猴子补体蛋白4(C4)ELISA试剂盒 | 40592-88-9

• 物质功能分类: 生物化工 - 抑制剂
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 猴子补体蛋白4(C4)ELISA试剂盒
• 中文别名: 异丙基2-（乙酰氨基）-2-脱氧α-D-吡喃葡萄糖苷3,4,6-三乙酸酯；2-乙酰氨基吡喃糖苷；1-(甲基)2-(乙酰氨基)-2-脱氧-α-D-吡喃葡萄糖苷3,4,6-三乙酸酯；(2R,3S,4R,5R,6S)-5-乙酰氨基-2-(乙酰氧基甲基)-6-异丙氧基四氢-2H-吡喃-3,4-二基二乙酸酯
• 英文名称: isopropyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-α-D-glucopyranoside
• 英文别名: isopropyl 2-(acetylamino)-2-deoxy-α-D-glucopyranoside 3,4,6-triacetate；TLR4-IN-C34；Tlr4-IN-C34；[(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-propan-2-yloxyoxan-2-yl]methyl acetate
• CAS: 40592-88-9
• 化学式: C₁₇H₂₇NO₉
• 分子量: 389.403
• InChiKey: KMIQMFHPUJUDMC-HHARLNAUSA-N

物化性质

• 沸点：
  519.8±50.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)
• 溶解度：
  H2O: 可溶1mg/mL, 澄清 (加热)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  9

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  -20°C，密闭保存，干燥条件

制备方法与用途

用途

TLR4-IN-C34 是一类新的 Toll 样受体 4 (TLR4) 抑制剂，具有潜在的抗炎作用。

生物活性

TLR4-IN-C34 是一种口服有效的 TLR4 抑制剂，在内毒素血症和坏死性小肠结肠炎模型中表现出改善全身炎症的作用。

体内研究

在 7-8 日龄的小鼠内毒素诱导的坏死性小肠结肠炎 (NEC) 模型中，每日口服 TLR4-IN-C34（1 mg/kg）可减轻 NEC 的严重程度，并显著保护肠道黏膜。实验结果表明：

动物模型	7-8 日龄小鼠内毒素诱导的坏死性小肠结肠炎
剂量	1 mg/kg
给药方式	每日早晨口服
结果	减轻肠道炎症

反应信息

• 作为产物：
  描述：

  2-乙酰氨基-2-脱氧-beta-D-吡喃葡萄糖胺 在 吡啶 作用下， 反应 73.0h， 生成 猴子补体蛋白4(C4)ELISA试剂盒
  参考文献：
  名称：

  Synthesis of anti -inflammatory α-and β-linked acetamidopyranosides as inhibitors of toll-like receptor 4 (TLR4)

  摘要：

  The low-molecular weight isopropyl 2-acetamido-alpha-glucoside 16 (C34) inhibits toll-like receptor 4 (TLR4) in enterocytes and macrophages in vitro, and reduces systemic inflammation in mouse models of endotoxemia and necrotizing enterocolitis. We used a copper(II)-mediated solvolysis of anomeric oxazolines and an acid-mediated conversion of beta-glucosamine and beta-galactosamine pentaacetates to generate analogs of 16 at the anomeric carbon and at C-4 of the pyranose ring. These compounds were evaluated for their influence on TLR4-mediated inflammatory signaling in cultured enterocytes and monocytes. Their efficacy was confirmed using a NF-kB-luciferase reporter mouse, thus establishing the first structure-activity relationship (SAR) study in this series and identifying the more efficacious isopropyl 2-acetamido-alpha-galactoside 17. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.11.048

文献信息

• Moenomycin a: spaltung des antibiotikums mit trifluoressigsäure/2-propanol und bestimmung der verknüpfung von d-glucose und 2-acetamido-2-desoxy-d-glucose
  作者：P. Welzel、G. Knupp、F.J. Witteler、Th. Schubert、H. Duddeck、D. Müller、G. Höfle

  DOI：10.1016/s0040-4020(01)97721-x

  日期：1981.1
• SPECIFIC TLR4 ANTAGONIST IN THE TREATMENT OF MULTIPLE MYELOMA
  申请人：Etablissement Français du Sang

  公开号：US20220023325A1

  公开（公告）日：2022-01-27

  The present invention relates to a TLR4 (toll-like receptor 4) specific antagonist for use in the treatment of multiple myeloma in a subject suffering from multiple myeloma, and also to an antitumor pharmaceutical combination comprising (i) a TLR4-specific antagonist and (ii) a chemotherapy agent for simultaneous, separate or sequential use in the treatment of multiple myeloma.
• Synthesis of anti -inflammatory α-and β-linked acetamidopyranosides as inhibitors of toll-like receptor 4 (TLR4)
  作者：Peter Wipf、Benjamin R. Eyer、Yukihiro Yamaguchi、Feng Zhang、Matthew D. Neal、Chhinder P. Sodhi、Misty Good、Maria Branca、Thomas Prindle、Peng Lu、Jeffrey L. Brodsky、David J. Hackam

  DOI：10.1016/j.tetlet.2014.11.048

  日期：2015.6

  The low-molecular weight isopropyl 2-acetamido-alpha-glucoside 16 (C34) inhibits toll-like receptor 4 (TLR4) in enterocytes and macrophages in vitro, and reduces systemic inflammation in mouse models of endotoxemia and necrotizing enterocolitis. We used a copper(II)-mediated solvolysis of anomeric oxazolines and an acid-mediated conversion of beta-glucosamine and beta-galactosamine pentaacetates to generate analogs of 16 at the anomeric carbon and at C-4 of the pyranose ring. These compounds were evaluated for their influence on TLR4-mediated inflammatory signaling in cultured enterocytes and monocytes. Their efficacy was confirmed using a NF-kB-luciferase reporter mouse, thus establishing the first structure-activity relationship (SAR) study in this series and identifying the more efficacious isopropyl 2-acetamido-alpha-galactoside 17. (C) 2014 Elsevier Ltd. All rights reserved.