2-azidoethyl α-D-mannopyranosyl-(1,6)-α-D-mannopyranoside | 937400-97-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-azidoethyl α-D-mannopyranosyl-(1,6)-α-D-mannopyranoside
• 英文别名: 2-azidoethyl α-D-mannopyranosyl-(1→6)-α-D-mannopyranoside
• CAS: 937400-97-0
• 化学式: C₁₄H₂₅N₃O₁₁
• 分子量: 411.366
• InChiKey: IQUQUXLYQDZSSS-POVHNGHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.06
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  227.29
• 氢给体数：
  7.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2-azidoethyl α-D-mannopyranosyl-(1,6)-α-D-mannopyranoside 在 palladium on activated charcoal N-乙基吗啉 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.25h， 生成
  参考文献：
  名称：

  Carbohydrate Microarrays for Assaying Galactosyltransferase Activity

  摘要：

  Carbohydrate microarrays have been used recently for the rapid analysis of glycan-protein or glycan-cell interactions and for the detection of pathogens. As a demonstration of its significance and versatility, the microarray technology has been applied in this effort to assay glycosyltransferase activities. In addition, carbohydrate microarray based methods have been employed to quantitatively determine binding affinities between lectins and carbohydrates.

  DOI：

  10.1021/ol070250l
• 作为产物：
  描述：

  在 sodium azide 、 sodium methylate 、 四丁基碘化铵 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 2-azidoethyl α-D-mannopyranosyl-(1,6)-α-D-mannopyranoside
  参考文献：
  名称：

  Carbohydrate Microarrays for Assaying Galactosyltransferase Activity

  摘要：

  Carbohydrate microarrays have been used recently for the rapid analysis of glycan-protein or glycan-cell interactions and for the detection of pathogens. As a demonstration of its significance and versatility, the microarray technology has been applied in this effort to assay glycosyltransferase activities. In addition, carbohydrate microarray based methods have been employed to quantitatively determine binding affinities between lectins and carbohydrates.

  DOI：

  10.1021/ol070250l

文献信息

• Tunable acid-sensitive ester protecting groups in oligosaccharide synthesis
  作者：Yao Li、Xinyu Liu

  DOI：10.1039/c3cc49205b

  日期：——

  A series of acid-cleavable ester-type protecting groups, with acid-sensitivity profiles parallel to those of 2-naphthylmethyl (NAP) or p-methoxybenzyl (PMB) ether, were designed and TFA in toluene was identified as a technically simple and effective deblocking cocktail for their global removal in the context of oligosaccharide synthesis.

  设计了一系列酸可裂解的酯型保护基，其酸敏感性分布与2-萘甲基（NAP）或对甲氧基苄基（PMB）醚的分布相似，并且在甲苯中的TFA被认为是技术上简单有效的在寡糖合成的背景下，对它们进行整体脱脂的脱脂鸡尾酒。
• Analysis of Density-Dependent Binding of Glycans by Lectins Using Carbohydrate Microarrays
  作者：Xizhe Tian、Jaeyoung Pai、Injae Shin

  DOI：10.1002/asia.201200202

  日期：2012.9

  investigate the density‐dependent binding of glycans by lectins using carbohydrate microarrays, a number of C‐terminal hydrazide‐conjugated neoglycopeptides with various valences and different spatial arrangements of the sugar ligands were prepared on a solid support. The synthetic strategy includes (1) assembly of alkyne‐linked peptides possessing C‐terminal hydrazide on a solid support, (2) coupling of azide‐linked

  为了使用糖微阵列研究凝集素对聚糖的密度依赖性结合，在固体支持物上制备了许多具有不同化合价和不同空间排列糖配体的C末端酰肼偶联的新糖肽。合成策略包括（1）在固相支持物上组装具有C末端酰肼的炔键连接的肽，（2）利用点击化学将叠氮键连接的未保护糖与固相支持物上的炔键连接的肽偶联，和（ 3）从固体支持物中释放新糖肽。通过使用这种合成方法，生成了六价的新糖肽，化合价为1-4，并且碳水化合物配体的空间排列不同。通过将制备的新糖肽固定在环氧衍生化的玻璃载玻片上来构建碳水化合物微阵列，并将其用于分析凝集素对聚糖的密度依赖性结合。结合性质测定的结果表明，凝集素结合高度依赖于表面聚糖密度。