氨氧基-二聚乙二醇-叠氮 | 1043426-13-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 氨氧基-二聚乙二醇-叠氮
• 英文名称: Aminooxy-PEG2-azide
• 英文别名: O-[2-[2-(2-azidoethoxy)ethoxy]ethyl]hydroxylamine
• CAS: 1043426-13-6
• 化学式: C₆H₁₄N₄O₃
• 分子量: 190.202
• InChiKey: GCURLNTZWQFVMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  氨氧基-二聚乙二醇-叠氮 、 Maltopentaose 在 苯胺 作用下， 反应 18.0h， 生成 、 、
  参考文献：
  名称：

  Site-Selective Glycosylation of Hemoglobin with Variable Molecular Weight Oligosaccharides: Potential Alternative to PEGylation

  摘要：

  Poly(ethylene glycol) (PEG) conjugation (i.e., PEGylatiori) is a commonly used strategy to increase the circulatory half-life of therapeutic proteins and colloids; however, few viable alternatives exist to replicate its functions. Herein, we report a method for the rapid site-selective glycosylation of proteins with variously sized carbohydrates, up to a molecular weight (MW) of 10 000, thus serving as a potential alternative for PEGylation. More importantly, the method developed has two unique features. First, traditional protecting group strategies that typically accompany the modification of the carbohydrate fragments are circumvented, allowing for the facile site-selective glycosylation of a desired protein with variously sized glycans. Second, the methodology employed is not limited by oligosaccharide size; consequently, glycans of MW similar to that of PEG, used in the PEGylation of therapeutic proteins, can be employed. To demonstrate the usefulness of this technology, hemoglobin (Hb) was site-selectively glycosylated with a series of carbohydrates of increasing MW (from 504 to similar to 10 000). Hb was selected on the basis of the vast wealth of biochemical and biophysical knowledge present in the literature and because of its use as a precursor in the synthesis/formulation of artificial red blood cell substitutes. Following the successful site-selective glycosylation of Hb, the impact of increasing the glycan MW on Hb's biophysical properties was investigated in vitro.

  DOI：

  10.1021/ja300893t
• 作为产物：
  描述：

  N-(2[2-[2-azidoethoxy]ethoxy]ethoxy)phthalimide 在 一水合肼 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 氨氧基-二聚乙二醇-叠氮
  参考文献：
  名称：

  Site-Selective Glycosylation of Hemoglobin with Variable Molecular Weight Oligosaccharides: Potential Alternative to PEGylation

  摘要：

  Poly(ethylene glycol) (PEG) conjugation (i.e., PEGylatiori) is a commonly used strategy to increase the circulatory half-life of therapeutic proteins and colloids; however, few viable alternatives exist to replicate its functions. Herein, we report a method for the rapid site-selective glycosylation of proteins with variously sized carbohydrates, up to a molecular weight (MW) of 10 000, thus serving as a potential alternative for PEGylation. More importantly, the method developed has two unique features. First, traditional protecting group strategies that typically accompany the modification of the carbohydrate fragments are circumvented, allowing for the facile site-selective glycosylation of a desired protein with variously sized glycans. Second, the methodology employed is not limited by oligosaccharide size; consequently, glycans of MW similar to that of PEG, used in the PEGylation of therapeutic proteins, can be employed. To demonstrate the usefulness of this technology, hemoglobin (Hb) was site-selectively glycosylated with a series of carbohydrates of increasing MW (from 504 to similar to 10 000). Hb was selected on the basis of the vast wealth of biochemical and biophysical knowledge present in the literature and because of its use as a precursor in the synthesis/formulation of artificial red blood cell substitutes. Following the successful site-selective glycosylation of Hb, the impact of increasing the glycan MW on Hb's biophysical properties was investigated in vitro.

  DOI：

  10.1021/ja300893t

文献信息

• Synthesis of novel asymmetric bow-tie PAMAM dendrimer-based conjugates for tumor-targeting drug delivery
  申请人：THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK

  公开号：US10029014B2

  公开（公告）日：2018-07-24

  The present disclosure relates to a dendrimer-based conjugate of the formula Vm-D-C-D′-(T-F)n, which is useful for tumor targeting drug delivery. The use of asymmetric dendrimers allow for specific targeting as well as synthetic reproducibility.

  本公开涉及一种基于树枝状聚合物的Vm-D-C-D′-(T-F)n式共轭物，可用于肿瘤靶向给药。使用不对称树枝状聚合物可实现特异性靶向以及合成的可重复性。
• SYNTHESIS OF NOVEL ASYMMETRIC BOW-TIE PAMAM DENDRIMER-BASED CONJUGATES FOR TUMOR-TARGETING DRUG DELIVERY
  申请人：THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK

  公开号：US20160220688A1

  公开（公告）日：2016-08-04

  The present disclosure relates to a dendrimer-based conjugate of the formula V m -D-C-D′-(T-F) n , which is useful for tumor targeting drug delivery. The use of asymmetric dendrimers allow for specific targeting as well as synthetic reproducibility.