O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-1,2,3,6-tetra-O-acetyl-α-D-glucopyranose | 31873-40-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-1,2,3,6-tetra-O-acetyl-α-D-glucopyranose
• 英文别名: O-(tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-(tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-tetra-O-acetyl-α-D-glucopyranose；peracetylated 3-O-β-cellobiosyl-α-D-glucose；α-cellotriose hendecaacetate；α-cellotriose undecaacetate；Undeca-O-acetyl-α-lin-[1β]4]tri-D-glucopyranose；α-Cellotriosehendecaacetat；1,2,3,6-tetra-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-beta-D-glucopyranosyl]-alpha-D-glucopyranose；[(2R,3R,4S,5R,6S)-4,5-diacetyloxy-3-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2R,3R,4S,5R,6R)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate
• CAS: 31873-40-2
• 化学式: C₄₀H₅₄O₂₇
• 分子量: 966.853
• InChiKey: NNLVGZFZQQXQNW-JNSNQJLRSA-N

物化性质

• 沸点：
  864.5±65.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  67
• 可旋转键数：
  29
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  335
• 氢给体数：
  0
• 氢受体数：
  27

反应信息

• 作为反应物：
  描述：

  O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-1,2,3,6-tetra-O-acetyl-α-D-glucopyranose 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 deca-O-acetyl-α-cellotriosyl bromide
  参考文献：
  名称：

  作为（1-> 3），（1-> 4）-β-D-葡聚糖4-葡聚糖水解酶的特定发色底物的4-甲基伞形基-β-D-葡聚糖寡糖的合成

  摘要：

  DOI：

  10.1016/0008-6215(95)00102-y
• 作为产物：
  描述：

  methyl 2,3-di-O-benzoyl-α-D-glucopyranoside 在 4 A molecular sieve 、 硫酸 、 sodium methylate 、 silver trifluoromethanesulfonate 、 三乙胺 作用下， 以 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 7.0h， 生成 O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-1,2,3,6-tetra-O-acetyl-α-D-glucopyranose
  参考文献：
  名称：

  The Synthesis of Active-Site Directed Inhibitors of Some β-Glucan Hydrolases

  摘要：

  制备出了 D-葡萄糖、纤维生物糖和片状生物糖的 2,3-环氧丙基、3,4-环氧丁基和 4,5-环氧戊基 β-糖苷。此外，还合成了纤维三糖、片状三糖和另外两种三糖的 4,5-环氧戊基 β-糖苷。此外，还制备了 3,4-环氧丁基 β-纤维二糖苷，并在纤维二糖残基中添加了 14C 标记。

  DOI：

  10.1071/ch9900665

文献信息

• Reagents And Methods For The Formation Of Disulfide Bonds And The Glycosylation Of Proteins
  申请人：Davis Guy Benjamin

  公开号：US20070213506A1

  公开（公告）日：2007-09-13

  Methods and reagents for the formation of disulfide bonds, particularly in proteins, peptides and amino acids. The methods and reagents are particularly useful for the controlled glycosylation of proteins, peptides and amino acids. The methods utilise thiosulfonate or selenenylsulfide compounds as reagents or intermediates. Some proteins and peptides comprising selenenyl-sulfide groups also form part of the invention.

  本发明涉及在蛋白质、肽和氨基酸中形成二硫键的方法和试剂，特别是用于蛋白质、肽和氨基酸的可控糖基化。所述方法利用硫代磺酸盐或硒酰硫酸盐化合物作为试剂或中间体。一些含有硒酰硫酸盐基团的蛋白质和肽也是本发明的一部分。
• Carbohydrate-binding module assisting glycosynthase-catalysed polymerizations
  作者：Victoria Codera、Harry J. Gilbert、Magda Faijes、Antoni Planas

