3-O-(α-D-glucopyranosyluronic acid)-D-mannose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-O-(α-D-glucopyranosyluronic acid)-D-mannose
• 英文别名: GlcA(a1-3)Man；(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(3S,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-2-carboxylic acid
• 化学式: C₁₂H₂₀O₁₂
• 分子量: 356.284
• InChiKey: GGFHJVYVXSKMOX-XOWOUQCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  207
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3-O-(α-D-glucopyranosyluronic acid)-D-mannose 在 lithium aluminium tetrahydride 作用下， 生成
  参考文献：
  名称：

  Structural investigation of Klebsiella serotype K46 poly-saccharide

  摘要：

  The structure of the capsular polysaccharide from Klebsiella type K46 has been investigated by using the techniques of methylation analysis, periodate oxidation, and partial hydrolysis. The anomeric linkages were determined by 1H- and 13C-n.m.r. spectroscopy of the polysaccharide and of derived poly- and oligo-saccharides obtained through degradative procedures. 1H-N.m.r. spectroscopy of the polysaccharide in D2O showed clearly a ratio of one (1-carboxyethylidene) group (CH3, delta 1.47) to six anomeric protons (delta 4.62--5.29). The polysaccharide was shown to consist of the following hexasaccharide repeating unit, which is unique in this series in having a (1-carboxyethylidene) acetal group on a lateral, but nonterminal, sugar residue. (Formula: see text).

  DOI：

  10.1016/s0008-6215(00)85903-0
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 三氟乙酸 作用下， 以 水 为溶剂， 生成 3-O-(α-D-glucopyranosyluronic acid)-D-mannose
  参考文献：
  名称：

  Structural investigation of Klebsiella serotype K46 poly-saccharide

  摘要：

  The structure of the capsular polysaccharide from Klebsiella type K46 has been investigated by using the techniques of methylation analysis, periodate oxidation, and partial hydrolysis. The anomeric linkages were determined by 1H- and 13C-n.m.r. spectroscopy of the polysaccharide and of derived poly- and oligo-saccharides obtained through degradative procedures. 1H-N.m.r. spectroscopy of the polysaccharide in D2O showed clearly a ratio of one (1-carboxyethylidene) group (CH3, delta 1.47) to six anomeric protons (delta 4.62--5.29). The polysaccharide was shown to consist of the following hexasaccharide repeating unit, which is unique in this series in having a (1-carboxyethylidene) acetal group on a lateral, but nonterminal, sugar residue. (Formula: see text).

  DOI：

  10.1016/s0008-6215(00)85903-0

文献信息

• Structure of the capsular polysaccharide of klebsiella serotype k74
  作者：Guy G.S. Dutton、Marcel Paulin

  DOI：10.1016/s0008-6215(00)85196-4

  日期：1980.12

  The capsular polysaccharide of Klebsiella serotype K74 belongs to a chemogroup consisting of seven strains, of which four contain 1-carboxyethylidene groups (pyruvic acid acetals). The polysaccharide from K74 is demonstrated to be of the "3 + 2" type, and to be based on the repeating unit shown (Formula, see text). The capsular polysaccharide from Klebsiella K74 is composed of D-glucuronic acid, D-galactose

  血清型K74克雷伯氏菌的荚膜多糖属于化学基团，由七个菌株组成，其中四个菌株含有1-羧乙叉基（丙酮酸缩醛）。已证实来自K74的多糖为“ 3 + 2”型，并且基于所示的重复单元（式，见正文）。来自克雷伯氏菌K74的荚膜多糖由D-葡萄糖醛酸，D-半乳糖和D-甘露糖组成，该化学型包括总共七个菌株，其中四个具有1-羧乙叉基（丙酮酸缩醛）。在该化学组中，已经公开了血清型K20（参考文献3）和K21（参考文献4）的荚膜多糖的结构。
• Structural investigation of Klebsiella K-type 4 capsular polysaccharide
  作者：Edwin H. Merrifield、Alistair M. Stephen

  DOI：10.1016/s0008-6215(00)84701-1

  日期：1981.10

  Klebsiella K4 contains the tetrasaccharide repeating-sequence leads to 3)-alpha-D-Glcp-(1 leads to 2)-alpha-D-Glcp A-(1 leads to 3)-alpha-D-Manp-(1 leads to 3)-beta-D-Glcp-(1 leads to. P.m.r. spectroscopy and the measurement of optical rotation were used to establish the anomeric linkages in the polysaccharide and in the oligosaccharides derived by partial hydrolysis. The repeating unit also contains one 0-acetyl

  克雷伯氏菌K4的荚膜多糖含有四糖重复序列，导致3）-α-D-Glcp-（1导致2）-α-D-GlcpA-（1导致3）-α-D-Manp- （1导致3）-β-D-Glcp-（1导致。Pmr光谱学和旋光度测量被用来建立多糖和部分水解衍生的寡糖中的异头键。重复单元还包含一个0-乙酰基。
• Structure of the capsular polysaccharide of Klebsiella serotype K50
  作者：Eleonora Altman、Guy G.S. Dutton

  DOI：10.1016/0008-6215(83)88046-x

  日期：1983.7