n-tetradecanyl α-D-galactopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: n-tetradecanyl α-D-galactopyranoside
• 英文别名: tetradecyl α-D-galactopyranoside；(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-tetradecoxyoxane-3,4,5-triol
• 化学式: C₂₀H₄₀O₆
• 分子量: 376.534
• InChiKey: ORUDEUCNYHCHPB-CXQPBAHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  十四醇 在 4 A molecular sieve 、 四氯化锡 作用下， 以 甲醇 、 二氯甲烷 、 水 、 三乙胺 为溶剂， 反应 96.0h， 生成 n-tetradecanyl α-D-galactopyranoside
  参考文献：
  名称：

  Konstantinović; Dimitrijević; Radulović, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 598 - 603

  摘要：

  DOI：

文献信息

• Synthesis of anthrose lipidic derivative as mimic of<i>B. anthracis</i>BclA glycoprotein for use in ELISA-like binding assays
  作者：Andreja Jakas、Milica Perc、Josipa Suć、Maria C. Rodriguez、Mare Cudic、Predrag Cudic

  DOI：10.1080/07328303.2016.1139124

  日期：2016.2.12

  The surfaces of Bacillus anthracis endospores expose anthrose-containing oligosaccharides, which have been considered for use as a target for specific detection of the spores. In this direction, we have developed an efficient and straightforward synthetic strategy toward anthrose lipidic derivate tetradecyl 4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-beta-d-glucopyranoside 16 as a model target for B. anthracis spores. The ability of the prepared anthrose and glucose (for control purposes) lipidic derivatives to display on a multiwell plate was demonstrated by a colorimetric phenol-sulfuric acid assay and their potential utility in multiwell binding assays was assessed using fluorescein-labeled concanavalin A (ConA-FITC) and Aleuria aurantia (AAL-FITC).
• The anomeric mixture of some O-galactolipid derivatives is more toxic against cancer cells than either anomer alone
  作者：Shao-Xing Song、Ming-Li Wu、Xiao-Peng He、Yu-Bo Zhou、Li Sheng、Jia Li、Guo-Rong Chen

  DOI：10.1016/j.bmcl.2012.01.069

  日期：2012.3

  The anomeric mixture of a series of O-galactolipid derivatives is revealed to be more toxic against several cancer cell lines than their either single component with the pure alpha- or beta-configuration. This interesting phenomenon has been confirmed on pairs of synthesized O-galactosyl anomers bearing length-varied alkyl chains at the lipid end. Furthermore, the most potent mixture was determined inoffensive to a normal cell line tested. (C) 2012 Elsevier Ltd. All rights reserved.
• Konstantinović; Dimitrijević; Radulović, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 598 - 603
  作者：Konstantinović、Dimitrijević、Radulović

  DOI：——

  日期：——