O-α-D-glucopyranosyl-(1->4)-D-xylopyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-α-D-glucopyranosyl-(1->4)-D-xylopyranose
• 英文别名: Securidabiose；4-O-α-D-Glucopyranosyl-D-xylose；α-D-glucopyranosyl-(1->4)-D-xylopyranose；4-O-alpha-D-glucopyranosyl-D-xylopyranose；(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(3R,4R,5R)-4,5,6-trihydroxyoxan-3-yl]oxyoxane-3,4,5-triol
• 化学式: C₁₁H₂₀O₁₀
• 分子量: 312.274
• InChiKey: VCTBNHVCBSUQPG-LYEDQDQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  169
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  O-α-D-glucopyranosyl-(1->4)-D-xylopyranose 、 乙酸酐 在 sodium acetate 作用下， 反应 0.33h， 以83%的产率得到O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-1,2,3-tri-O-acetyl-β-D-xylopyranose
  参考文献：
  名称：

  Synthesis of the oligosaccharides α-d-Glcp(1→4)-d-Xylp, α-d-Xylp-(1→4)-d-Glcp, α-d-Glcp-(1→4)-α-d-Glcp-(1→4)-d-Xylp, α-d-Glcp-(1→4)-α-d-Xylp-(1→4)-d-Glcp, and α-d-Xylp-(1→4)-α-d-Glcp-(1→4)-d-Glcp

  摘要：

  Syntheses are described of the disaccharides, alpha-D-Glcp-( -->4) -D-Xylp, alpha-D-Xylp-(1 --> 4)-D-Glcp, and alpha-D-Xylp-(1 --> 4)-D-Xylp, and trisaccharides, alpha-D-Glcp-(1 --> 4)-alpha-D-Glcp-(1 --> 4)-D-Xylp, alpha-D-Glcp-( --> 4)-alpha-D-Xylp-(1 --> 4)-D-Gep, and alpha-D-Xylp-(1 --> 4)-alpha-D-Glcp-(1 --> 4)-D-Glcp as analogues of glucoamylase and soybean beta-amylases substrates.

  DOI：

  10.1016/0008-6215(91)80154-f
• 作为产物：
  描述：

  (-)-benzyl 2,3-anhydro-β-D-ribopyranoside 在 palladium on activated charcoal 2,4,6-三甲基吡啶 、 氢气 、 silver perchlorate 、 sodium hydride 作用下， 以 乙二醇甲醚 为溶剂， 反应 5.0h， 生成 O-α-D-glucopyranosyl-(1->4)-D-xylopyranose
  参考文献：
  名称：

  Synthesis of the oligosaccharides α-d-Glcp(1→4)-d-Xylp, α-d-Xylp-(1→4)-d-Glcp, α-d-Glcp-(1→4)-α-d-Glcp-(1→4)-d-Xylp, α-d-Glcp-(1→4)-α-d-Xylp-(1→4)-d-Glcp, and α-d-Xylp-(1→4)-α-d-Glcp-(1→4)-d-Glcp

  摘要：

  Syntheses are described of the disaccharides, alpha-D-Glcp-( -->4) -D-Xylp, alpha-D-Xylp-(1 --> 4)-D-Glcp, and alpha-D-Xylp-(1 --> 4)-D-Xylp, and trisaccharides, alpha-D-Glcp-(1 --> 4)-alpha-D-Glcp-(1 --> 4)-D-Xylp, alpha-D-Glcp-( --> 4)-alpha-D-Xylp-(1 --> 4)-D-Gep, and alpha-D-Xylp-(1 --> 4)-alpha-D-Glcp-(1 --> 4)-D-Glcp as analogues of glucoamylase and soybean beta-amylases substrates.

  DOI：

  10.1016/0008-6215(91)80154-f

文献信息

• Efficient one-pot enzymatic synthesis of α-(1→4)-glucosidic disaccharides through a coupled reaction catalysed by Lactobacillus acidophilus NCFM maltose phosphorylase
  作者：Hiroyuki Nakai、Adiphol Dilokpimol、Maher Abou Hachem、Birte Svensson

  DOI：10.1016/j.carres.2010.03.021

  日期：2010.5

  Lactobacillus acidophilus NCFM maltose phosphorylase (LaMalP) of glycoside hydrolase family 65 catalysed enzymatic synthesis of alpha-(1 -> 4)-glucostdic disacchandes from maltose and five monosacchandes in a coupled phosphorolysis/reverse phosphorolysis one-pot reaction Thus phosphorolysis of maltose to 0-glucose I -phosphate circumvented addition of costly 0-glucose 1-phosphate for reverse phosphorolysis with different monosacchande acceptors, resulting in 91%, 89%, 88%, 86% and 84% yield of alpha-a-glucopyranosyl-(1 4)-N-acetyl-a-glucosain inopyranose IN-acetyl-maltosamine I, alpha-b-glucopyranosyl( 1 -> 4)-o-glucosaminopyranose I maltosaminej, a-a-glucopyranosyl-(1 -> 4)-b-mannopyranose, alpha-n-glucopyranosyl-(1 -> 4)-t-fucopyranose and alpha-b-glucopyranosyl-(1 -> 4)-D-xylopyranose, respectively, from 0 1 M maltose, 0.5 M N-acetyl glucosamine, 0.1 M glucosamine. 0.1 M mannose, 1 M t-fucose and 0.5 M xylose in 02 M phosphate-citrate p1-I 62 These current yields of 0.27-0.34 g of disaccharide products from 10 mL reaction mixtures are easy to scale up and moreover the strategy can be applied to large-scale production of other oligosacchandes from low-cost disacchandes as catalysed by phosphorylases with different substrate specificities 2010 Elsevier Ltd All rights reserved.
• Synthesis of the oligosaccharides α-d-Glcp(1→4)-d-Xylp, α-d-Xylp-(1→4)-d-Glcp, α-d-Glcp-(1→4)-α-d-Glcp-(1→4)-d-Xylp, α-d-Glcp-(1→4)-α-d-Xylp-(1→4)-d-Glcp, and α-d-Xylp-(1→4)-α-d-Glcp-(1→4)-d-Glcp
  作者：Kenichi Takeo、Yasuhiro Teramoto、Yumi Shimono、Yasunori Nitta

  DOI：10.1016/0008-6215(91)80154-f

  日期：1991.1

  Syntheses are described of the disaccharides, alpha-D-Glcp-( -->4) -D-Xylp, alpha-D-Xylp-(1 --> 4)-D-Glcp, and alpha-D-Xylp-(1 --> 4)-D-Xylp, and trisaccharides, alpha-D-Glcp-(1 --> 4)-alpha-D-Glcp-(1 --> 4)-D-Xylp, alpha-D-Glcp-( --> 4)-alpha-D-Xylp-(1 --> 4)-D-Gep, and alpha-D-Xylp-(1 --> 4)-alpha-D-Glcp-(1 --> 4)-D-Glcp as analogues of glucoamylase and soybean beta-amylases substrates.