5-chloro-3-oxa-pentyl-2-acetamido-2-deoxy-α-galactopyranoside | 195531-53-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-chloro-3-oxa-pentyl-2-acetamido-2-deoxy-α-galactopyranoside
• 英文别名: N-[(2S,3R,4R,5R,6R)-2-[2-(2-chloroethoxy)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS: 195531-53-4
• 化学式: C₁₂H₂₂ClNO₇
• 分子量: 327.762
• InChiKey: WFEKKWDRJPGTBV-ZIQFBCGOSA-N

物化性质

• 沸点：
  601.9±55.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  118
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-chloro-3-oxa-pentyl-2-acetamido-2-deoxy-α-galactopyranoside 在 sodium azide 、 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以261 mg的产率得到5-azido-3-oxapentyl 2-acetamido-2-deoxy-α-D-galactopyranoside
  参考文献：
  名称：

  Preparation of Protein Conjugates via Homobifunctional Diselenoester Cross-Linker

  摘要：

  Adipic acid diselenoester was developed as an efficient cross-linker for covalent protein conjugation with a variety of small molecular haptens, including mono- and disaccharides, peptide, fluorescence dye, and nicotine. Compared to the counterparts of N-hydroxysuccinimide (NHS) and p-nitrophenyl (PNP) linkers, the diselenoester linker demonstrates improved balance between reactivity and stability and coupling of haptens to proteins under mild conditions with high incorporation efficiency.

  DOI：

  10.1021/acs.orglett.6b02568
• 作为产物：
  描述：

  在 吡啶 、 甲醇 、 二环己烷并-18-冠醚-6 、 sodium methylate 、 sodium chloride 作用下， 以 丁酮 为溶剂， 反应 2.0h， 生成 5-chloro-3-oxa-pentyl-2-acetamido-2-deoxy-α-galactopyranoside
  参考文献：
  名称：

  Galactosylation with β-galactosidase from bovine testes employing modified acceptor substrates

  摘要：

  In this study beta 1-3 linked analogues of the T-antigen determinant were sythesized in preparative scale by transgalactosylation using beta-galactosidase from bovine testes to give synthetic antigens. Accepters with modifications of the sugar residue such as alpha-glycosylated spacers, as well as GlcNAc-alpha OR- and 2dGal-alpha OR-substrates opened further possibilities for galactosylation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00071-0