N,N-dimethyltryptophan | 2308-86-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N,N-dimethyltryptophan
• 英文别名: N^α,N^α-Dimethyl-tryptophan；N,N-Dimethyl-tryptophan；N-dimethyl-l-tryptophan；2-(dimethylamino)-3-(1H-indol-3-yl)propanoic acid
• CAS: 2308-86-3
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: SOSHNYKNINOSTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  56.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  芦竹碱 在 甲醇 、 barium dihydroxide 、 sodium hydroxide 、 苯 作用下， 生成 N,N-dimethyltryptophan
  参考文献：
  名称：

  Corsano; Perrotti, Annali di Chimica, 1958, vol. 48, p. 1037,1040

  摘要：

  DOI：

文献信息

• Novel Isobaric Tandem Mass Tags for Quantitative Proteomics and Peptidomics
  申请人：Li Lingjun

  公开号：US20130078728A1

  公开（公告）日：2013-03-28

  Compositions and methods of tagging peptides and other molecules using novel isobaric tandem mass tagging reagents, including novel N,N-dimethylated amino acid 8-plex and 16-plex isobaric tandem mass tagging reagents. The tagging reagents comprise: a) a reporter group having at least one atom that is optionally isotopically labeled; b) a balancing group, also having at least one atom that is optionally isotopically labeled, and c) an amine reactive group. The tagging reagents disclosed herein serve as attractive alternatives for isobaric tag for relative and absolute quantitation (iTRAQ) and tandem mass tags (TMTs) due to their synthetic simplicity, labeling efficiency and improved fragmentation efficiency.

  使用新型等比串联质谱标记试剂标记肽和其他分子的组合物和方法，包括新型N,N-二甲基化氨基酸8-plex和16-plex等比串联质谱标记试剂。这些标记试剂包括：a）至少有一个原子可选择同位素标记的报告基团；b）至少有一个原子可选择同位素标记的平衡基团；以及c）胺基反应基团。本文披露的标记试剂作为等比标记相对和绝对定量（iTRAQ）和串联质谱标记（TMTs）的吸引人的替代品，由于其合成简单性、标记效率和改善的碎裂效率。
• Alkynyl-containing tryptophan derivative inhibitors of tace/matrix metalloproteinase
  申请人：Park Kaapjoo

  公开号：US20060160884A1

  公开（公告）日：2006-07-20

  This invention provides compounds of Formula I, having the structure: that are useful in treating diseases or disorders mediated by TNF-α. The invention further provides methods for use of the compounds for treating such a disease or disorder or for alleviating symptoms thereof.

  这项发明提供了具有结构的化合物，可以用于治疗由TNF-α介导的疾病或紊乱。该发明还提供了使用这些化合物治疗这种疾病或紊乱，或缓解其症状的方法。
• [EN] NANOMATERIAL COMPOSITIONS, SYNTHESIS, AND ASSEMBLY<br/>[FR] COMPOSITIONS DE NANOMATÉRIAU, SYNTHÈSE ET ASSEMBLAGE
  申请人：RHODE ISLAND HOSPITAL

  公开号：WO2016081522A1

  公开（公告）日：2016-05-26

  Compositions or an assembly of a series of biomimetic compounds include chemical structures that mimic or structurally resemble a nucleic acid base pair. Complexes of nanotubes and agents are useful to deliver agents into the cells or bodily tissues of individuals for therapeutic and diagnostic purposes. Exemplary compounds include those of Formula (I), (III), (V) or (VII), or of Formula (II), (IV), (VI) or (VIII).

  一系列仿生化合物的组成或装配包括模拟或在结构上类似于核酸碱基对的化学结构。纳米管和试剂的复合物可用于将试剂输送到个体的细胞或身体组织中，用于治疗和诊断目的。示例化合物包括Formula (I)、(III)、(V)或(VII)的化合物，或Formula (II)、(IV)、(VI)或(VIII)的化合物。
• Isobaric Multiplex Reagents for Carbonyl Containing Compound High-Throughput Quantitative Analysis
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20190225559A1

  公开（公告）日：2019-07-25

  The present invention provides a set of novel isobaric chemical tags, also referred herein as SUGAR (Isobaric Multiplex Reagents for Carbonyl Containing Compound). These labeling tags are compact and easy to synthesize at high yield and purity in just a few steps using commercially available starting materials. The tagging reagents of the present invention comprise: a) a reporter group, having at least one atom that is optionally isotopically labeled; b) a balancing group, also having at least one atom that is optionally isotopically labeled, and c) an aldehyde, ketone, or carboxylic acid reactive group. The multiplex SUGAR tags are able to react with an aldehyde, ketone, or carboxylic acid group of the molecule to be tagged, which offers the capability for labeling and quantitation of glycans, proteins/peptides, and fatty acids.

  本发明提供了一组新型等比化学标记，也称为SUGAR（含羰基的等比多重试剂）。这些标记标签紧凑，易于合成，使用商业可获得的起始材料，在几个步骤中高产量和纯度。本发明的标记试剂包括：a）报告者组，具有至少一个可选择同位素标记的原子；b）平衡组，也具有至少一个可选择同位素标记的原子；c）醛，酮或羧酸反应基团。多重SUGAR标记能够与待标记分子的醛，酮或羧酸基团发生反应，从而提供了对糖类，蛋白质/肽和脂肪酸进行标记和定量的能力。
• Assisted Reductive Amination for Quantitation of Tryptophan, 5-Hydroxytryptophan, and Serotonin by Ultraperformance Liquid Chromatography Coupled with Tandem Mass Spectrometry
  作者：Shih-Shin Liang、Po-Tsun Shen、Yu-Qing Liang、Yi-Wen Ke、Chieh-Wen Cheng、Yi-Reng Lin

  DOI：10.3390/molecules28124580

  日期：——

  mass unit shifts with 14 vs. 16 or 28 vs. 32 in individual compounds for biomolecules with amine groups. In other words, multiples of two mass units shift are created using this derivatized method with isotopic formaldehyde. Serotonin, 5-hydroxytryptophan, and tryptophan were used as examples to demonstrate isotopic formaldehyde-generating standards and ISs. h2-formaldehyde-modified serotonin, 5-hydroxytryptophan

  在此，我们使用同位素甲醛和氰基硼氢化钠通过还原胺化标记伯胺上的两个甲基，排列色氨酸及其代谢物的标准品（h2-甲醛修饰）和内标（ISs，d2-甲醛修饰），例如如血清素（5-羟色胺）和5-羟色氨酸。这些高产率的衍生反应对于制造标准和 IS 来说非常令人满意。这一策略将在胺上生成一个或两个甲基，从而在具有胺基的生物分子的单个化合物中产生不同的质量单位变化，即 14 与 16 或 28 与 32。换句话说，使用这种同位素甲醛衍生方法可以产生两个质量单位位移的倍数。血清素、5-羟色氨酸、和色氨酸作为示例来演示同位素甲醛生成标准品和 IS。h2-甲醛修饰的血清素、5-羟色氨酸和色氨酸是构建校准曲线的标准品，d2-甲醛修饰的类似物（例如 IS）掺入样品中以标准化每次检测的信号。我们利用多种反应监测模式和三重四极杆质谱法来证明适用于这三种神经生物分子的衍生方法。衍生方法显示决定系数的线性范围在 0.9938