| 1610530-42-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• CAS: 1610530-42-1
• 化学式: C₁₁H₁₂N₂O₆
• 分子量: 270.204
• InChiKey: QCWBIPKYTBFWHH-CHGNJWCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.87
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  124.78
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 以92%的产率得到
  参考文献：
  名称：

  Multicolor Live-Cell Chemical Imaging by Isotopically Edited Alkyne Vibrational Palette

  摘要：

  Vibrational imaging such as Raman microscopy is a powerful technique for visualizing a variety of molecules in live cells and tissues with chemical contrast. Going beyond the conventional label-free modality, recent advance of coupling alkyne vibrational tags with stimulated Raman scattering microscopy paves the way for imaging a wide spectrum of alkyne-labeled small biomolecules with superb sensitivity, specificity, resolution, biocompatibility, and minimal perturbation. Unfortunately, the currently available alkyne tag only processes a single vibrational "color", which prohibits multiplex chemical imaging of small molecules in a way that is being routinely practiced in fluorescence microscopy. Herein we develop a three-color vibrational palette of alkyne tags using a C-13-based isotopic editing strategy. We first synthesized C-13 isotopologues of EdU, a DNA metabolic reporter, by using the newly developed alkyne cross-metathesis reaction. Consistent with theoretical predictions, the mono-C-13 (C-13 C-12) and bis-C-13 (C-13 C-13) labeled alkyne isotopologues display Raman peaks that are red-shifted and spectrally resolved from the originally unlabeled (C-12 C-12) alkynyl probe. We further demonstrated three-color chemical imaging of nascent DNA, RNA, and newly uptaken fatty-acid in live mammalian cells with a simultaneous treatment of three different isotopically edited alkynyl metabolic reporters. The alkyne vibrational palette presented here thus opens up multicolor imaging of small biomolecules, enlightening a new dimension of chemical imaging.

  DOI：

  10.1021/ja502706q

文献信息

• [EN] DEVICES, COMPOSITIONS AND METHODS FOR IMAGING WITH RAMAN SCATTERING<br/>[FR] DISPOSITIFS, COMPOSITIONS ET PROCÉDÉS POUR UNE IMAGERIE À DIFFUSION RAMAN
  申请人：UNIV COLUMBIA

  公开号：WO2014205074A3

  公开（公告）日：2016-02-04