3-azidopropyl 3,5-dideoxy-5-hydroxyacetamido-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside | 1282094-46-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-azidopropyl 3,5-dideoxy-5-hydroxyacetamido-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside
• CAS: 1282094-46-5
• 化学式: C₂₈H₄₇N₅O₂₀
• 分子量: 773.703
• InChiKey: RCUHNGMZNVOULL-YDPROSOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.38
• 重原子数：
  53.0
• 可旋转键数：
  18.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  401.94
• 氢给体数：
  13.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  3-azidopropyl 3,5-dideoxy-5-hydroxyacetamido-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside 在 palladium 10% on activated carbon 、 氨 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Divergent Strategy for the Synthesis of α2-3-Linked Sialo-oligosaccharide Libraries Using a Neu5TFA-(α2-3)-Gal Building Block

  摘要：

  A novel Neu5TFA-(alpha 2-3)-Gal building block with removable protecting group at N5' was introduced and used in the divergent synthesis of a library of N-acetyl and N-glycolyl derivatives of oligosaccharides related to sialyl-(alpha 2-3)-N-acetyl-lactosamine and sialyl-(alpha 2-3)-N-acetyl-isolactosamine, with or without sulfate at O6 of glucosamine residue.

  DOI：

  10.1055/s-0032-1317961
• 作为产物：
  描述：

  3-azidopropyl 2-acetylamino-2-deoxy-β-D-glucopyranoside 在 甲醇 、 水 、 sodium methylate 、 silver trifluoromethanesulfonate 、 对甲苯磺酸 、 溶剂黄146 、 三乙胺 、 1,1,3,3-四甲基脲 、 sodium hydroxide 作用下， 以 二氯甲烷 、 二甲基亚砜 、 乙腈 为溶剂， 反应 56.0h， 生成 3-azidopropyl 3,5-dideoxy-5-hydroxyacetamido-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Divergent Strategy for the Synthesis of α2-3-Linked Sialo-oligosaccharide Libraries Using a Neu5TFA-(α2-3)-Gal Building Block

  摘要：

  A novel Neu5TFA-(alpha 2-3)-Gal building block with removable protecting group at N5' was introduced and used in the divergent synthesis of a library of N-acetyl and N-glycolyl derivatives of oligosaccharides related to sialyl-(alpha 2-3)-N-acetyl-lactosamine and sialyl-(alpha 2-3)-N-acetyl-isolactosamine, with or without sulfate at O6 of glucosamine residue.

  DOI：

  10.1055/s-0032-1317961

文献信息

• Highly efficient biocatalytic cascade for the diversity-oriented synthesis of complex blood group Sd^aantigens
  作者：Kan Zhong、Jinfeng Ye、Xinhao Zhu、Hongzhi Cao、Chang-Cheng Liu

  DOI：10.1039/d0gc02971h

  日期：——

  antigens are a family of widely distributed histo-blood group antigens sharing the Siaα2,3(GalNAcβ1,4)Gal trisaccharide determinant. Despite their significant biological importance, the synthesis of these complex carbohydrate antigens is challenging. Herein, we report a highly efficient and green synthesis of diverse Sda antigens with different underlying structures and sialic acid forms utilizing 6 multienzyme

  Sd a抗原是共享Siaα2,3（GalNAcβ1,4）Gal三糖决定簇的广泛分布的组织血型抗原家族。尽管它们具有重要的生物学重要性，但是这些复杂碳水化合物抗原的合成仍具有挑战性。在此，我们报告了利用6种多酶级联反应系统高效，绿色合成具有不同基础结构和唾液酸形式的多种Sd a抗原的方法。多酶级联方法结合了糖核苷酸供体产生酶和糖基转移酶，为从简单的单糖结构单元快速组装复杂的聚糖提供了一种有效而方便的方法。