undecaprenyl tetra-N-acetylchitotetraosyl diphosphate | 1186313-70-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: undecaprenyl tetra-N-acetylchitotetraosyl diphosphate
• CAS: 1186313-70-1
• 化学式: C₈₇H₁₄₄N₄O₂₇P₂
• 分子量: 1740.06
• InChiKey: LGASZJYHQJZAKL-DSHCHESTSA-N

反应信息

• 作为产物：
  描述：

  undecaprenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl diphosphate 在 甲醇 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到undecaprenyl tetra-N-acetylchitotetraosyl diphosphate
  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