5-aminopentyl di[2-acetamido-2-deoxy-β-D-glucopyranosyl-(1>2)-α-D-mannopyranosyl]-(1>3),(1>6)-β-D-mannopyranosyl-(1>4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1>4)-2-acetamido-2-deoxy-β-D-glucopyranoside | 1262233-39-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-aminopentyl di[2-acetamido-2-deoxy-β-D-glucopyranosyl-(1>2)-α-D-mannopyranosyl]-(1>3),(1>6)-β-D-mannopyranosyl-(1>4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1>4)-2-acetamido-2-deoxy-β-D-glucopyranoside
• 英文别名: 5-aminopentyl di[2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl]-(1→3),(1→6)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside；N-[(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5S,6R)-2-[[(2R,3R,4S,5S,6S)-6-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6R)-5-acetamido-6-(5-aminopentoxy)-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-[(2R,3S,4S,5S,6R)-3-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS: 1262233-39-5
• 化学式: C₅₅H₉₅N₅O₃₆
• 分子量: 1402.37
• InChiKey: QDAQSLDGRJXZJJ-RSCFCETQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -13.1
• 重原子数：
  96
• 可旋转键数：
  29
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  636
• 氢给体数：
  23
• 氢受体数：
  37

反应信息

• 作为反应物：
  描述：

  N-羟基琥珀酰亚胺硬酯酸酯 、 5-aminopentyl di[2-acetamido-2-deoxy-β-D-glucopyranosyl-(1>2)-α-D-mannopyranosyl]-(1>3),(1>6)-β-D-mannopyranosyl-(1>4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1>4)-2-acetamido-2-deoxy-β-D-glucopyranoside 以 乙腈 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  MALDI-TOF质谱分析一系列N-聚糖上的酶活性和凝集素捕集

  摘要：

  活性阵列：复杂的脂质标记的低聚糖，包括大型的多天线物种，可以有效地固定在烷基硫醇的自组装单层膜上（见图）。这些阵列可用于跟踪半乳糖基转移酶（GalT）和水解酶的作用。还展示了该系统用于从复杂混合物中选择性捕获和鉴定凝集素的实用性。

  DOI：

  10.1002/anie.201006304
• 作为产物：
  描述：

  在 氨 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以3.8 mg的产率得到5-aminopentyl di[2-acetamido-2-deoxy-β-D-glucopyranosyl-(1>2)-α-D-mannopyranosyl]-(1>3),(1>6)-β-D-mannopyranosyl-(1>4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1>4)-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  利用模块合成和芯片上纳米级酶促糖基化技术构建N-聚糖微阵列

  摘要：

  据报道，一种有效的化学酶策略首次允许构建合成的N-聚糖聚焦微阵列。基于模块化方法，各种N‐聚糖核心结构已化学合成并共价固定在玻璃表面上。然后，通过印刷机器人，通过置于微阵列各个点顶部的纳米液滴中的三种不同糖基转移酶的作用，使印刷的结构酶促多样化。转化之后是对末端糖具有特异性的凝集素结合。与溶液相中进行的反应相比，纳米液滴中表面结合配体的这种酶促延伸将所需的珍贵糖基转移酶的数量减少了七个数量级。此外，仅可以选择已显示为特定糖基转移酶底物的那些配体以在阵列上延伸。这里描述的方法，

  DOI：

  10.1002/chem.201001295

文献信息

• METHODS FOR MODULAR SYNTHESIS OF N-GLYCANS AND ARRAYS THEREOF
  申请人：Academia Sinica

  公开号：US20170362265A1

  公开（公告）日：2017-12-21

  The present disclosure relates to novel modular methods for generating a diversity of N-glycans of high mannose, hybrid and complex types. The present disclosure also relates to exemplary arrays of the synthesized N-glycans spotted onto aluminium oxide coated slides. These arrays can be used to detect and analyze binding interactions between the synthesized N-glycans and glycan binding molecules, such as HIV-1 neutralizing antibodies. The present disclosure also relates to methods for identifying agents that bind to various types of molecules on the arrays and to defining the structural elements of the molecules on the arrays that bind to those agents. The arrays and methods provided herein may be used for general epitope identification, drug discovery and as analytical tools. The present disclosure also provides useful glycans and epitope determinants that are useful in detecting, diagnosing, recurrence monitoring and preventing pathological diseases such as HIV.

  本公开涉及一种用于生成高甘霖、杂交和复合型N-糖的新型模块化方法。本公开还涉及到合成的N-糖阵列被点在涂有氧化铝的载玻片上。这些阵列可用于检测和分析合成的N-糖与糖结合分子（如HIV-1中和抗体）之间的结合相互作用。本公开还涉及一种用于识别与阵列上各种类型分子结合的试剂和定义阵列上结合到这些试剂的分子的结构元素的方法。本文提供的阵列和方法可用于一般抗原表位鉴定、药物发现以及作为分析工具。本公开还提供了有用的糖类和表位决定因子，可用于检测、诊断、复发监测和预防HIV等病理性疾病。
• MALDI-TOF Mass Spectrometric Analysis of Enzyme Activity and Lectin Trapping on an Array of N-Glycans
  作者：Antonio Sanchez-Ruiz、Sonia Serna、Nerea Ruiz、Manuel Martin-Lomas、Niels-Christian Reichardt

  DOI：10.1002/anie.201006304

  日期：2011.2.18

  Active arrays: Complex lipid‐tagged oligosaccharides, including large multiantennary species, can be efficiently immobilized on self‐assembled monolayers of alkyl mercaptans (see picture). These arrays can be used to follow the action of a galactosyltransferase (GalT) and a hydrolase. The utility of the system for the selective trapping and identification of a lectin from a complex mixture was also

  活性阵列：复杂的脂质标记的低聚糖，包括大型的多天线物种，可以有效地固定在烷基硫醇的自组装单层膜上（见图）。这些阵列可用于跟踪半乳糖基转移酶（GalT）和水解酶的作用。还展示了该系统用于从复杂混合物中选择性捕获和鉴定凝集素的实用性。
• Construction of<i>N</i>-Glycan Microarrays by Using Modular Synthesis and On-Chip Nanoscale Enzymatic Glycosylation
  作者：Sonia Serna、Juan Etxebarria、Nerea Ruiz、Manuel Martin-Lomas、Niels-Christian Reichardt

  DOI：10.1002/chem.201001295

  日期：2010.11.22

  An effective chemoenzymatic strategy is reported that has allowed the construction, for the first time, of a focused microarray of synthetic N‐glycans. Based on modular approaches, a variety of N‐glycan core structures have been chemically synthesized and covalently immobilized on a glass surface. The printed structures were then enzymatically diversified by the action of three different glycosyltransferases

  据报道，一种有效的化学酶策略首次允许构建合成的N-聚糖聚焦微阵列。基于模块化方法，各种N‐聚糖核心结构已化学合成并共价固定在玻璃表面上。然后，通过印刷机器人，通过置于微阵列各个点顶部的纳米液滴中的三种不同糖基转移酶的作用，使印刷的结构酶促多样化。转化之后是对末端糖具有特异性的凝集素结合。与溶液相中进行的反应相比，纳米液滴中表面结合配体的这种酶促延伸将所需的珍贵糖基转移酶的数量减少了七个数量级。此外，仅可以选择已显示为特定糖基转移酶底物的那些配体以在阵列上延伸。这里描述的方法，