1,3-dilactobionamidopropane

• 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: 1,3-dilactobionamidopropane
• 英文别名: N,N'-1,3-propanediylbis-[4-O-β-D-galactopyranosyl-D-gluconamide]；N,N'-1,3-propanediylbis[4-O-β-D-galactopyranosyl-D-gluconamide]；(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-N-[3-[[(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoyl]amino]propyl]-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanamide
• 化学式: C₂₇H₅₀N₂O₂₂
• 分子量: 754.694
• InChiKey: BNVSEORFBKAILP-MWIRYDQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -10.3
• 重原子数：
  51
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  419
• 氢给体数：
  18
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  1,3-dilactobionamidopropane 在 galactose oxidase from Dactylium dendroides 、 氧气 作用下， 以 phosphate buffer 为溶剂， 反应 48.0h， 生成 1,3-di-(β-D-galacto-hexodialdo-1,5-pyranosyl-(1->4)-D-gluconamido)propane
  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：

  1,3-丙二胺 、 乳糖酸 以 甲醇 为溶剂， 反应 24.0h， 生成 1,3-dilactobionamidopropane
  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

• US5008247A
  申请人：——

  公开号：US5008247A

  公开（公告）日：1991-04-16
• US5037973A
  申请人：——

  公开号：US5037973A

  公开（公告）日：1991-08-06
• 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.