2(2-α-D-glucosyl)₃ isokestose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2(2-α-D-glucosyl)₃ isokestose
• 英文别名: (2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₃₆H₆₂O₃₁
• 分子量: 990.87
• InChiKey: BOPFEJGAUTUMQW-PBSLFMDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -10.5
• 重原子数：
  67
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  506
• 氢给体数：
  20
• 氢受体数：
  31

反应信息

• 作为产物：
  描述：

  蔗果三糖 、 β-D-glucose 1-phosphate 在 kojibiose phosphorylase 作用下， 以 acetate buffer 为溶剂， 反应 48.0h， 以2.59 g的产率得到2-α-D-glucosyl isokestose
  参考文献：
  名称：

  Synthesis and structural analysis of five novel oligosaccharides prepared by glucosyltransfer from β-d-glucose 1-phosphate to isokestose and nystose using Thermoanaerobacter brockii kojibiose phosphorylase

  摘要：

  Five novel oligosaccharides (tetra-, penta- and hexa-saccharides) were synthesized by glucosyltransfer from P-D-glucose 1-phosphate to isokestose (O-beta-(D)-fructofuranosyl-(2 --> 1)-O-beta-(D)-fructofuranosyl-(2 --> 1)-alpha-(D)-glucopyranoside) or nystose (O-beta-(D)-fructofuranosyl-(2 --> 1)-O-beta-(D)-fructofuranosyl-(2 --> 1)-O-beta-(D)-fructofuranosyl-(2 --> 1)-alpha-(D)-glucopyranoside) using Thermoanaerobacter brockii kojibiose phosphorylase. The oligosaccharides were identified as 2(2-alpha-(D)-glucopyranosyl)(m)isokestose; [O-alpha-(D)-glucopyranosyl-(1 --> 2)](m)-O-[beta-(D)-fructofuranosyl-(2 --> 1)](2)-alpha-(D)-glucopyranoside: m = 1, 2, and 3, and 2(2-alpha-(D)-glucopyranosyl),nystose; [O-alpha-(D)-glucopyranosyl-(1 --> 2)](n)-O-[beta-(D)-fructofuranosyl-(2 --> 1)](3)-alpha-(D)-glucopyranoside: n = 1 and 2 using gas liquid chromatography analysis of the methyl derivatives, and MALDI-TOF-MS and NMR measurements of the newly formed oligosaccharides. H-1, C-13 NMR signals of each saccharide were assigned using 2D-NMR techniques, including COSY, HSQC, HSQC-TOCSY, HMBC, CH2-selected E-HSQC, and CH2-selected E-HSQC-TOCSY. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00020-x

文献信息

• Synthesis and structural analysis of five novel oligosaccharides prepared by glucosyltransfer from β-d-glucose 1-phosphate to isokestose and nystose using Thermoanaerobacter brockii kojibiose phosphorylase
  作者：Hideki Okada、Eri Fukushi、Shuichi Onodera、Tomoyuki Nishimoto、Jun Kawabata、Masanori Kikuchi、Norio Shiomi

  DOI：10.1016/s0008-6215(03)00020-x

  日期：2003.4

  Five novel oligosaccharides (tetra-, penta- and hexa-saccharides) were synthesized by glucosyltransfer from P-D-glucose 1-phosphate to isokestose (O-beta-(D)-fructofuranosyl-(2 --> 1)-O-beta-(D)-fructofuranosyl-(2 --> 1)-alpha-(D)-glucopyranoside) or nystose (O-beta-(D)-fructofuranosyl-(2 --> 1)-O-beta-(D)-fructofuranosyl-(2 --> 1)-O-beta-(D)-fructofuranosyl-(2 --> 1)-alpha-(D)-glucopyranoside) using Thermoanaerobacter brockii kojibiose phosphorylase. The oligosaccharides were identified as 2(2-alpha-(D)-glucopyranosyl)(m)isokestose; [O-alpha-(D)-glucopyranosyl-(1 --> 2)](m)-O-[beta-(D)-fructofuranosyl-(2 --> 1)](2)-alpha-(D)-glucopyranoside: m = 1, 2, and 3, and 2(2-alpha-(D)-glucopyranosyl),nystose; [O-alpha-(D)-glucopyranosyl-(1 --> 2)](n)-O-[beta-(D)-fructofuranosyl-(2 --> 1)](3)-alpha-(D)-glucopyranoside: n = 1 and 2 using gas liquid chromatography analysis of the methyl derivatives, and MALDI-TOF-MS and NMR measurements of the newly formed oligosaccharides. H-1, C-13 NMR signals of each saccharide were assigned using 2D-NMR techniques, including COSY, HSQC, HSQC-TOCSY, HMBC, CH2-selected E-HSQC, and CH2-selected E-HSQC-TOCSY. (C) 2003 Elsevier Science Ltd. All rights reserved.