(2S,3S,4R,5R,6R)-5-Acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester | 704906-31-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4R,5R,6R)-5-Acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS: 704906-31-0
• 化学式: C₁₆H₂₇NO₁₂
• 分子量: 425.39
• InChiKey: HECHRIWYXUCCFQ-TUYDQBAQSA-N

反应信息

• 作为反应物：
  描述：

  GDP-6-deoxy-D-mannose 、 (2S,3S,4R,5R,6R)-5-Acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 在 recombinant human α-1,3-fucosyltransferase VI 作用下， 生成 (2S,3S,4R,5R,6R)-5-Acetylamino-3-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-hydroxymethyl-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-4-hydroxy-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Glycosyltransferase activity can be selectively modulated by chemical modifications of acceptor substrates

  摘要：

  A range of N-acetyllactosamine derivatives, which are modified by a wide range of functionalities at C-2' and C-6, have been synthesised and the kinetic parameters of transfer catalysed by recombinant alpha-2,6-sialyltransferase and alpha-1,3-fucoyltransferase VI determined. Several of the chemical modifications led to selective modulate the activity the enzymes and offer promising lead compounds for the development of oligosaccharide primers for selective metabolic inhibition of oligosaccharide biosynthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.024
• 作为产物：
  描述：

  (2S,3S,4R,5R,6R)-5-Acetylamino-3-((2S,3R,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-4-hydroxy-6-methoxy-tetrahydro-pyran-2-carboxylic acid 在 palladium on activated charcoal 氢气 、 碘甲烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,3S,4R,5R,6R)-5-Acetylamino-4-hydroxy-6-methoxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Glycosyltransferase activity can be selectively modulated by chemical modifications of acceptor substrates

  摘要：

  A range of N-acetyllactosamine derivatives, which are modified by a wide range of functionalities at C-2' and C-6, have been synthesised and the kinetic parameters of transfer catalysed by recombinant alpha-2,6-sialyltransferase and alpha-1,3-fucoyltransferase VI determined. Several of the chemical modifications led to selective modulate the activity the enzymes and offer promising lead compounds for the development of oligosaccharide primers for selective metabolic inhibition of oligosaccharide biosynthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.024