Allyl D-1-13C-galactopyranosyl-β(1,4)-2-acetamido-2-deoxy-β-D-glucopyranoside | 142457-05-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Allyl D-1-13C-galactopyranosyl-β(1,4)-2-acetamido-2-deoxy-β-D-glucopyranoside
• 英文别名: LacNAc；(Gal-1-13C)LacNAc；N-[(2R,3R,4R,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-prop-2-enoxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)(213C)oxan-2-yl]oxyoxan-3-yl]acetamide
• CAS: 142457-05-4
• 化学式: C₁₇H₂₉NO₁₁
• 分子量: 424.406
• InChiKey: QYHDAPLFQXFPDA-JFCSIKMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  187
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Allyl D-1-13C-galactopyranosyl-β(1,4)-2-acetamido-2-deoxy-β-D-glucopyranoside 在 sodium hydroxide 、 mercaptoethyl alcohol 、 HEPES buffer 、 芬硫磷 、 potassium chloride 、 锰 、 phosphoenolpyruvate trisodium salt 、 5’-三磷酸腺苷 、 magnesium chloride 、 manganese(ll) chloride 作用下， 反应 154.0h， 生成 (2S,4S,5R,6R)-5-acetamido-2-[(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-2-(hydroxymethyl)-6-prop-2-enoxy-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)(213C)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
  参考文献：
  名称：

  Ichikawa, Yoshitaka; Lin, Ying-Chih; Dumas, David P., Journal of the American Chemical Society, 1992, vol. 114, # 24, p. 9283 - 9298

  摘要：

  DOI：
• 作为产物：
  描述：

  allyl 2-acetamido-2-deoxy-β-D-glucopyranoside 、 D-(1-13C)-galactose 以57%的产率得到Allyl D-1-13C-galactopyranosyl-β(1,4)-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Regeneration of sugar nucleotide for enzymic oligosaccharide synthesis: use of Gal-1-phosphate uridyltransferase in the regeneration of UDP-galactose, UDP-2-deoxygalactose, and UDP-galactosamine

  摘要：

  A new multiple enzymatic system containing galactose-1-phosphate uridyltransferase suitable for the regeneration of UDP-Gal, UDP-2-deoxy-Gal, and UDP-galactosamine for the synthesis of N-acetyllactosamine and analogs has been developed.

  DOI：

  10.1021/jo00042a008

文献信息

• Ichikawa, Yoshitaka; Lin, Ying-Chih; Dumas, David P., Journal of the American Chemical Society, 1992, vol. 114, # 24, p. 9283 - 9298
  作者：Ichikawa, Yoshitaka、Lin, Ying-Chih、Dumas, David P.、Shen, Gwo-Jenn、Garcia-Junceda, Eduardo、Williams, Mark A.、Bayer, Robert、Ketcham, Catherine、Walker, Leslie E.、Paulson, James C.、Wong, Chi-Huey

  DOI：——

  日期：——
• Regeneration of sugar nucleotide for enzymic oligosaccharide synthesis: use of Gal-1-phosphate uridyltransferase in the regeneration of UDP-galactose, UDP-2-deoxygalactose, and UDP-galactosamine
  作者：Chi Huey Wong、Ruo Wang、Yoshitaka Ichikawa

  DOI：10.1021/jo00042a008

  日期：1992.7

  A new multiple enzymatic system containing galactose-1-phosphate uridyltransferase suitable for the regeneration of UDP-Gal, UDP-2-deoxy-Gal, and UDP-galactosamine for the synthesis of N-acetyllactosamine and analogs has been developed.