[O³,O⁴,O⁶-trimethyl-O¹-(tetra-O-methyl-β-D-fructofuranosyl)-β-D-fructofuranosyl]-(tetra-O-methyl-α-D-glucopyranoside) | 24807-72-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [O³,O⁴,O⁶-trimethyl-O¹-(tetra-O-methyl-β-D-fructofuranosyl)-β-D-fructofuranosyl]-(tetra-O-methyl-α-D-glucopyranoside)
• 英文别名: [O³,O⁴,O⁶-Trimethyl-O¹-(tetra-O-methyl-β-D-fructofuranosyl)-β-D-fructofuranosyl]-(tetra-O-methyl-α-D-glucopyranosid)；(2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-2-[[(2R,3S,4R,5R)-3,4-dimethoxy-2,5-bis(methoxymethyl)oxolan-2-yl]oxymethyl]-3,4-dimethoxy-5-(methoxymethyl)oxolan-2-yl]oxy-3,4,5-trimethoxy-6-(methoxymethyl)oxane
• CAS: 24807-72-5
• 化学式: C₂₉H₅₄O₁₆
• 分子量: 658.738
• InChiKey: OEUAYOCRCLGRDG-CPISGFCVSA-N

物化性质

• 沸点：
  648.9±55.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  45
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  148
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  甲醇 、 [O³,O⁴,O⁶-trimethyl-O¹-(tetra-O-methyl-β-D-fructofuranosyl)-β-D-fructofuranosyl]-(tetra-O-methyl-α-D-glucopyranoside) 在 盐酸 作用下， 生成 methyl 3,4,6-tri-O-methyl-D-fructofuranoside 、 methyl 1,3,4,6-tetra-O-methyl-D-fructoside 、 methyl-2,3,4,6-tetra-O-methyl-D-glucopyranoside
  参考文献：
  名称：

  从甜菜糖蜜中分离得到的新型甲壳糖异构体的结构分析

  摘要：

  通过碳-塞利特柱色谱法和HPLC从甜菜糖蜜中分离出八种Kestose异构体。甲基衍生物的GC-FID和GC-MS分析，MALD-TOF-MS测量和NMR光谱用于确认异构体的结构特征。使用COSY，E-HSQC，HSQC-TOCSY，HMBC和H2BC技术分配每种异构体糖的（1）H和（13）C NMR信号。这些异构体被鉴定为α-D-果糖呋喃糖基-（2-> 2）-α-D-吡喃葡萄糖基-（1 <-> 2）-β-D-果糖呋喃糖苷，α-D-果糖呋喃糖基-（2-> 3 ）-β-D-果糖呋喃糖基-（2 <-> 1）-α-D-吡喃葡萄糖苷，α-D-果糖呋喃糖基-（2-> 4）-β-D-果糖呋喃糖基-（2 <-> 1）-α -D-吡喃葡萄糖苷，β-D-果呋喃糖基-（2-> 4）-β-D-呋喃呋喃糖基-（2 <-> 1）-α-D-吡喃葡萄糖苷，β-D-呋喃呋喃糖基-（2-> 3） -α-D-吡喃葡萄糖基-（1

  DOI：

  10.1016/j.carres.2016.02.002
• 作为产物：
  描述：

  蔗果三糖 、 碘甲烷 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 15.0h， 生成 [O³,O⁴,O⁶-trimethyl-O¹-(tetra-O-methyl-β-D-fructofuranosyl)-β-D-fructofuranosyl]-(tetra-O-methyl-α-D-glucopyranoside)
  参考文献：
  名称：

