4''-O-(β-D-galactopyranosyl)-tri-N-acetylchitotriose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4''-O-(β-D-galactopyranosyl)-tri-N-acetylchitotriose
• 英文别名: β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-D-glucose；Gal(b1-4)GlcNAc(b1-4)GlcNAc(b1-4)GlcNAc；N-[(3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-acetamido-5-[(2S,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• 化学式: C₃₀H₅₁N₃O₂₁
• 分子量: 789.742
• InChiKey: QALVKLSDQZLBHQ-NBRNTYASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -9
• 重原子数：
  54
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  374
• 氢给体数：
  14
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 chitotriose 在 manganese(ll) chloride cacodylate buffer 作用下， 反应 72.0h， 以63%的产率得到4''-O-(β-D-galactopyranosyl)-tri-N-acetylchitotriose
  参考文献：
  名称：

  Enzymatic Galactosylation of Cello‐ and Chito‐Oligomers

  摘要：

  Terminal galactosylations of cello- and chito-oligomers are studied employing galactosyltransferase with and without alpha-lactalbumin. The lactose synthase complex allows just for galactosylation of cellobiose in lower yield but not for higher cello-oligomers. In contrast, the affinity in galactosylation of chito-oligomers increases with higher members to reach the maximum at chitohexaose with only a 30% reduction in transfer rate. In addition to kinetic data, preparative studies with a number of acceptor substrates gave galactosylated oligosaccharides in high yields.[GRAPHICS]

  DOI：

  10.1080/07328300802030779

文献信息

• Galactosidase-Assisted Synthesis En Route to Type I And Type II Structures of Chitooligomers
  作者：Ulrike Gambert、Harald S. Conradt、Manfred Nimtz、Joachim Thiem

  DOI：10.1080/07328300008544103

  日期：2000.1

  Transgalactosylation of chitobiose and chitotriose led to formation of terminally (beta 1-3)- and (beta 1-4)-galactosylated chitooligosaccharides ready for fucosylation to give Lewis(a) and Lewis(x) motifs. Their structures could be assigned employing HPAEC-PAD, methylation, ESI-MS/MS and NMR analyses.
• β-Glucosylation of chitooligomers by galactosyltransferase
  作者：Vladimír Křen、Jana Dvořáková、Ulrike Gambert、Petr Sedmera、Vladimír Havlíček、Joachim Thiem、Karel Bezouška

  DOI：10.1016/s0008-6215(97)00248-6

  日期：1997.12

  Galactosyltransferase from bovine milk was found to be able to utilise UDP-Glc to transfer Glc onto GlcNAc and chitooligomers [-beta-GlcNAc-(1-->4)-](n), n=2-4. beta-Glucosylated products were used in binding studies with NKR-P1A protein cloned from rat natural killer cells. (C) 1998 Elsevier Science Ltd.
• Enzymatic Galactosylation of Cello‐ and Chito‐Oligomers
  作者：Harald Streicher、Oliver Scheel、Joachim Thiem

  DOI：10.1080/07328300802030779

  日期：2008.5

  Terminal galactosylations of cello- and chito-oligomers are studied employing galactosyltransferase with and without alpha-lactalbumin. The lactose synthase complex allows just for galactosylation of cellobiose in lower yield but not for higher cello-oligomers. In contrast, the affinity in galactosylation of chito-oligomers increases with higher members to reach the maximum at chitohexaose with only a 30% reduction in transfer rate. In addition to kinetic data, preparative studies with a number of acceptor substrates gave galactosylated oligosaccharides in high yields.[GRAPHICS]