2-deoxy-maltose | 58634-81-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-deoxy-maltose
• 英文别名: 2-deoxymaltose；2'-Desoxy-maltose；Glc(a1-4)2-deoxy-D-araHex；(2R,3R,4S,5S,6R)-2-[(2R,3S,4R)-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 58634-81-4；58634-82-5；132055-05-1；132055-06-2
• 化学式: C₁₂H₂₂O₁₀
• 分子量: 326.301
• InChiKey: FDCIWBIYHZDLEG-OVIXCBDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.8
• 重原子数：
  22
• 可旋转键数：
  4
• 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：

  2-deoxy-maltose 生成 a-无水葡萄糖酯
  参考文献：
  名称：

  CHIBA, SEIYA;KIMURA, ATSUO, AGR. AND BIOL. CHEM. , 54,(1990) N1, C. 3023-3024

  摘要：

  DOI：
• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 2-deoxy-maltose
  参考文献：
  名称：

  Synthesis of 2-deoxy-d-arabino/lyxo-hexopyranosyl disaccharides

  摘要：

  Synthesis of 2-deoxy-D-arabino/lyxo-hexopyranosyl disaccharides is reported. In these, the disaccharides contain 2-deoxy-arabino-hexopyranosyl and 2-deoxy-lyxo-hexopyranosyl sugars as either the reducing or the non-reducing or both the sugar units of the disaccharides. The activated 2-deoxy-1-thioglycosides served as the common precursors to prepare the 2-deoxy disaccharides with the above configurations. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.11.017

文献信息

• Specificity of amylases and cyclodextrin-glucanotransferase in reactions with 2-deoxy-maltooligosaccharides
  作者：Britta Evers、Miroslav Petříćek、Joachim Thiem

  DOI：10.1016/s0008-6215(97)00040-2

  日期：1997.5

  2-Deoxy-maltooligosaccharides of different chain length were tested as substrates for exoand endo-amylases. Cleavage occurred with beta-amylase, yielding 2,2'-dideoxy-maltose, and with amyloglucosidase. With the alpha-amylase from Thermomonospora curvata tris-(2-deoxy)-maltotriose and the corresponding tetra- and pentasaccharides were formed. Porcine pancreatic a-amylase did not tolerate the deoxygenated substrate, nor were cyclization experiments with cyclodextrin-glucanotransferase (CGT) successful. In a coupling reaction with CGT, however, a series of transfer products to the acceptor 2-deoxyglucose were obtained. (C) 1997 Elsevier Science Ltd.
• Enzymatic synthesis of 2-deoxyglucose-containing maltooligosaccharides for tracing the location of glucose absorption from starch digestion
  作者：Byung-Hoo Lee、Dong-Wan Koh、Paul R. Territo、Cheon-Seok Park、Bruce R. Hamaker、Sang-Ho Yoo

  DOI：10.1016/j.carbpol.2015.06.012

  日期：2015.11

  The ileal brake mechanism which induces a potentially beneficial slower gastric emptying rate and increased satiety is triggered by macronutrients including glucose from glycemic carbohydrates. For optimization of this diet-induced health benefit, there is the need for a way to determine the location of glucose deposition in the small intestine. Labeled 2-deoxyglucose (2-DG) can be used to trace the location of glucose absorption due to its accumulative property in the small intestine enterocytes. However, because pure glucose, or 2-DG, is directly absorbed in the proximal small intestine, we designed 2-DG containing maltooligosaccharides (2-DG-MOs) that can be used with a mild alpha-glucosidase inhibitor to attain an analytical method for determining location-specific delivery of glucose and its physiological effect. (C) 2015 Elsevier Ltd. All rights reserved.