3-(3,4-dioxo-2-ethoxycyclobut-1-enylamino)propyl β-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->3)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->3)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranoside | 1112455-69-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(3,4-dioxo-2-ethoxycyclobut-1-enylamino)propyl β-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->3)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->3)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranoside
• 英文别名: 3-[3-[(2S,3S,4S,5S,6R)-3-[(2R,3S,4S,5S,6R)-3-[(2R,3S,4S,5R,6R)-4-[(2R,3S,4S,5S,6R)-3-[(2R,3S,4S,5R,6R)-4-[(2R,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropylamino]-4-ethoxycyclobut-3-ene-1,2-dione
• CAS: 1112455-69-2
• 化学式: C₅₁H₈₃NO₃₉
• 分子量: 1334.2
• InChiKey: GNLVBBCJNBZTCW-ZJDGOLJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -11.2
• 重原子数：
  91
• 可旋转键数：
  27
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  630
• 氢给体数：
  23
• 氢受体数：
  40

反应信息

• 作为产物：
  描述：

  3-aminopropyl β-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->3)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->3)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranoside 、 方酸二乙酯 在 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以95%的产率得到3-(3,4-dioxo-2-ethoxycyclobut-1-enylamino)propyl β-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->3)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->3)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->2)-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of a heptasaccharide fragment of the mannan from Candida guilliermondii cell wall and its conjugate with BSA

  摘要：

  The 3-aminopropyl glycoside of a heptasaccharide fragment of the cell wall mannan from Candida guilliermondii 18, which corresponds to the antigenic Factor 9, has been synthesized by a convergent approach based on glycosylation of a tetrasaccharide acceptor with a trisaccharide donor as the key step to give a protected heptasaccharide 17. Subsequent two-step deprotection of 17 afforded the heptamannoside 18, which was then Conjugated with BSA using the squarate procedure. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.09.016

文献信息

• Synthesis of a heptasaccharide fragment of the mannan from Candida guilliermondii cell wall and its conjugate with BSA
  作者：Alexander A. Karelin、Yury E. Tsvetkov、Lucia Paulovičová、Slavomír Bystrický、Ema Paulovičová、Nikolay E. Nifantiev

  DOI：10.1016/j.carres.2008.09.016

  日期：2009.1

  The 3-aminopropyl glycoside of a heptasaccharide fragment of the cell wall mannan from Candida guilliermondii 18, which corresponds to the antigenic Factor 9, has been synthesized by a convergent approach based on glycosylation of a tetrasaccharide acceptor with a trisaccharide donor as the key step to give a protected heptasaccharide 17. Subsequent two-step deprotection of 17 afforded the heptamannoside 18, which was then Conjugated with BSA using the squarate procedure. (C) 2008 Elsevier Ltd. All rights reserved.