(Z)-methyl 2-(4-(4-(dimethylamino)benzylidene)-2-methyl-5-oxo-4,5-dihydro-1H-imidazol-1-yl)acetate | 1289634-17-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-methyl 2-(4-(4-(dimethylamino)benzylidene)-2-methyl-5-oxo-4,5-dihydro-1H-imidazol-1-yl)acetate
• 英文别名: methyl 2-[(4Z)-4-[[4-(dimethylamino)phenyl]methylidene]-2-methyl-5-oxoimidazol-1-yl]acetate
• CAS: 1289634-17-8
• 化学式: C₁₆H₁₉N₃O₃
• 分子量: 301.345
• InChiKey: IQRXAJQIFYMJTE-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  62.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-methyl 2-(4-(4-(dimethylamino)benzylidene)-2-methyl-5-oxo-4,5-dihydro-1H-imidazol-1-yl)acetate 在 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (Z)-2-(4-(4-(dimethylamino)benzylidene)-2-methyl-5-oxo-4,5-dihydro-1H-imidazol-1-yl)acetic acid
  参考文献：
  名称：

  Two-Photon and Time-Resolved Fluorescence Spectroscopy as Probes for Structural Determination in Amyloid-β Peptides and Aggregates

  摘要：

  The development of new sensitive methods for the detailed collection of conformational and morphological information about amyloids is crucial for the elucidation of critical questions regarding aggregation processes in neurodegenerative diseases. The combined approach of two-photon and time-resolved fluorescence spectroscopy described in this report interrogates the early conformational dynamics seen in soluble oligomers of amyloid-beta(1-42). Concentration-dependent aggregation studies using two-photon absorption show enhanced sensitivity toward conformational changes taking place in the secondary structure of the amyloid peptide as aggregation proceeds. Fluorescence lifetimes and changes in anisotropy values indicate Forster-type energy transfer occurring as a function of aggregation state. The sensitivity of our two-photon methodology is compared to that of circular dichroism (CD) spectroscopy, and the results indicate that the two-photon absorption cross-section method exhibits superior sensitivity. A theoretical model is developed that, together with electronic structure calculations, explains the change in cross section as a function of aggregation in terms of interacting transition dipoles for aggregates showing stacked or parallel structures. This suggests that the two-photon method provides a sensitive alternative to CD spectroscopy while avoiding many of the inherent challenges particular to CD data collection. The implication of this finding is significant, as it indicates that a two-photon-based technique used in conjunction with time-resolved fluorescence might be able to reveal answers to conformational questions about amyloid-beta(1-42) that are presently inaccessible with other techniques.

  DOI：

  10.1021/jp500883s

文献信息

• [EN] DYES FOR ANALYSIS OF SOLUBLE PROTEIN AGGREGATES OR MISFOLDED PROTEIN OLIGOMERS<br/>[FR] MARQUEURS COLORÉS POUR L'ANALYSE D'AGRÉGATS DE PROTÉINES SOLUBLES OU D'OLIGOMÈRES DE PROTÉINES MAL REPLIÉES
  申请人：PENN STATE RES FOUND

  公开号：WO2019173607A1

  公开（公告）日：2019-09-12

  Dye and compositions to monitor the multistep protein aggregation process in both test tubes and live cells are provided. These dyes can detect misfolded protein oligomers and distinguish insoluble protein aggregates from misfolded oligomers. Applications of these dyes include measuring kinetics of protein aggregation, monitoring aggregation of specific proteins in intact live cells, monitoring aggregation of cellular proteome in intact live cells, and tracking the time course of protein aggregation in cells under stress conditions.

  提供了用于监测多步蛋白聚集过程的染料和组合物，可在试管和活细胞中使用。这些染料可以检测错误折叠的蛋白寡聚体，并区分不溶性蛋白聚集物和错误折叠的寡聚体。这些染料的应用包括测量蛋白聚集的动力学过程，在完整的活细胞中监测特定蛋白的聚集，监测完整的活细胞中的细胞蛋白组的聚集，以及跟踪细胞在应激条件下的蛋白聚集的时间过程。
• Dyes for Analysis of Soluble Protein Aggregates or Misfolded Protein Oligomers
  申请人：The Penn State Research Foundation

  公开号：US20210094922A1

  公开（公告）日：2021-04-01

  Dye and compositions to monitor the multistep protein aggregation process in both test tubes and live cells are provided. These dyes can detect misfolded protein oligomers and distinguish insoluble protein aggregates from misfolded oligomers. Applications of these dyes include measuring kinetics of protein aggregation, monitoring aggregation of specific proteins in intact live cells, monitoring aggregation of cellular proteome in intact live cells, and tracking the time course of protein aggregation in cells under stress conditions.