  DOI：10.1042/bj20150420

  日期：2015.8.15

  Carbohydrate-binding modules (CBMs) are found within multi-modular polysaccharide degrading enzymes [glycoside hydrolases (GHs)]. CBMs play a critical role in the recognition of plant cell-wall polysaccharides and enhance the hydrolase activity of their cognate catalytic domains by increasing enzyme substrate proximity. Mimicking their role in Nature, we, in the present study, propose that CBMs may assist in vitro glycosynthase-catalysed polymerization reactions to produce artificial polysaccharides. Glycosynthases are GHs that have been engineered to catalyse glycoside bond formation for the synthesis of oligosaccharides, glycoconjugates and glycans. The degree of polymerization (DP) of the glycans generated is limited by the solubility of the polymeric product. In the present study, we have targeted the synthesis of artificial 1,3-1,4-β-glucans with a regular sequence using the glycosynthase E134S derived from a Bacillus licheniformis lichenase. We show that the addition of CBM11, which binds mixed-linked β-glucans, either as an isolated protein or fused to the glycosynthase E134S, has an effect on the DP of the polysaccharide products that is dependent on the rate of polymerization. The mechanism by which CBM influences the DP of the synthesized glycans is discussed.

  碳水化合物结合模块（CBMs）存在于多模块多糖降解酶[糖苷水解酶（GHs）]中。CBMs 在识别植物细胞壁多糖方面发挥着关键作用，并通过增加酶底物的接近性来增强其同源催化结构域的水解酶活性。模仿它们在自然界中的作用，我们在本研究中提出，CBMs 可能有助于体外糖合成酶催化的聚合反应，从而产生人工多糖。糖合成酶是一种 GHs，可以催化糖苷键的形成，从而合成低聚糖、糖共轭物和聚糖。生成的聚糖的聚合度（DP）受到聚合产物溶解度的限制。在本研究中，我们利用从地衣芽孢杆菌地衣酶中提取的糖合成酶 E134S，有针对性地合成了具有规则序列的人工 1,3-1,4-β-葡聚糖。我们的研究表明，无论是作为一个独立的蛋白质，还是与糖合成酶 E134S 融合，加入能与混合连接的 β-葡聚糖结合的 CBM11，都会对多糖产物的 DP 产生影响，而这种影响取决于聚合速率。本文讨论了 CBM 影响合成聚糖 DP 的机制。
• Synthesis of α- and β-cellotriose hendecaacetates and of several 6,6′,6″-tri-substituted derivatives of methyl β-cellotrioside
  作者：Ken'ichi Takeo、Tetsushi Yasato、Takashi Kuge

  DOI：10.1016/s0008-6215(00)80761-2

  日期：1981.6
• Studies of the series of cellooligosaccharide peracetates as a model for cellulose triacetate by 13C CP/MAS NMR spectroscopy and X-ray analyses
  作者：Hiroyuki Kono、Yukari Numata、Nobuhiro Nagai、Tomoki Erata、Mitsuo Takai

  DOI：10.1016/s0008-6215(99)00218-9

  日期：1999.12

  The series of crystalline oligomers from alpha-cellobiose octaacetate through alpha-cellohexaose eicosaacetate, listed as below, was prepared from homogeneous acetylation of the corresponding cellooligosaccharides and characterized by C-13 CP/MAS NMR spectroscopy and X-ray analysis in order to obtain the structural models of cellulose triacetate (CTA) in solid state. Progressing toward the hexamer, the NMR spectral feature of the oligomers, in comparison with two allomorphs of CTA I and CTA II, gradually approached that of CTA I. Specifically, chemical shifts of both the hexamer and the pentamer were in considerable respective agreement with those of CTA I. In addition, X-ray diffraction patterns of the oligomers established that the crystalline pentamer and hexamer have a CTA I lattice in spite of recrystallization from ethylacetate-hexane. We therefore concluded that the pentamer and hexamer would be useful models for the CTA I structure. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Zechmeister; Toth, Chemische Berichte, 1931, vol. 64, p. 854,869
  作者：Zechmeister、Toth

  DOI：——

  日期：——