sucrose | 1428146-77-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: sucrose
• 英文别名: (2R,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-3,4-bis(dec-9-ynoxy)-2,5-bis(dec-9-ynoxymethyl)oxolan-2-yl]oxy-3,4,5-tris(dec-9-ynoxy)-6-(dec-9-ynoxymethyl)oxane
• CAS: 1428146-77-3
• 化学式: C₉₂H₁₅₀O₁₁
• 分子量: 1432.2
• InChiKey: DYXOFFYFVUIGRI-MGEPBVMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  26.4
• 重原子数：
  103
• 可旋转键数：
  77
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  、 sucrose 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 96.0h， 生成 sucrose
  参考文献：
  名称：

  Demonstration of a sucrose-derived contrast agent for magnetic resonance imaging of the GI tract

  摘要：

  A scaffold bearing eight terminal alkyne groups was synthesized from sucrose, and copies of an azide-terminated Gd-DOTA complex were attached via copper(I)-catalyzed azide-alkyne cycloaddition. The resulting contrast agent (CA) was administered by gavage to C3H mice. Passage of the CA through the gastrointestinal (GI) tract was followed by T-1-weighted magnetic resonance imaging (MRI) over a period of 47 h, by which time the CA had exited the GI tract. No evidence for leakage of the CA from the GI tract was observed. Thus, a new, orally administered CA for MRI of the GI tract has been developed and successfully demonstrated. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.008
• 作为产物：
  描述：

  10-bromodec-1-yne 、 蔗糖 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 37.0h， 以68%的产率得到sucrose
  参考文献：
  名称：

  Demonstration of a sucrose-derived contrast agent for magnetic resonance imaging of the GI tract

  摘要：

  A scaffold bearing eight terminal alkyne groups was synthesized from sucrose, and copies of an azide-terminated Gd-DOTA complex were attached via copper(I)-catalyzed azide-alkyne cycloaddition. The resulting contrast agent (CA) was administered by gavage to C3H mice. Passage of the CA through the gastrointestinal (GI) tract was followed by T-1-weighted magnetic resonance imaging (MRI) over a period of 47 h, by which time the CA had exited the GI tract. No evidence for leakage of the CA from the GI tract was observed. Thus, a new, orally administered CA for MRI of the GI tract has been developed and successfully demonstrated. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.008

文献信息

• Demonstration of a sucrose-derived contrast agent for magnetic resonance imaging of the GI tract
  作者：Gary V. Martinez、Suryakiran Navath、Kamini Sewda、Venkataramanarao Rao、Parastou Foroutan、Ramesh Alleti、Valerie E. Moberg、Ali M. Ahad、Domenico Coppola、Mark C. Lloyd、Robert J. Gillies、David L. Morse、Eugene A. Mash

  DOI：10.1016/j.bmcl.2013.02.008

  日期：2013.4

  A scaffold bearing eight terminal alkyne groups was synthesized from sucrose, and copies of an azide-terminated Gd-DOTA complex were attached via copper(I)-catalyzed azide-alkyne cycloaddition. The resulting contrast agent (CA) was administered by gavage to C3H mice. Passage of the CA through the gastrointestinal (GI) tract was followed by T-1-weighted magnetic resonance imaging (MRI) over a period of 47 h, by which time the CA had exited the GI tract. No evidence for leakage of the CA from the GI tract was observed. Thus, a new, orally administered CA for MRI of the GI tract has been developed and successfully demonstrated. (C) 2013 Elsevier Ltd. All rights reserved.