| 1478871-88-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• CAS: 1478871-88-3
• 化学式: C₆₉H₁₁₀F₃N₁₅O₁₉S
• 分子量: 1542.78
• InChiKey: VQLSXUGUUNLNHB-KLXFKKJOSA-N

反应信息

• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 氘代甲醇-d 为溶剂， 反应 1.0h， 以60 mg的产率得到
  参考文献：
  名称：

  Synthesis and Evaluation of a Photoactive Probe with a Multivalent Carbohydrate for Capturing Carbohydrate–Lectin Interactions

  摘要：

  Lectins are ubiquitous carbohydrate-binding proteins of nonimmune origin that are characterized by their specific recognition of defined monosaccharide or oligosaccharide structures. However, the use of carbohydrates to study lectin has been restricted by the weak binding affinity and noncovalent character of the interaction between carbohydrates and lectin. In this report, we designed and synthesized a multifunctional photoaffinity reagent composed of a trialkyne chain, a masked latent amine group, and a photoreactive 3-trifluoromethyl-3phenyl-diazirine group in high overall yield. Two well-defined chemistries, Huisgen-Sharpless click chemistry and amide bond coupling, were the key steps for installing the multivalent character and tag in our designed photoaffinity probe. The photolabeling results demonstrated that the designed probe selectively labeled the target lectin, RCA(120) (Ricinus communis Agglutinin), in an E. coli lysate and an asialoglycoprotein receptor (ASGP-R) on intact HepG2 cell membranes. Moreover, the probe also enabled the detection of weak protein protein interactions between RCA(120) and ovalbumin (OVA).

  DOI：

  10.1021/bc400306g