4-O-β-D-galactopyranosyl-D-mannitol | 53796-37-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-O-β-D-galactopyranosyl-D-mannitol
• 英文别名: lactitol；lactulitol；(2R,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexane-1,2,3,5,6-pentol
• CAS: 53796-37-5
• 化学式: C₁₂H₂₄O₁₁
• 分子量: 344.316
• InChiKey: VQHSOMBJVWLPSR-QMRWEYQWSA-N

物化性质

• 沸点：
  788.5±60.0 °C(Predicted)
• 密度：
  1.69±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.2
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  201
• 氢给体数：
  9
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 4-O-β-D-galactopyranosyl-D-mannitol 在 吡啶 作用下， 反应 2.0h， 以7.3 mg的产率得到1,2,3,5,6-penta-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-mannitol
  参考文献：
  名称：

  Enzymatic α(1→2)-l-fucosylation: investigation of the specificity of the α(1→2)-l-galactosyltransferase from Helix pomatia

  摘要：

  The alpha(1-->2)-L-galactosyltransferase from Helix pomatia transfers an L-fucosyl residue from GDP-L-Fucose to a terminal, non-reducin D-galactopyranosyl moiety of an oligosaccharide. The extent of the enzyme's specificity towards the stereochemistry at the D-galactopyranosyl anomeric centre, the site of interglycosidic linkage and the nature of the subterminal oliaosaccharide residue has been investigated using HPAEC-PAD and MALDI-TOF technology. This alpha(1-->2)-L-galactosyltransferase is specific for D-galactopyranosyl beta-linkages, independent of the site of the interglycosidic linkage and aglycone configuration and with limited specificity for the nature of the subterminal sugar residue. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00521-4
• 作为产物：
  描述：

  β-D-galactopyranosyl-(1->4)-D-mannopyranose 在 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 2.0h， 生成 4-O-β-D-galactopyranosyl-D-mannitol
  参考文献：
  名称：

  Enzymatic α(1→2)-l-fucosylation: investigation of the specificity of the α(1→2)-l-galactosyltransferase from Helix pomatia

  摘要：

  The alpha(1-->2)-L-galactosyltransferase from Helix pomatia transfers an L-fucosyl residue from GDP-L-Fucose to a terminal, non-reducin D-galactopyranosyl moiety of an oligosaccharide. The extent of the enzyme's specificity towards the stereochemistry at the D-galactopyranosyl anomeric centre, the site of interglycosidic linkage and the nature of the subterminal oliaosaccharide residue has been investigated using HPAEC-PAD and MALDI-TOF technology. This alpha(1-->2)-L-galactosyltransferase is specific for D-galactopyranosyl beta-linkages, independent of the site of the interglycosidic linkage and aglycone configuration and with limited specificity for the nature of the subterminal sugar residue. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00521-4

文献信息

• HPLC and NMR Study of the Reduction of Sweet Whey Permeate
  作者：Ming Hu、Mark J. Kurth、You-Lo Hsieh、John M. Krochta

  DOI：10.1021/jf960321n

  日期：1996.1.1

  Sweet whey permeate was hydrogenated under high pressure and temperature with Raney Ni as a catalyst. Different reaction conditions, such as reaction time, amount of catalyst, and initial hydrogen pressure and temperature, were studied. The reaction mixtures were analyzed by HPLC and NMR. The major whey component, lactose (4-O-beta-D-galactopyranosyl-D-glucose), was converted under these conditions to lactitol (4-O-beta-D-galactopyranosyl-D-glucitol) to different degrees. Hydrolysis of lactose to galactose and glucose and further reduction was also observed over a wide temperature range, whereas isomerization of lactose to lactulose (4-O-beta-D-galactopyranosyl-D-fructose) and subsequent reduction only occurred above 110 degrees C. With reaction time of 4 h, an initial hydrogen pressure of 1500 psi, 40.5 g of Raney Ni, and a temperature = 120 degrees C, sweet whey permeate (42%, 340 g) gives lactitol (85.2%), lactulitol (1.7%), and sorbitol and dulcitol (0.8%) together with unreacted fat, protein, and salts (12.3%).
• Verfahren zur Herstellung von epimerenfreien Zuckeralkoholen aus der Gruppe von Xylitol, Sorbitol (D-Glucitol), 4-O-beta-D-Galactopyranosyl-D-glucitol und 4-O-alpha-D-Glucopyranosyl-D-sorbitol
  申请人：BAYER AG

  公开号：EP0423525B1

  公开（公告）日：1993-06-23
• US5162517A
  申请人：——

  公开号：US5162517A

  公开（公告）日：1992-11-10
• US5641872A
  申请人：——

  公开号：US5641872A

  公开（公告）日：1997-06-24
• US6124443A
  申请人：——

  公开号：US6124443A

  公开（公告）日：2000-09-26