2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-acetyl-α-D-galactopyranosyl-(1->3)-2,4-diacetamido-2,4,6-trideoxy-α-D-glucopyranoside | 1186313-74-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-acetyl-α-D-galactopyranosyl-(1->3)-2,4-diacetamido-2,4,6-trideoxy-α-D-glucopyranoside
• CAS: 1186313-74-5
• 化学式: C₃₆H₅₄N₄O₂₀
• 分子量: 862.84
• InChiKey: KBOREIARZLOTSJ-VSCHDKLHSA-N

反应信息

• 作为产物：
  描述：

  2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-galactopyranosyl-(1->3)-1-O-acetyl-2,4-diacetamido-2,4,6-trideoxy-D-glucopyranose 在 Dowex CCR-3 (H+ mode) resin 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.67h， 生成 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-acetyl-α-D-galactopyranosyl-(1->3)-2,4-diacetamido-2,4,6-trideoxy-β-D-glucopyranoside 、 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-acetyl-α-D-galactopyranosyl-(1->3)-2,4-diacetamido-2,4,6-trideoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of undecaprenyl pyrophosphate-linked glycans as donor substrates for bacterial protein N-glycosylation

  摘要：

  Synthesis of undecaprenyl pyrophosphate (Und-PP)-linked glycans is described. Bacterial ([E](3),[Z](7))-undecaprenol was synthesized from trans-geranylgeranyl sulfone and isoprenoid building blocks, which was converted to undecaprenyl phosphate (Und-P). It was coupled with glycosyl phosphates to afford Und-PP-linked glycans, including core trisaccharide of Campylobacter jejuni N-glycan. Our synthetic method for Und-PP-linked glycan would provide various substrates as a useful tool for systematic analysis of bacterial protein N-glycosylation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.032