β-D-galacto-hexodialdo-1,5-pyranosyl-(1->4)-D-gluconic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-galacto-hexodialdo-1,5-pyranosyl-(1->4)-D-gluconic acid
• 英文别名: lactobionic acid aldehyde；(2R,3R,4R,5R)-4-[(2R,3R,4S,5R,6S)-6-formyl-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanoic acid
• 化学式: C₁₂H₂₀O₁₂
• 分子量: 356.284
• InChiKey: XQFOFFWCVJCJAI-AMTLMPIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.8
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  214
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  β-D-galacto-hexodialdo-1,5-pyranosyl-(1->4)-D-gluconic acid 、 正丁胺 以 甲醇 为溶剂， 反应 24.0h， 生成 6-butylimino-4,6-dideoxy-β-D-galacto-hex-4-enopyranosyl-(1->4)-N-butyl-D-gluconamide
  参考文献：
  名称：

  Enzymatically oxidized lactose and derivatives thereof as potential protein cross-linkers

  摘要：

  The enzyme galactose oxidase [EC 1. 1. 3.9] was applied to convert lactose, lactylamine and lactobionic acid into their corresponding 6'-aldehyde compounds. The potential protein cross-linking ability of these oxidized lactose and derivatives thereof was investigated using n-butylamine as the model compound. First, oxidized lactose gave double Maillard reaction products that were stable under mild alkaline conditions. Second, reductive amination of lactose followed by enzymatic oxidation gave cross-links that were stable under both neutral and alkaline conditions. Third, stable cross-links were obtained through enzymatic oxidation and amidation of lactobionic acid. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.10.004
• 作为产物：
  描述：

  乳糖酸 在 galactose oxidase from Dactylium dendroides 、 氧气 作用下， 以 phosphate buffer 为溶剂， 反应 48.0h， 生成 β-D-galacto-hexodialdo-1,5-pyranosyl-(1->4)-D-gluconic acid
  参考文献：
  名称：

  Enzymatically oxidized lactose and derivatives thereof as potential protein cross-linkers

  摘要：

  The enzyme galactose oxidase [EC 1. 1. 3.9] was applied to convert lactose, lactylamine and lactobionic acid into their corresponding 6'-aldehyde compounds. The potential protein cross-linking ability of these oxidized lactose and derivatives thereof was investigated using n-butylamine as the model compound. First, oxidized lactose gave double Maillard reaction products that were stable under mild alkaline conditions. Second, reductive amination of lactose followed by enzymatic oxidation gave cross-links that were stable under both neutral and alkaline conditions. Third, stable cross-links were obtained through enzymatic oxidation and amidation of lactobionic acid. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.10.004

文献信息

• Enzymatically oxidized lactose and derivatives thereof as potential protein cross-linkers
  作者：Arjan van Wijk、Arjan Siebum、Rob Schoevaart、Tom Kieboom

  DOI：10.1016/j.carres.2006.10.004

  日期：2006.12

  The enzyme galactose oxidase [EC 1. 1. 3.9] was applied to convert lactose, lactylamine and lactobionic acid into their corresponding 6'-aldehyde compounds. The potential protein cross-linking ability of these oxidized lactose and derivatives thereof was investigated using n-butylamine as the model compound. First, oxidized lactose gave double Maillard reaction products that were stable under mild alkaline conditions. Second, reductive amination of lactose followed by enzymatic oxidation gave cross-links that were stable under both neutral and alkaline conditions. Third, stable cross-links were obtained through enzymatic oxidation and amidation of lactobionic acid. (c) 2006 Elsevier Ltd. All rights reserved.