4-O-beta-D-甘露糖基-D-吡喃葡萄糖苷 | 29276-55-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-O-beta-D-甘露糖基-D-吡喃葡萄糖苷
• 中文别名: 4-辛基苯甲酰氨基丙基-二甲基氨基磺基甜菜碱
• 英文名称: 4-O-β-D-mannopyranosyl-D-glucopyranose
• 英文别名: 4-O-β-D-mannopyranosyl-D-glucose；4-O-β-D-mannosyl-D-glucose；4-O-beta-D-mannopyranosyl-D-glucopyranose；(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
• CAS: 29276-55-9
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: GUBGYTABKSRVRQ-OKIQBEFVSA-N

物化性质

• 熔点：
  198-200°C
• 沸点：
  667.9±55.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于水

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  4-O-beta-D-甘露糖基-D-吡喃葡萄糖苷 、 碘甲烷 在 dimsyl lithium 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Chemical properties and antiulcerogenic activity of a galactomannoglucan from Syagrus oleracea

  摘要：

  A galactomannoglucan (GMG) with an estimated weight-average molar mass of 415,000 g/mol was obtained from an aqueous extract of the mesocarp of fruits of Syagrus oleracea (Mart.) Becc. by fraction-ation by Sephacryl S-300 HR and Sephadex G-25. Chemical and spectroscopic studies indicated that GMG has a chain of (1 -> 4)-linked beta-D-rnannopyranosyl residues attached to an initial chain of (1 -> 3)-linked beta-D-galactopyranosyl residues and a terminal chain of (1 -> 4)-linked alpha-D-glucopyranosyl residues which comprised galactose, mannose and glucose in the molar ratio of 30:33:37. Results of the present study indicated that the polysaccharide GMG of S. oleracea significantly inhibited gastric lesions induced by ethanol, showing a gastroprotective property. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2010.05.066
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 反应 2.0h， 生成 4-O-β-D-glucopyranosyl-D-mannose 、 O-β-D-mannopyranosyl-(1->4)-D-mannopyranose 、 纤维素二糖 、 4-O-beta-D-甘露糖基-D-吡喃葡萄糖苷
  参考文献：
  名称：

  Polysaccharides ofEremurus. XV. Structure of the glucomannan ofEremurus lactiflorus

  摘要：

  DOI：

  10.1007/bf00579414

文献信息

• Hydrolysis of konjac glucomannan by Trichoderma reesei mannanase and endoglucanases Cel7B and Cel5A for the production of glucomannooligosaccharides
  作者：Atte Mikkelson、Hannu Maaheimo、Terhi K. Hakala

  DOI：10.1016/j.carres.2013.02.012

  日期：2013.5

  In this paper we describe the enzymatic hydrolysis of konjac glucomannan for the production of glucomannooligosaccharides using purified Trichoderma reesei mannanase, endoglucanases EGI (Tr Cel7b) and EGII (Tr Cel5a). Hydrolysis with each of the three enzymes produced a different pattern of oligosaccharides. Mannanase was the most selective of the three enzymes in the hydrolysis of konjac mannan and over 99% of the formed oligosaccharides had mannose as their reducing end pyranosyl unit. Tr Cel5A hydrolysate shared similarities with mannanase and Tr Cel7B hydrolysates and the enzyme had the lowest substrate specificity of the studied enzymes. The hydrolysate of Tr Cel7B contained a series of oligosaccharides with non-reducing end mannose (M) and reducing end glucose (G) (MG, MMG, MMMG, and MMMMG). These oligosaccharides were isolated from the hydrolysate by size exclusion chromatography in relatively high purity (86-95%) and total yield (23% of substrate). The isolated oligosaccharides were characterized using acid hydrolysis and HPAEC-PAD (carbohydrate composition), HPLC-RI and HPAEC-MS (to determine the DP of purified oligosaccharides), enzymatic hydrolysis (determination of non-reducing end carbohydrate) and NMR (both 1D and 2D, to verify structure and purity of purified compounds). Hydrolysis of konjac mannan with a specific enzyme, such as T. reesei Cel7B or mannanase, followed by fractionation with SEC offers the possibility to produce glucomannooligosaccharides with defined structure. The isolated oligosaccharides can be utilised as analytical standards, for determination of bioactivity of oligosaccharides with defined structure or as substrates for defining substrate specificity of novel carbohydrate hydrolyzing enzymes. (C) 2013 Elsevier Ltd. All rights reserved.
• New microbial mannan catabolic pathway that involves a novel mannosylglucose phosphorylase
  作者：Takeshi Senoura、Shigeaki Ito、Hidenori Taguchi、Mariko Higa、Shigeki Hamada、Hirokazu Matsui、Tadahiro Ozawa、Shigeki Jin、Jun Watanabe、Jun Wasaki、Susumu Ito

  DOI：10.1016/j.bbrc.2011.04.095

  日期：2011.5

  The consecutive genes BF0771-BF0774 in the genome of Bacteroides fragilis NCTC 9343 were found to constitute an operon. The functional analysis of BF0772 showed that the gene encoded a novel enzyme, mannosylglucose phosphorylase that catalyzes the reaction, 4-O-beta-D-mannopyranosyl-D-glucose + Pi -> mannose-1-phosphate + glucose. Here we propose a new mannan catabolic pathway in the anaerobe, which involves 1,4-beta-mannanase (BF0771), a mannobiose and/or sugar transporter (BF0773), mannobiose 2-epimerase (BF0774), and mannosylglucose phosphorylase (BF0772), finally progressing to glycolysis. This pathway is distributed in microbes such as Bacteroides, Parabacteroides, Flavobacterium, and (C) 2011 Elsevier Inc. All rights reserved.