1,6-dilactobionamidohexane

• 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: 1,6-dilactobionamidohexane
• 英文别名: N,N'-1,6-hexanediylbis-[4-O-β-D-galactopyranosyl-D-gluconamide]；(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-N-[6-[[(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]hexyl]-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanamide
• 化学式: C₃₀H₅₆N₂O₂₂
• 分子量: 796.775
• InChiKey: PGZHUHVVBPZOLR-HQNAGVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -9.2
• 重原子数：
  54
• 可旋转键数：
  23
• 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：

  1,6-dilactobionamidohexane 在 galactose oxidase from Dactylium dendroides 、 氧气 作用下， 以 phosphate buffer 为溶剂， 反应 48.0h， 以100%的产率得到1,6-di-(β-D-galacto-hexodialdo-1,5-pyranosyl-(1->4)-D-gluconamido)hexane
  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：

  1,6-己二胺 、 乳糖酸 以 甲醇 为溶剂， 反应 24.0h， 生成 1,6-dilactobionamidohexane
  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

• Polysulfuric acid esters of bis-aldonamides and their derivatives,
  申请人：Luitpold-Werk Chemisch-pharmazeutische Fabrik GmbH & Co.

  公开号：US05008247A1

  公开（公告）日：1991-04-16

  The invention relates to polysulfuric acid esters of bis-aldonamides in which the underlying aldonic acids can be linked glycosidically with a galactopyranosyl, mannopyranosyl, glucopyranosyl or oligopyranosyl radical in the 3-, 4- or 6-position. They are therapeutically active compounds, whose preparation and pharmaceutical compositions are likewise described.

  该发明涉及双醛胺酸聚硫酸酯，其中底层的醛酸可以通过3-、4-或6-位置的半乳糖苷化与半乳糖苷基、甘露糖苷基、葡萄糖苷基或寡糖苷基相连。它们是具有治疗活性的化合物，其制备和药物组合物也有描述。
• Bis-aldonamides and process for their preparation
  申请人：Luitpold-Werk Chemisch-pharmazeutische Fabrik GmbH & Co.

  公开号：US05037973A1

  公开（公告）日：1991-08-06

  The invention relates to bisaldonamides, in which the underlying aldonic acids can be linked glycosidically in the 3-, 4- or 6-position with a galactopyranosyl, mannopyransyl, glucopyranosyl or oligopyranosyl radical. They are starting products for the preparation of the corresponding polysulfuric acid esters.

  该发明涉及双醛酰胺，其中基础的醛酸可以与半乳糖苷、甘露糖苷、葡萄糖苷或寡糖基在3、4或6位通过糖苷键连接。它们是制备相应的多硫酸酯的起始产物。
• Polyschwefelsäureester von Bis-aldonsäureamiden und deren Derivaten, Verfahren zu ihrer Herstellung und Arzneimittel
  申请人：LUITPOLD PHARMA GmbH

  公开号：EP0312086B1

  公开（公告）日：1994-02-02
• Bis-aldonsäureamide und Verfahren zu ihrer Herstellung
  申请人：LUITPOLD PHARMA GmbH

  公开号：EP0312087B1

  公开（公告）日：1993-09-15
• US5008247A
  申请人：——

  公开号：US5008247A

  公开（公告）日：1991-04-16