α-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->4)]-D-glucopyranose | 19774-14-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->4)]-D-glucopyranose
• 英文别名: 2α,4β-Diglucosyl-glucose；Glc(a1-2)[Glc(b1-4)]Glc；(2S,3R,4S,5S,6R)-2-[(2R,3S,4S,5R)-4,6-dihydroxy-2-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 19774-14-2；25193-54-8；29581-60-0；101627-16-1；102129-54-4
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: GRDHQWBQPQWUOG-POMCEZQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.3
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  269
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  纤维素二糖 、 蔗糖 在 B-512F dextransucrase 、 sodium acetate 、 calcium chloride 作用下， 以 水 为溶剂， 以11%的产率得到α-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->4)]-D-glucopyranose
  参考文献：
  名称：

  Novel oligosaccharides synthesized from sucrose donor and cellobiose acceptor by alternansucrase

  摘要：

  Cellobiose was tested as acceptor in the reaction catalyzed by alternansucrase (EC 2.4.1.140) from Leuconostoc mesenteroides NRRL B-23192. The oligosaccharides synthesized were compared to those obtained with dextransucrase from L. mesenteroides NRRL B-512F. With alternansucrase and dextransucrase, overall oligosaccharide synthesis yield reached 30 and 14%, respectively, showing that alternansucrase is more efficient than dextransucrase for cellobiose glucosylation. Interestingly, alternansucrase produced a series of oligosaccharides from cellobiose. Their structure was determined by mass spectrometry and (C-13-H-1) NMR spectroscopy. Two trisaccharides are first produced: alpha -D-glucopyranosyl-(1 --> 2)-[beta -D-glucopyranosyl-(1 --> 4)]-D-glucopyranose (compound A) and alpha -D-glucopyranosyl-(1 --> 6)-beta -D-glucopyranosyl-(1 --> 4)-D-glucopyranose (compound B). Then, compound B can in turn be glucosylated leading to the synthesis of a tetrasaccharide with an additional alpha-(1 --> 6) linkage at the non-reducing end (compound D). The presence of the alpha-(1 --> 3) linkage occurred only in the pentasaccharides (compounds C-1 and C-2) formed from tetrasaccharide D. Compounds B, C-1, C-2 and D were never described before. They were produced efficiently only by alternansucrase. Their presence emphasizes the difference existing in the acceptor reaction selectivity of the various glucansucrases. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(01)00038-6

文献信息

• Novel oligosaccharides synthesized from sucrose donor and cellobiose acceptor by alternansucrase
  作者：Martha A Argüello Morales、Magali Remaud-Simeon、René-Marc Willemot、Michel R Vignon、Pierre Monsan

  DOI：10.1016/s0008-6215(01)00038-6

  日期：2001.4

  Cellobiose was tested as acceptor in the reaction catalyzed by alternansucrase (EC 2.4.1.140) from Leuconostoc mesenteroides NRRL B-23192. The oligosaccharides synthesized were compared to those obtained with dextransucrase from L. mesenteroides NRRL B-512F. With alternansucrase and dextransucrase, overall oligosaccharide synthesis yield reached 30 and 14%, respectively, showing that alternansucrase is more efficient than dextransucrase for cellobiose glucosylation. Interestingly, alternansucrase produced a series of oligosaccharides from cellobiose. Their structure was determined by mass spectrometry and (C-13-H-1) NMR spectroscopy. Two trisaccharides are first produced: alpha -D-glucopyranosyl-(1 --> 2)-[beta -D-glucopyranosyl-(1 --> 4)]-D-glucopyranose (compound A) and alpha -D-glucopyranosyl-(1 --> 6)-beta -D-glucopyranosyl-(1 --> 4)-D-glucopyranose (compound B). Then, compound B can in turn be glucosylated leading to the synthesis of a tetrasaccharide with an additional alpha-(1 --> 6) linkage at the non-reducing end (compound D). The presence of the alpha-(1 --> 3) linkage occurred only in the pentasaccharides (compounds C-1 and C-2) formed from tetrasaccharide D. Compounds B, C-1, C-2 and D were never described before. They were produced efficiently only by alternansucrase. Their presence emphasizes the difference existing in the acceptor reaction selectivity of the various glucansucrases. (C) 2001 Elsevier Science Ltd. All rights reserved.