α-D-Glcp-(1->3)-α-D-Glcp-(1->4)-α-D-Glcp-(1->3)-D-Glc-ol | 34321-41-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-Glcp-(1->3)-α-D-Glcp-(1->4)-α-D-Glcp-(1->3)-D-Glc-ol
• 英文别名: (2R,3R,4R,5S)-4-[(2R,3R,4R,5S,6R)-5-[(2R,3R,4S,5R,6R)-3,5-Dihydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexane-1,2,3,5,6-pentol；(2R,3R,4R,5S)-4-[(2R,3R,4R,5S,6R)-5-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexane-1,2,3,5,6-pentol
• CAS: 34321-41-0
• 化学式: C₂₄H₄₄O₂₁
• 分子量: 668.601
• InChiKey: NGXOBULWHOWICY-FXDJRBMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.9
• 重原子数：
  45
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  359
• 氢给体数：
  15
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  乙酸酐-1,1-13C2 、 α-D-Glcp-(1->3)-α-D-Glcp-(1->4)-α-D-Glcp-(1->3)-D-Glc-ol 在 吡啶 作用下， 反应 24.0h， 生成
  参考文献：
  名称：

  具有13 C标记的羰基的全乙酰化寡糖的核磁共振波谱，而不是用于建立糖的键合取代的全甲基化分析。

  摘要：

  模型糖中的游离羟基被[13C-羰基]乙酸酐过乙酰化，导致NMR光谱中糖环质子信号的其他分裂，这是由于每个乙酰基羰基碳与糖环质子在该位置的3键J偶联。在不同的糖结构中对这些3键耦合常数中的144个进行定量显示，其范围在2.5至4.7 Hz之间，而糖环质子和乙酰羰基碳之间的所有可能的4键耦合均在线宽内（<0.5 Hz）。因此，在用[13C-羰基]乙酰基乙酰化后，在2.5-4.7Hz范围内糖环质子信号的进一步分裂将那个位置识别为（以前）具有游离羟基。它执行与全甲基化分析相同的基本功能，但不需要糖苷键的水解。另外，质子检测的2D异核多键相关（HMBC）实验或质子检测的异核相关光谱（hetCOSY）使环质子羰基13 C 3键J连通性具有较高的敏感性。据报道，已修改的NMR脉冲序列包括频率选择性解耦方案，可根据2D数据确定耦合常数。量身定制的脉冲序列可为[13C-羰基]环质子相关性带来更高的光谱分辨率

  DOI：

  10.1016/s0008-6215(98)00311-5
• 作为产物：
  描述：

  α-D-Glc-[1->3]-α-D-Glc-[1->4]-α-D-Glc-[1->3]-α-D-Glc 在 sodium tetrahydroborate 作用下， 生成 α-D-Glcp-(1->3)-α-D-Glcp-(1->4)-α-D-Glcp-(1->3)-D-Glc-ol
  参考文献：
  名称：

  Rapid high-resolution four-dimensional NMR spectroscopy using the filter diagonalization method and its advantages for detailed structural elucidation of oligosaccharides

  摘要：

  Four-dimensional nuclear magnetic resonance spectroscopy with high resolution of signals in the indirect dimensions is reported as an implementation of the filter diagonalization method (FDM). Using an oligosaccharide derivatized with C-13-labeled acetyl isotags, a four-dimensional constant-time pulse sequence was tailored for conjoint use with the FDM. Results demonstrate that high resolution in all dimensions can be achieved using a relatively short experimental time period (19 h), even though the spectrum is highly congested in the direct and all three indirect dimensions. The combined use of isotags, constant-time pulse sequences, and FDM permits rapid isolation of sugar ring proton spin systems in multiple dimensions and enables all endocyclic J-couplings to be simply measured, the key goal to assigning sugar stercochemistry and anomeric configuration. A general method for rapid, unambiguous elucidation of spin systems in oligosaccharides has been a long-sought goal of carbohydrate NMR, and isotags combined with the FDM now enable this to be easily performed. Additional general advantages of the FDM program for generating high-resolution 2D slices in any dimension from a 4D spectrum are emphasized. (C) 2004 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jmr.2004.11.027