  从甜菜糖蜜中分离得到的新型甲壳糖异构体的结构分析

  摘要：

  通过碳-塞利特柱色谱法和HPLC从甜菜糖蜜中分离出八种Kestose异构体。甲基衍生物的GC-FID和GC-MS分析，MALD-TOF-MS测量和NMR光谱用于确认异构体的结构特征。使用COSY，E-HSQC，HSQC-TOCSY，HMBC和H2BC技术分配每种异构体糖的（1）H和（13）C NMR信号。这些异构体被鉴定为α-D-果糖呋喃糖基-（2-> 2）-α-D-吡喃葡萄糖基-（1 <-> 2）-β-D-果糖呋喃糖苷，α-D-果糖呋喃糖基-（2-> 3 ）-β-D-果糖呋喃糖基-（2 <-> 1）-α-D-吡喃葡萄糖苷，α-D-果糖呋喃糖基-（2-> 4）-β-D-果糖呋喃糖基-（2 <-> 1）-α -D-吡喃葡萄糖苷，β-D-果呋喃糖基-（2-> 4）-β-D-呋喃呋喃糖基-（2 <-> 1）-α-D-吡喃葡萄糖苷，β-D-呋喃呋喃糖基-（2-> 3） -α-D-吡喃葡萄糖基-（1

  DOI：

  10.1016/j.carres.2016.02.002

文献信息

• 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.
• The Preparation and the Assignment of the¹H and¹³C NMR Spectra of Methylated Derivatives of Inulin Oligosaccharides
  作者：J. W. Timmermans、P. M.P. Bogaert、D. de Wit、J. F.G. Vliegenthart

  DOI：10.1080/07328309708005743

  日期：1997.9

  The complete assignment of the H-1 and C-13 NMR spectra for permethylated sucrose, 1-kestose and nystose are given. Methylation of these inulin oligosaccharides did not change the conformation of the ring structures. A partially methylated derivative of nystose has been prepared using water as the solvent. The difference in reactivity of the various hydroxyl groups of nystose appeared to be very small.
• Barker et al., Journal of the Chemical Society, 1954, p. 2125,2126
  作者：Barker et al.

  DOI：——

  日期：——
• Rominskii et al., Ukrainskij Khimicheskij Zhurnal, 1958, vol. 24, p. 236,237
  作者：Rominskii et al.

  DOI：——

  日期：——
• Structural analysis of novel kestose isomers isolated from sugar beet molasses
  作者：Norio Shiomi、Tatsuya Abe、Hiroto Kikuchi、Tsutomu Aritsuka、Yusuke Takata、Eri Fukushi、Yukiharu Fukushi、Jun Kawabata、Keiji Ueno、Shuichi Onodera

  DOI：10.1016/j.carres.2016.02.002

  日期：2016.4

  GC-FID and GC-MS analyses of methyl derivatives, MALD-TOF-MS measurements and NMR spectra were used to confirm the structural characteristics of the isomers. The (1)H and (13)C NMR signals of each isomer saccharide were assigned using COSY, E-HSQC, HSQC-TOCSY, HMBC and H2BC techniques. These kestose isomers were identified as α-D-fructofuranosyl-(2- > 2)-α-D-glucopyranosyl-(1 < ->2)-β-D-fructofuranoside

  通过碳-塞利特柱色谱法和HPLC从甜菜糖蜜中分离出八种Kestose异构体。甲基衍生物的GC-FID和GC-MS分析，MALD-TOF-MS测量和NMR光谱用于确认异构体的结构特征。使用COSY，E-HSQC，HSQC-TOCSY，HMBC和H2BC技术分配每种异构体糖的（1）H和（13）C NMR信号。这些异构体被鉴定为α-D-果糖呋喃糖基-（2-> 2）-α-D-吡喃葡萄糖基-（1 <-> 2）-β-D-果糖呋喃糖苷，α-D-果糖呋喃糖基-（2-> 3 ）-β-D-果糖呋喃糖基-（2 <-> 1）-α-D-吡喃葡萄糖苷，α-D-果糖呋喃糖基-（2-> 4）-β-D-果糖呋喃糖基-（2 <-> 1）-α -D-吡喃葡萄糖苷，β-D-果呋喃糖基-（2-> 4）-β-D-呋喃呋喃糖基-（2 <-> 1）-α-D-吡喃葡萄糖苷，β-D-呋喃呋喃糖基-（2-> 3） -α-D-吡喃葡萄糖基-（1