6-bromohexyl-tetra-O-acetyl α-D-mannopyranoside | 1227080-19-4

• 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: 6-bromohexyl-tetra-O-acetyl α-D-mannopyranoside
• 英文别名: [(2R,3R,4S,5S,6S)-3,4,5-triacetyloxy-6-(6-bromohexoxy)oxan-2-yl]methyl acetate
• CAS: 1227080-19-4
• 化学式: C₂₀H₃₁BrO₁₀
• 分子量: 511.364
• InChiKey: XSIJNEKBWXMPAX-SLHNCBLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6-bromohexyl-tetra-O-acetyl α-D-mannopyranoside 在 sodium azide 、 四丁基溴化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 以73%的产率得到6-azidohexyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  Glyco-SAMs by ‘Dual Click’: Thiourea-Bridged Glyco-OEG Azides for Cycloaddition on Surfaces

  摘要：

  A series of NCS-functionalized sugars were synthesized and used in a thiourea-bridging reaction with aminohexa(ethylene glycol) azide [H2N(EG)(6)N-3], a bifunctional oligo(ethylene glycol) derivative, which can be used as key intermediate for the fabrication of biorepulsive glyco-SAMs by a 'dual click' approach. Glyco-SAMs can serve as defined glycocalyx models for the study of carbohydrate-protein interactions. The copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of the obtained glyco-OEG azides was exemplified, which can be used to modify preformed monolayers 'on SAM'.

  DOI：

  10.1055/s-0029-1218611
• 作为产物：
  描述：

  6-溴正己醇 、 2,3,4,6-四-O-乙酰基-α-D-吡喃甘露糖 三氯乙酰亚胺酯 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到6-bromohexyl-tetra-O-acetyl α-D-mannopyranoside
  参考文献：
  名称：

  Glyco-SAMs by ‘Dual Click’: Thiourea-Bridged Glyco-OEG Azides for Cycloaddition on Surfaces

  摘要：

  A series of NCS-functionalized sugars were synthesized and used in a thiourea-bridging reaction with aminohexa(ethylene glycol) azide [H2N(EG)(6)N-3], a bifunctional oligo(ethylene glycol) derivative, which can be used as key intermediate for the fabrication of biorepulsive glyco-SAMs by a 'dual click' approach. Glyco-SAMs can serve as defined glycocalyx models for the study of carbohydrate-protein interactions. The copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of the obtained glyco-OEG azides was exemplified, which can be used to modify preformed monolayers 'on SAM'.

  DOI：

  10.1055/s-0029-1218611

文献信息

• Cascade catalytic nanoplatform constructed by laterally-functionalized pillar[5]arenes for antibacterial chemodynamic therapy
  作者：Fei Li、Mingsong Zang、Jinxing Hou、Quan Luo、Shuangjiang Yu、Hongcheng Sun、Jiayun Xu、Junqiu Liu

  DOI：10.1039/d1tb00868d

  日期：——

  efficiently convert hydrogen peroxide (H2O2) to generate highly toxic hydroxyl radicals (˙OH). How to develop safe and effective CDT-based strategies is in high demand but challenging. Herein, a cascade catalytic nanoplatform (GOx–NCs/Fe3O4) was designed by absorbing glucose oxidase (GOx) onto the surface of covalent-assembled polymer capsules (NCs) encapsulating Fe3O4 nanoparticles. With the presence of glucose

  化学动力学疗法 (CDT) 是一种克服细菌感染的新兴方法，它可以有效地将过氧化氢 (H 2 O 2 ) 转化为剧毒的羟基自由基 (˙OH)。如何制定安全有效的基于 CDT 的策略的需求量很大，但具有挑战性。在此，通过将葡萄糖氧化酶 (GOx) 吸附到包裹 Fe 3 O 4纳米颗粒的共价组装聚合物胶囊 (NCs) 表面，设计了级联催化纳米平台 (GOx-NCs/Fe 3 O 4 ) 。在葡萄糖的存在下，GOx 可以有效地催化它产生 H 2 O 2并导致 pH 值下降，这两者都将有助于后续的芬顿反应。封装的 Fe 3 O 4纳米粒子随后会触发 H 2 O 2产生 ˙OH，这可以使抗菌 CDT 成为现实。更重要的是，聚合物胶囊对哺乳动物细胞几乎没有细胞毒性，这可能为其他领域的应用提供更多机会和潜力。
• [EN] SYNTHETIC GLYCOLIPIDS AND GLYCOLIPOSOME COMPOSITIONS SUITABLE FOR CARGO DELIVERY TO THE CENTRAL NERVOUS SYSTEM<br/>[FR] GLYCOLIPIDES SYNTHÉTIQUES ET COMPOSITIONS DE GLYCOLIPOSOMES APPROPRIÉS POUR L'ADMINISTRATION DE CARGO AU SYSTÈME NERVEUX CENTRAL
  申请人：[en]KORANEX CAPITAL

  公开号：WO2023141692A1

  公开（公告）日：2023-08-03

  The present disclosure relates to synthetic glycolipids of the formula (I) wherein - A represents (CH2)nwith n being an integer from 2 to 10 or CH2-CH2-[O-CH2-CH2]mwith m being an integer from 1 to 5; - B represents NR3or OCH2, with R3representing H, Me, Et or n-Pr; - Sugar represents (II) where R1represents OH and R2represents H, or where R1represents H and R2represents OH; - Y represents H when X and Z which are identical represent O-(CH2)p-CH3, or Z represents H when X and Y which are identical represent O-(CH2)p-CH3, with p being an integer from 5 to 18. Glycoliposomes comprising the synthetic glycolipids can be used for the delivery of a therapeutic or diagnostic agent to the central nervous system. Glycoliposomes comprising the synthetic glycolipids can be used to treat a CNS-related disease or disorder.