1-[5-(aminomethyl)-2-nitrophenyl]ethanol | 138957-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[5-(aminomethyl)-2-nitrophenyl]ethanol
• 英文别名: 1-(5-(Aminomethyl)-2-nitrophenyl)ethanol
• CAS: 138957-91-2
• 化学式: C₉H₁₂N₂O₃
• 分子量: 196.206
• InChiKey: WRMWXDOPJMJUDR-UHFFFAOYSA-N

物化性质

• 沸点：
  386.8±32.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.1
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P305+P351+P338,P332+P313,P337+P313,P362
• 危险性描述：
  H315,H319
• 储存条件：
  存于室温、避光且在惰性气体环境中

反应信息

• 作为反应物：
  描述：

  1-[5-(aminomethyl)-2-nitrophenyl]ethanol 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1-(2-nitro-5-((6-(5-((3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamido)methyl)phenyl)ethyl 3-azidopropylcarbamate
  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 tetrahydroborate 、 sodium azide 、 三苯基膦 作用下， 生成 1-[5-(aminomethyl)-2-nitrophenyl]ethanol
  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。
• A ‘catch and release’ strategy towards HPLC-free purification of synthetic oligonucleotides by a combination of the strain-promoted alkyne-azide cycloaddition and the photocleavage
  作者：Yosuke Igata、Noriko Saito-Tarashima、Daiki Matsumoto、Kazuyuki Sagara、Noriaki Minakawa

  DOI：10.1016/j.bmc.2017.09.014

  日期：2017.11

  A convenient strategy to purify oligonucleotides (ONs) synthesized by solid phase synthesis on an automatic DNA/RNA synthesizer was described. By attaching a photocleavable azide linker as the last phosphoramidite unit in the ON synthesis, only the desired full-length sequence was ‘caught’ on a controlled pore glass (CPG) resin possessing an aza-dimethoxycyclooctyne (DIBAC) derivative. Washing the

  描述了一种纯化策略，用于纯化在自动DNA / RNA合成仪上通过固相合成合成的寡核苷酸（ON）。通过将光可裂解的叠氮基连接基连接为ON合成中的最后一个亚磷酰胺单元，只有所需的全长序列被“捕获”在具有氮杂二甲氧基环辛炔（DIBAC）衍生物的可控孔玻璃（CPG）树脂上。洗涤所得的CPG树脂以除去所有未结合的物质，随后的光辐照使纯ON得以“释放”，而对天然ON结构或固相ON合成中的化学试剂没有任何化学修饰。
• Investigating a Boronate‐Affinity‐Guided Acylation Reaction for Labelling Native Antibodies
  作者：Avijit K. Adak、Kuan‐Ting Huang、Chien‐Yu Liao、Yuan‐Jung Lee、Wen‐Hua Kuo、Yi‐Ren Huo、Pei‐Jhen Li、Yi‐Ju Chen、Bo‐Shiun Chen、Yu‐Ju Chen、Kuo Chu Hwang、Wun‐Shang Wayne Chang、Chun‐Cheng Lin

  DOI：10.1002/chem.202104178

  日期：2022.3.22

  Adding function: A boronate-affinity ligand and an S-aryl thioester have been developed that are capable of labelling native Abs with a functional molecule. Additionally, a photoactivatable crosslinker allows purification of labelled Abs in a reagentless manner, thereby producing homogeneous Ab-drug conjugates.

  添加功能：已开发出一种硼酸盐亲和配体和 S-芳基硫酯，它们能够用功能性分子标记天然 Abs。此外，可光活化交联剂允许以无试剂方式纯化标记的 Abs，从而产生均质的 Ab-药物偶联物。
• SYNTHESIS OF FOUR COLOR 3'O-ALLYL, MODIFIED PHOTOCLEAVABLE FLUORESCENT NUCLEOTIDES AND RELATED METHODS
  申请人：Ju Jingyue

  公开号：US20100041029A1

  公开（公告）日：2010-02-18

  This invention provides a process for making 3′-O-allyl-dGTP-PC-Biodopy-FL-510, 3′-O-allyl-dATP-PC-ROX, 3′-O-allyl-dCTP-PC- and 3′-O-allyl-dUTP-PC-R6G, and related methods.

  本发明提供了制备3'-O-烯丙基-dGTP-PC-Biodopy-FL-510、3'-O-烯丙基-dATP-PC-ROX、3'-O-烯丙基-dCTP-PC-和3'-O-烯丙基-dUTP-PC-R6G及相关方法的过程。
• PROBING OF BIOLOGICAL SAMPLES
  申请人：General Electric Company

  公开号：US20150099650A1

  公开（公告）日：2015-04-09

  Disclosed are high throughput methods of probing multiple targets in a biological sample where the recurrent time-consuming antibody incubation steps and individual signal modification and activation steps are replaced by simultaneous hybridization of biomarkers and sequential detection by combining signal removal and activation into a single step. Also disclosed are images obtained by such methods.

  本发明揭示了一种高通量探测生物样本中多个目标的方法，其中，通过生物标记物的同时杂交和顺序检测，替代了反复耗时的抗体孵育步骤和单个信号修饰和激活步骤。本发明还揭示了通过这种方法获得的图像。