31-Β-D-纤维二糖-葡萄糖 | 32581-36-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 31-Β-D-纤维二糖-葡萄糖
• 英文名称: 3-O-β-cellobiosyl-D-glucose
• 英文别名: O³-(O⁴-β-D-Glucopyranosyl-β-D-glucopyranosyl)-D-glucose；3-O-I(2)-Cellobiosyl-D-glucose；(2R,3S,4R,5R)-3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,4,5,6-tetrahydroxyhexanal
• CAS: 32581-36-5
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: FUDJYMOUSAYSQT-KOCZMAFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.2
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  277
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  31-Β-D-纤维二糖-葡萄糖 、 乙酸酐 在 sodium acetate 作用下， 生成 (2,3,4,6-tetra-O-acetyl-β-D-glucoyranosyl)-(1-4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1-3)-1,2,4,6-tetra-O-acetyl-D-glucopyranose
  参考文献：
  名称：

  Unfermentable Sugars in Barley Mash fermented by the Amylo Process

  摘要：

  在早先关于用阿米洛工艺从淀粉原料中生产酒精的通信1 中，证明了大麦的耗糖量大大低于其他原料的耗糖量，即使是去掉麸皮的大麦粒，耗糖量也不超过 85%。这是因为存在大量的不发酵糖。我们现在要报告的是大麦发酵醪中残留的未发酵糖的成分，包括从这种醪中分离出的层压木糖和一种δ-连接葡糖基三糖。

  DOI：

  10.1038/1831055b0

文献信息

• Unfermentable Sugars in Barley Mash fermented by the Amylo Process
  作者：HIDEO ONO、MICHIO DAZAI

  DOI：10.1038/1831055b0

  日期：1959.4

  IN an earlier communication1 concerning the production of alcohol from starchy materials by the amylo process, it was demonstrated that sugar consumption with barley fell considerably below that of the other raw materials by failing to exceed 85 per cent even with barley grains from which the bran had been removed. This was attributed to the presence of a considerable amount of unfermentable sugars. We now wish to report on the composition of residual unfermentable sugars in the fermented mash of barley, including the isolation of laminaribiose and of a β-linked glucosyl trisaccharide from this mash.

  在早先关于用阿米洛工艺从淀粉原料中生产酒精的通信1 中，证明了大麦的耗糖量大大低于其他原料的耗糖量，即使是去掉麸皮的大麦粒，耗糖量也不超过 85%。这是因为存在大量的不发酵糖。我们现在要报告的是大麦发酵醪中残留的未发酵糖的成分，包括从这种醪中分离出的层压木糖和一种δ-连接葡糖基三糖。
• SELECTIVE ENZYMOLYSIS OF POLY-β-<scp>D</scp>-GLUCANS, AND THE STRUCTURE OF THE POLYMERS
  作者：F. W. Parrish、A. S. Perlin、E. T. Reese

  DOI：10.1139/v60-284

  日期：1960.11.1

  The soluble poly-β-D-glucan from oats has been subjected to degradation by two different types of enzymes. "Cellulase" converts the polysaccharide to a trisaccharide, 4-O-β-D-lamina-ribiosyl-D-glucose, and two tetrasaccharides, 3′-O-β-D-cellobiosyl-D-cellobiose and 4′-O-β-D-laminaribiosyl-D-cellobiose. Degradation by the second enzyme, "laminarinase", produces a trisaccharide, 3-O-β-D-cellobiosyl-D-glucose, and a tetrasaccharide, 3-O-β-D-cellotriosyl-D-glucose. These products, which account for 75-85% of the polymer in each experiment, have been characterized by chemical methods. The data show that the glucan is composed almost entirely of two types of structural sequences: one is a tetrameric unit in which a single β-(1 → 3) linkage alternates with two β-(1 → 4) linkages, and the other, a pentameric unit in which a single β-(1 → 3) linkage alternates with three consecutive β-(1 → 4) linkages.The soluble poly-β-D-glucan from barley has been shown by enzymolysis with the "cellulase" to be closely related in detailed structure to the oat polymer.Steric aspects of the enzymic degradations are discussed.

  燕麦中可溶性聚β-D-葡聚糖经过两种不同类型的酶降解。 "纤维素酶"将多糖转化为三糖，即4-O-β-D-拉曼核糖基-D-葡萄糖，以及两个四糖，即3'-O-β-D-纤维二糖基-D-纤维二糖和4'-O-β-D-拉曼核糖基-D-纤维二糖。第二种酶"Laminarinase"的降解产物是三糖，即3-O-β-D-纤维三糖基-D-葡萄糖，和四糖，即3-O-β-D-纤维三糖基-D-葡萄糖。这些产物在每个实验中占聚合物的75-85％，并通过化学方法进行了表征。数据表明，聚糖几乎完全由两种结构序列组成：一种是四聚体单元，其中单个β-(1 → 3)键交替出现两个β-(1 → 4)键，另一种是五聚体单元，其中单个β-(1 → 3)键交替出现三个连续的β-(1 → 4)键。通过"纤维素酶"对大麦中可溶性聚β-D-葡聚糖的酶解显示其与燕麦聚合物在详细结构上密切相关。讨论了酶降解的立体方面。
• Ono; Dazai, Nippon Nogeikagaku Kaishi, 1959, vol. 33, p. 645,646
  作者：Ono、Dazai

  DOI：——

  日期：——
• Peat et al., Journal of the Chemical Society, 1957, p. 3916,3920, 3922
  作者：Peat et al.

  DOI：——

  日期：——
• Moscatelli et al., Journal of Biological Chemistry, 1961, vol. 236, p. 2858,2860
  作者：Moscatelli et al.

  DOI：——

  日期：——