phenyl β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside | 62499-26-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside
• 英文别名: β-D-phenyl cellobioside；phenyl-β-cellobioside；Phenyl-β-cellobiosid；(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-phenoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 62499-26-7
• 化学式: C₁₈H₂₆O₁₁
• 分子量: 418.398
• InChiKey: TYALKKBMRDZWLW-KFRZSCGFSA-N

物化性质

• 熔点：
  211-213 °C
• 沸点：
  714.6±60.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.31
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  178.53
• 氢给体数：
  7.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  phenyl β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside 在 氢氧化钾 作用下， 生成 2,3-Di-O-acetyl-1,6-anhydro-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranose
  参考文献：
  名称：

  The Alkaline Degradation of Phenyl-β-lactoside, Phenyl-β-cellobioside and Phenyl-D-gluco-β-D-gulo-heptoside

  摘要：

  DOI：

  10.1021/ja01250a018
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 甲醇 、 sodium methylate 作用下， 生成 phenyl β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside
  参考文献：
  名称：

  Stanek; Kocourek, Chemicke Listy, 1953, vol. 47, p. 697,701

  摘要：

  DOI：

文献信息

• The Building Blocks of Cellulose: The Intrinsic Conformational Structures of Cellobiose, Its Epimer, Lactose, and Their Singly Hydrated Complexes
  作者：Emilio J. Cocinero、David P. Gamblin、Benjamin G. Davis、John P. Simons

  DOI：10.1021/ja903322w

  日期：2009.8.12

  inter-ring hydrogen bonding. In the cellulose disaccharide, however, where the OH-4'(Glc) group is equatorial, the cooperativity is reduced and the corresponding inter-ring hydrogen bonding is relatively weak. The cis conformational preference is still retained in their singly hydrated complexes. In the cellulose disaccharide insertion of the water molecule at the favored binding site between OH-4' and

  在分子束条件下进行的振动光谱和量子化学计算相结合，已经建立了纤维素二糖的固有三维结构，并专注于生长的纤维素聚合物非还原端的关键 β1,4-键，其 C- 4'差向异构体。留给他们自己的设备，他们都采用顺式（反phi/syn-psi）糖苷构型，在差向异构体中通过强的、协作的环间氢键支持。然而，在纤维素二糖中，OH-4'(Glc)基团为赤道，协同性降低，相应的环间氢键相对较弱。顺式构象偏好仍然保留在它们的单水合复合物中。在 OH-4' 和相邻羟基 OH-6' 之间的有利结合位点处的纤维素二糖插入水分子促进结构重组以创建与其未水合差向异构体平行的构型并大大加强环间氢键。在 C-4' 差向异构体中，OH-4' 的轴向取向阻止了这个结合位点，结合的水分子只是简单地添加到 (OH-O)(n) 链的末端，这对（已经很强的）环间粘合。这些结果的影响就天然纤维素聚合物的结构和不溶性进行了讨论。促进结构重组以创
• Glycosynthases:  Mutant Glycosidases for Oligosaccharide Synthesis
  作者：Lloyd F. Mackenzie、Qingping Wang、R. Antony J. Warren、Stephen G. Withers

  DOI：10.1021/ja980833d

  日期：1998.6.1
• Optimized synthesis of specific sizes of maltodextrin glycosides by the coupling reactions of Bacillus macerans cyclomaltodextrin glucanyltransferase
  作者：Seung-Heon Yoon、John F. Robyt

  DOI：10.1016/j.carres.2005.11.014

  日期：2006.2

  Bacillus macerans cyclomaltodextrin glucanyltransferase (CGTase, EC 2.4.1.19), in reaction with cyclomaltohexaose and methyl alpha-D-glucopyranoside, methyl beta-D-glucopyranoside, phenyl alpha-D-glucopyranoside, and phenyl beta-D-glucopyranoside gave four kinds of maltodextrin glycosides. The reactions were optimized by using different ratios of the individual D-glucopyranosides to cyclomaltohexaose, from 0.5 to 5.0, to obtain the maximum molar percent yields of products, which were from 68.3% to 78.6%, depending on the particular D-glucopyranoside, and also to obtain different maltodextrin chain lengths. The lower ratios of 0.5-1.0 gave a wide range of sizes from d.p. 2-17 and higher. As the molar ratio was increased from 1.0 to 3.0, the larger sizes, d.p. 9-17, decreased, and the small and intermediate sizes, d.p. 2-8, increased; as the molar ratios were increased further from 3.0 to 5.0, the large sizes completely disappeared, the intermediate sizes, d.p. 4-8, decreased, and the small sizes, d.p. 2 and 3 became predominant. A comparison is made with the synthesis of maltodextrins by the reaction of CGTase with different molar ratios Of D-glucose to cyclomaltohexaose. (c) 2005 Elsevier Ltd. All rights reserved.
• RADLEIN D. ST. A. G.; GRINSHPUN A.; PISKORZ J.; SCOTT D. S., J. ANAL. AND APPL. PYROL., 12,(1987) N 1, 39-49
  作者：RADLEIN D. ST. A. G.、 GRINSHPUN A.、 PISKORZ J.、 SCOTT D. S.

  DOI：——

  日期：——