α-D-fructofuranosyl-(2->6)-D-glucopyranose | 29585-40-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-fructofuranosyl-(2->6)-D-glucopyranose
• 英文别名: 6-O-(α-D-Fructofuranosyl)-D-glucose；Fruf(a2-6)Glc；(3R,4S,5S,6R)-6-[[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
• CAS: 29585-40-8；146276-11-1
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: VQVUTGNNCTVJST-OQGCBQLYSA-N

物化性质

• 沸点：
  684.1±55.0 °C(Predicted)
• 密度：
  1.77±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.4
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  189.53
• 氢给体数：
  8.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  α-D-fructofuranosyl-(2->6)-D-glucopyranose 在 水 、 草酸 作用下， 反应 0.25h， 生成 果糖 、 葡萄糖
  参考文献：
  名称：

  Isolation and structural confirmation of the oligosaccharides containing α-d-fructofuranoside linkages isolated from fermented beverage of plant extracts

  摘要：

  Fermented beverage of plant extracts was prepared from the extracts of approximately 50 types of vegetables and fruits. Natural fermentation was carried out mainly by lactic acid bacteria (Leuconostoc spp.) and yeast (Zygosaccharomyces spp. and Pichia spp.). Two oligosaccharides containing an alpha-fructofuranoside linkage were detected in this beverage and isolated using carbon-Celite column chromatography and preparative HPLC. The structural confirmation of the saccharides was determined by methylation analysis. MALDI-TOF-MS, and NMR measurements. These saccharides were identified as alpha-D-fructofuranosyl-(2 -> 6)-D-glucopyranose, which was isolated from a natural source for the first time, and a novel saccharide beta-D-fructopyranosyl-(2-6)-alpha-D-fructofuranosyl-(2 <-> 1)-alpha-D-glucopyranoside. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.09.002
• 作为产物：
  描述：

  蔗糖 在 柠檬酸 作用下， 100.0 ℃ 、13.33 Pa 条件下， 生成 α-D-fructofuranosyl-(2->6)-D-glucopyranose 、 α-D-fructofuranosyl-(2→1)-β-D-fructofuranosyl-(2→1)-α-D-glucopyranoside 、 蔗果三糖 、 6-kestose
  参考文献：
  名称：

  蔗糖热解形成三糖（酮糖）

  摘要：

  含有柠檬酸作为催化剂的无定形蔗糖在100度进行热解，生成果糖呋喃糖基阳离子和D-葡萄糖。阳离子与未改变的蔗糖反应形成所有三种已知的蔗糖，以及它们的α-果糖呋喃糖基异构体。后者中的两个抗转化酶水解。还形成了新的果糖基葡萄糖二糖。

  DOI：

  10.1016/0008-6215(91)89045-h

文献信息

• US5206355A
  申请人：——

  公开号：US5206355A

  公开（公告）日：1993-04-27
• Isolation and structural confirmation of the oligosaccharides containing α-d-fructofuranoside linkages isolated from fermented beverage of plant extracts
  作者：Hideki Okada、Eri Fukushi、Akira Yamamori、Naoki Kawazoe、Shuichi Onodera、Jun Kawabata、Norio Shiomi

  DOI：10.1016/j.carres.2011.09.002

  日期：2011.11

  Fermented beverage of plant extracts was prepared from the extracts of approximately 50 types of vegetables and fruits. Natural fermentation was carried out mainly by lactic acid bacteria (Leuconostoc spp.) and yeast (Zygosaccharomyces spp. and Pichia spp.). Two oligosaccharides containing an alpha-fructofuranoside linkage were detected in this beverage and isolated using carbon-Celite column chromatography and preparative HPLC. The structural confirmation of the saccharides was determined by methylation analysis. MALDI-TOF-MS, and NMR measurements. These saccharides were identified as alpha-D-fructofuranosyl-(2 -> 6)-D-glucopyranose, which was isolated from a natural source for the first time, and a novel saccharide beta-D-fructopyranosyl-(2-6)-alpha-D-fructofuranosyl-(2 <-> 1)-alpha-D-glucopyranoside. (C) 2011 Elsevier Ltd. All rights reserved.
• Formation of trisaccharides (kestoses) by pyrolysis of sucrose
  作者：Merilyn Manley-Harris、Geoffrey N. Richards

  DOI：10.1016/0008-6215(91)89045-h

  日期：1991.10

  Amorphous sucrose, containing citric acid as catalyst, undergoes thermolysis at 100 degrees to yield fructofuranosyl cation and D-glucose. The cation reacts with unchanged sucrose to form all three of the known kestoses, and also their alpha-fructofuranosyl anomers. Two of the latter are resistant to invertase hydrolysis. A new fructosylglucose disaccharide is also formed.

  含有柠檬酸作为催化剂的无定形蔗糖在100度进行热解，生成果糖呋喃糖基阳离子和D-葡萄糖。阳离子与未改变的蔗糖反应形成所有三种已知的蔗糖，以及它们的α-果糖呋喃糖基异构体。后者中的两个抗转化酶水解。还形成了新的果糖基葡萄糖二糖。