(2R,3R,4S,5R,6R)-2-(hexadecylamino)-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol | 3676-77-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5R,6R)-2-(hexadecylamino)-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
• 英文别名: (2R,3R,4S,5R,6R)-2-(hexadecylamino)-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 3676-77-5
• 化学式: C₂₂H₄₅NO₅
• 分子量: 403.603
• InChiKey: SYUBNBITHGKZMU-CDJZJNNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  102
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  十六胺 、 β-半乳糖苷酶 以 甲醇 为溶剂， 以76%的产率得到(2R,3R,4S,5R,6R)-2-(hexadecylamino)-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
  参考文献：
  名称：

  Influence of the Variation of the Alkyl Chain Length ofN-Alkyl-β-d-glycosylamine Derivatives on Antifungal Properties

  摘要：

  Twelve new glucosidic and galactosidic derivatives of N-alkylaminosugars with different alkylamines from 6 to 18 carbons were synthesized and characterized by H-1 and C-13 NMR. Their antifungal activity against the food fungal pathogen Aspergillus niger was evaluated using the radial growth assay. The influence of the variation of the alkyl chain length of N-alkylaminosugars on the mycelium growth was then discussed. Inhibition by the different alkylamines is shown as a biostatic effect rather than a biocidal effect. It was observed that alkylamines keep their antifungal properties after a thermal treatment compatible with food packaging and processing.

  DOI：

  10.1021/jf3015798

文献信息

• Influence of the Variation of the Alkyl Chain Length of<i>N</i>-Alkyl-β-<scp>d</scp>-glycosylamine Derivatives on Antifungal Properties
  作者：Virginie Neto、Aurélien Voisin、Valérie Héroguez、Stéphane Grelier、Véronique Coma

  DOI：10.1021/jf3015798

  日期：2012.10.24

  Twelve new glucosidic and galactosidic derivatives of N-alkylaminosugars with different alkylamines from 6 to 18 carbons were synthesized and characterized by H-1 and C-13 NMR. Their antifungal activity against the food fungal pathogen Aspergillus niger was evaluated using the radial growth assay. The influence of the variation of the alkyl chain length of N-alkylaminosugars on the mycelium growth was then discussed. Inhibition by the different alkylamines is shown as a biostatic effect rather than a biocidal effect. It was observed that alkylamines keep their antifungal properties after a thermal treatment compatible with food packaging and processing.