

  Sulfation of the amino acid residues of proteins is a significant post-translational modification, the functions of which are yet to be fully understood. Current sulfation methods are limited mainly to O-tyrosine (sY), which requires negatively charged species around the desired amino acid residue and a specific sulfotransferase enzyme. Alternatively, for solid-phase peptide synthesis, a de novo protected

  蛋白质氨基酸残基的硫酸化是重要的翻译后修饰，其功能尚待充分了解。当前的硫酸化方法主要限于O-酪氨酸（sY），其需要在期望的氨基酸残基和特定的磺基转移酶周围带负电荷的物质。或者，对于固相肽合成，需要从头保护的sY。因此，需要超越O-硫酸化的合成途径。我们已经开发出一种新的途径来进行N-磺化反应，并且可以拨入/拨出O-硫酸化反应（不进行S-硫代硫代硫酸化反应），从而模仿了结构生物学中确定的乒乓硫酸化机制的起始步骤。这种快速，低温且非消旋的方法适用于一系列胺，酰胺，氨基酸和肽序列。
• Synthesis of novel flavonoid derivatives as potential HIV- Integrase inhibitors
  作者：Nelly N. Mateeva、Rao N. Kode、Kinfe K. Redda

  DOI：10.1002/jhet.5570390620

  日期：2002.11

  Eighteen novel flavonoid derivatives - substituted chalcones and flavones were synthesized and characterized by using NMR, IR, UV/Vis spectroscopy and elemental analysis. The target compounds were achieved by using a sequence of simple and effective reactions starting from phloroglucinol. The initial hydroxyl groups were protected by methylation and in the final flavones the 5-OH group was selectively

  合成了十八种新的类黄酮衍生物-取代的查耳酮和黄酮，并通过NMR，IR，UV / Vis光谱和元素分析对其进行了表征。通过使用一系列从间苯三酚开始的简单有效的反应，可以实现目标化合物。最初的羟基被甲基化保护，而在最后的黄酮中，5-OH通过AlBr 3选择性地脱甲基。5-甲氧基黄酮显示强荧光，在除去甲基后将其猝灭。
• Synthesis of biologically active derivatives of D-glucosamine-4-phosphate and 1-thyminyl-D-glucosamine-4,6-disulfate.
  作者：Keisuke IDEGAMI、Kiyoshi IKEDA、Kazuo ACHIWA

  DOI：10.1248/cpb.38.1766

  日期：——

  New 1-thyminyl-D-glucosamine-4-phosphate and 1-thyminyl-D-glucosamine-4, 6-disulfate derivatives were synthesized. The 1-thyminyl-D-glucosamine-4, 6-disulfate derivative showed antiviral activity against HIV.

  合成了新的 1-硫氨酰-D-葡糖胺-4-磷酸酯和 1-硫氨酰-D-葡糖胺-4，6-二硫酸盐衍生物。1-thyminyl-D-glucosamine-4, 6-disulfate 衍生物对 HIV 具有抗病毒活性。
• Compounds of Trialkylamine Oxides with Sulfur Dioxide and Trioxide
  作者：H. Z. Lecher、W. B. Hardy

  DOI：10.1021/ja01191a073

  日期：1948.11
• Baumgarten; Marggraff, Chemische Berichte, 1931, vol. 64, p. 1584 Anm.
  作者：Baumgarten、Marggraff

  DOI：——

  日期：——