chitopentaose | 13531-87-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: chitopentaose
• 英文别名: GlcN(b1-4)GlcN(b1-4)GlcN(b1-4)GlcN(b1-4)GlcN；(2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R)-5-amino-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol
• CAS: 13531-87-8
• 化学式: C₃₀H₅₇N₅O₂₁
• 分子量: 823.803
• InChiKey: SNRMXXMATSAYCF-PPHBKGJPSA-N

物化性质

• 沸点：
  1164.1±65.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -12.5
• 重原子数：
  56
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  456
• 氢给体数：
  17
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  chitopentaose 生成 [(2R,3S,4R,5R,6S)-5-acetamido-3-[(2S,3R,4R,5S,6R)-3-acetamido-5-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-4-acetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4,6-diacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxy-4-acetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxy-4-acetyloxyoxan-2-yl]methyl acetate
  参考文献：
  名称：

  NAGJO, FUMIO;SAKAI, KAZUO;USUI, TAICHI;TAKAI, IZUMI;ISHIDO, YOSHIHARU, J. CARBOHYDR. CHEM., 7,(1988) N 1, 67-82

  摘要：

  DOI：
• 作为产物：
  描述：

  (2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R,6S)-5-amino-6-[(2R,3S,4R,5R,6S)-5-amino-6-fluoro-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol;pentahydrofluoride 生成 chitopentaose
  参考文献：
  名称：

  DEFAYE, JACQUES;GADELLE, ANDREE;PEDERSEN, CHRISTIAN

  摘要：

  DOI：

文献信息

• Efficient chemoenzymatic synthesis of lipo-chitin oligosaccharides as plant growth promoters
  作者：R. Chambon、G. Despras、A. Brossay、B. Vauzeilles、D. Urban、J.-M. Beau、S. Armand、S. Cottaz、S. Fort

  DOI：10.1039/c5gc00623f

  日期：——

  This is an Accepted Manuscript, which has been through the RSC Publishing peer review process and has been accepted for publication. Accepted manuscripts are published online shortly after acceptance. This version of the article will be replaced by the fully edited, formatted and proof read Advance Article as soon as this is available.

  这是已接受的手稿，已通过RSC出版同行评审过程，并已被接受出版。接受的手稿在接受后不久就会在线发布。一旦可用，此版本的文章将被完全编辑，格式化并提供高级阅读的高级文章代替。
• A convenient access to β-(1 → 4)-linked 2-amino-2-deoxy-d-glucopyranosyl fluoride oligosaccharides and β-(1 → 4)-linked 2-amino-2-deoxy-d-glucopyranosyl oligosaccharides by fluorolysis and fluorohydrolysis of chitosan
  作者：Jacques Defaye、Andrée Gadelle、Christian Pedersen

  DOI：10.1016/0008-6215(94)84023-7

  日期：1994.8

  sequence involving formation of the C-2 N-trifluoroacetate and subsequent simultaneous hydrolysis of the glycosyl fluoride and the amide substituent with aqueous methanol, yielded the free beta-(1-->4)-linked 2-amino-2-deoxy-D-glucopyranosyl oligosaccharides which were separated, for dp 2-11, by the same gel-exclusion technique. Both oligosaccharide series, either free or in the form of their alpha-glycopyranosyl

  通过在室温下将壳聚糖在无水氟化氢中进行氟解，可获得β-（1-> 4）-连接的2-氨基-2-脱氧-D-吡喃葡萄糖基寡糖，其还原端为α-吡喃葡萄糖基氟化物。温度。平均dp取决于反应时间，可通过13C NMR光谱方便地监控，使用大约98.5 ppm的β-（1-> 4）键合的C-1的信号比和末端糖基氟化物的C-1双峰部分约为104ppm。通过在Bio-Gel P-4上进行凝胶渗透色谱法，以乙酸-乙酸铵水溶液为洗脱液，在氟解18小时后获得dp 2-11糖基氟氟化低聚糖的制备级分。用高氯酸水溶液水解异头氟化物，或通过涉及形成C-2 N-三氟乙酸盐并随后用甲醇水溶液同时水解糖基氟和酰胺取代基的序列产生游离的β-（1→4）连接的2-氨基-2-通过相同的凝胶排阻技术将dp 2-11分离的脱氧-D-葡萄糖基吡喃糖基寡糖。两种寡糖系列，无论是游离的还是以其α-甘露糖基氟的形式，都得到了充分表征。