(2S,3R)-β-D-galactopyranosyl-(1'->1)-2-aminooctadecan-1,3-diol | 2238-89-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• 英文名称: (2S,3R)-β-D-galactopyranosyl-(1'->1)-2-aminooctadecan-1,3-diol
• 英文别名: (D-erythro-2-amino-3-hydroxy-octadecyl)-β-D-galactopyranoside；(D-erythro-2-Amino-3-hydroxy-octadecyl)-β-D-galactopyranosid；beta-D-galactosyl-(1<->1')-sphinganine；(2R,3R,4S,5R,6R)-2-[(2S,3R)-2-amino-3-hydroxyoctadecoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 2238-89-3
• 化学式: C₂₄H₄₉NO₇
• 分子量: 463.656
• InChiKey: FIFSBOWKHSUGDL-ZTJQIGGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  32
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  146
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose 在 甲醇 、 四丁基氟化铵 、 水 、 sodium methylate 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.33h， 生成 (2S,3R)-β-D-galactopyranosyl-(1'->1)-2-aminooctadecan-1,3-diol
  参考文献：
  名称：

  新型 1,2-反式鞘糖脂抗真菌活性的合成与生物学评价

  摘要：

  描述了一系列 1,2-反式糖鞘脂 (GSL) 对白色念珠菌、近平滑念珠菌和热带念珠菌的抗真菌活性的合成和体外生物学评价。初步研究表明，GSLs的糖基种类影响了它们对三种念珠菌的抗真菌活性和选择性，渗透性可能不是之前假设的影响其抗真菌特性的唯一参数，这将为理解抗真菌作用提供新的线索。这些类型的化合物的配置文件。

  DOI：

  10.1002/ardp.201000335

文献信息

• Carter; Fujino, Journal of Biological Chemistry, 1956, vol. 221, p. 879,882
  作者：Carter、Fujino

  DOI：——

  日期：——
• Potato microtubers as research tools: A review
  作者：Warren K. Coleman、Danielle J. Donnelly、Shirlyn E. Coleman

  DOI：10.1007/bf02874824

  日期：2001.1

  Although in vitro production of potato tubers or microtuberization was achieved more than 40 years ago, the application of microtubers in reliable model research systems has been slow to develop. Several factors such as the use of growth regulators in microtuber induction and growth media, the mixotropic nature of the in vitro system, and cultivar-specific responses have led to interpretive difficulties. A cautionary note is also necessary in view of apparent growth and development differences, metabolic alterations, and somaclonal variation encountered in microtubers that may not be found in field-grown tubers. Evidence for strong and consistent analogies between microtubers and field-grown tubers for their induction, growth and development, and metabolism often is lacking. However, several components such as the rapid and near-synchronous induction and growth, which can be modified by a range of exogenous compounds or conditions, make the microtuber a valuable model system. Complex problems such as dormancy also appear to be particularly amenable to examination by the microtuber system. In addition, the use of microtubers as experimental research tools has potential in the areas of plant metabolism, germplasm selection and evaluation, genetic transformation, somatic hybridization, and molecular fanning.
• Klenk; Haerle, Hoppe-Seyler´s Zeitschrift für physiologische Chemie, 1928, vol. 178, p. 221,230
  作者：Klenk、Haerle

  DOI：——

  日期：——
• Synthesis and Biological Evaluation of Antifungal Activities of Novel 1,2-trans Glycosphingolipids
  作者：Ning Ding、Wei Zhang、Guokai Lv、Yingxia Li

  DOI：10.1002/ardp.201000335

  日期：2011.12

  The synthesis and in‐vitro biological evaluation of antifungal activities of a series of 1,2‐trans glycosphingolipids (GSL) against Candida albicans, Candida parapsilosis, and Candida tropicalis were described. The preliminary study indicated that the sort of sugar moiety of GSLs affected their antifungal activities and selectivities towards the three Candida species, and the permeability might not

  描述了一系列 1,2-反式糖鞘脂 (GSL) 对白色念珠菌、近平滑念珠菌和热带念珠菌的抗真菌活性的合成和体外生物学评价。初步研究表明，GSLs的糖基种类影响了它们对三种念珠菌的抗真菌活性和选择性，渗透性可能不是之前假设的影响其抗真菌特性的唯一参数，这将为理解抗真菌作用提供新的线索。这些类型的化合物的配置文件。