1-(5-azidomethyl-2-nitrophenyl)ethanone | 1312297-30-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-azidomethyl-2-nitrophenyl)ethanone
• 英文别名: 1-[5-(Azidomethyl)-2-nitrophenyl]ethanone；1-[5-(azidomethyl)-2-nitrophenyl]ethanone
• CAS: 1312297-30-5
• 化学式: C₉H₈N₄O₃
• 分子量: 220.188
• InChiKey: FDMHFEMUEXNLLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(5-azidomethyl-2-nitrophenyl)ethanone 在 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 以91%的产率得到1-(5-(azidomethyl)-2-nitrophenyl)ethan-1-ol
  参考文献：
  名称：

  Cleavable Biotin Probes for Labeling of Biomolecules via Azide−Alkyne Cycloaddition

  摘要：

  The azide-alkyne cycloaddition provides a powerful tool for bio-orthogonal labeling of proteins, nucleic acids, glycans, and lipids. In some labeling experiments, e.g., in proteomic studies involving affinity purification and mass spectrometry, it is convenient to use cleavable probes that allow release of labeled biomolecules under mild conditions. Five cleavable biotin probes are described for use in labeling of proteins and other biomolecules via azide-alkyne cycloaddition. Subsequent to conjugation with metabolically labeled protein, these probes are subject to cleavage with either 50 mM Na2S2O4, 2% HOCH2CH2SH, 10% HCO2H, 95% CF3CO2H, or irradiation at 365 nm. Most strikingly, a probe constructed around a dialkoxydiphenylsilane (DADPS) linker was found to be cleaved efficiently when treated with 10% HCO2H for 0.5 h. A model green fluorescent protein was used to demonstrate that the DADPS probe undergoes highly selective conjugation and leaves a small (143 Da) mass tag on the labeled protein after cleavage. These features make the DADPS probe especially attractive for use in biomolecular labeling and proteomic studies.

  DOI：

  10.1021/ja1083909
• 作为产物：
  描述：

  1-[5-(溴甲基)-2-硝基苯基]乙酮 在 sodium azide 作用下， 生成 1-(5-azidomethyl-2-nitrophenyl)ethanone
  参考文献：
  名称：

  使用可分离珠粒和高密度过滤器对循环肿瘤细胞进行高效分离和准确原位分析

  摘要：

  癌细胞分析：一种新技术可以分离出稀有的循环肿瘤细胞（CTC），并通过使用可分离的珠子和高孔密度过滤器来分析其蛋白质表达。该技术在从外周血中分离稀有CTC方面显示出显着提高的效率，并能够准确测量原位蛋白表达水平。

  DOI：

  10.1002/anie.201302278

文献信息

• MASSIVE PARALLEL METHOD FOR DECODING DNA AND RNA
  申请人：The Trustees of Columbia University in the City of New York

  公开号：US20160264612A1

  公开（公告）日：2016-09-15

  This invention provides methods for attaching a nucleic acid to a solid surface and for sequencing nucleic acid by detecting the identity of each nucleotide analogue after the nucleotide analogue is incorporated into a growing strand of DNA in a polymerase reaction. The invention also provides nucleotide analogues which comprise unique labels attached to the nucleotide analogue through a cleavable linker, and a cleavable chemical group to cap the —OH group at the 3′-position of the deoxyribose.

  这项发明提供了一种将核酸连接到固体表面的方法，以及通过在聚合酶反应中将核苷酸类似物并入到DNA增长链中后检测每个核苷酸类似物的身份来测序核酸的方法。该发明还提供了包含独特标签的核苷酸类似物，通过可切割的连接剂连接到核苷酸类似物上，并且包含用于封闭去氧核糖的3′-位置上的—OH基团的可切割化学基团。
• Massive parallel method for decoding DNA and RNA
  申请人：The Trustees of Columbia University in the City of New York

  公开号：EP1337541B1

  公开（公告）日：2007-03-07
• A METHOD OF IDENTIFYING OR PRODUCING AN APTAMER
  申请人：Tolle, Fabian

  公开号：EP3052653A1

  公开（公告）日：2016-08-10
• US7345159B2
  申请人：——

  公开号：US7345159B2

  公开（公告）日：2008-03-18
• US7635578B2
  申请人：——

  公开号：US7635578B2

  公开（公告）日：2009-12-22