Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)b-GlcNAc | 1152421-50-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)b-GlcNAc
• 英文别名: N-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-acetamido-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-[(2S,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]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS: 1152421-50-5
• 化学式: C₄₂H₇₁N₃O₃₁
• 分子量: 1114.03
• InChiKey: CQBMSGIAZAXMHT-CJOSXOLWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -13.3
• 重原子数：
  76
• 可旋转键数：
  19
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  533
• 氢给体数：
  20
• 氢受体数：
  31

反应信息

• 作为产物：
  描述：

  2-methyl-4,5-dihydro-[4-O-(β-D-glucopyranosyl)-1,2-dideoxy-α-D-glucopyranoso][2,1-d]-1,3-oxazole 、 Fmoc-Asn(GlcNAc)-OH 在 endo-β-N-acetylglucosaminidase 作用下， 以 phosphate buffer 为溶剂， 反应 48.0h， 生成 Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)b-GlcNAc 、 、 Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)b-GlcNAc 、 、 Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)GlcNAc(b1-4)Glc(b1-4)b-GlcNAc 、
  参考文献：
  名称：

  Endo-β-N-acetylglucosaminidase-catalyzed polymerization of β-Glcp-(1→4)-GlcpNAc oxazoline: a revisit to enzymatic transglycosylation

  摘要：

  An alternative synthesis of beta-Glcp-(1 -> 4)-GlcpNAc oxazoline is described, and its enzymatic reaction with the endo-beta-N-acetylglucosaminidase from Arthrobacter protophormiae (Endo-A) was re-investigated. Under normal transglycosylation conditions with a catalytic amount of enzyme, Enclo-A showed only marginal activity for transglycosylation with the disaccharide oxazoline, consistent with our previous observations. However, when used in a relatively large quantity, Endo-A could promote the transglycosylation of the disaccharide oxazoline to a GlcpNAc-Asn acceptor. In addition to the initial transglycosylation product, a series of large oligosaccharides were also formed due to the tandem transglycosylation to the terminal glucose residues in the intermediate products. In the absence of an external acceptor, Enclo-A could polymerize the disaccharide oxazoline to form oligo- and polysaccharides having the -4-beta-(Glcp-(1 -> 4)-beta-GlcpNAc)-1-repeating units. This is the first example of an endo-beta-N-acetylglucosaminidase-promoted polymerization of activated oligosaccharide substrates. This enzymatic polymerization may find useful applications for the synthesis of novel artificial polysaccharides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.01.016