1,2-O-dioctanoyl-3-O-(β-D-galactopyranosyl)glycerol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,2-O-dioctanoyl-3-O-(β-D-galactopyranosyl)glycerol
• 英文别名: dioctanoyl glycerol galactoside conjugate；[2-octanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] octanoate
• 化学式: C₂₅H₄₆O₁₀
• 分子量: 506.634
• InChiKey: UWAHGIGEXYIXRH-XBRKVSQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  35
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3-O-(2',3',4',6'-tetra-O-levulinoyl-β-D-galactopyranosyl)glycerol 在 吡啶 、 4-二甲氨基吡啶 、 一水合肼 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 1,2-O-dioctanoyl-3-O-(β-D-galactopyranosyl)glycerol
  参考文献：
  名称：

  Chemoenzymatic synthesis and in vitro studies on the hydrolysis of antimicrobial monoglycosyl diglycerides by pancreatic lipase

  摘要：

  Monoglucosyl and monogalactosyl diglycerides (MGDGs) with medium-long length acyl chains, identified as active components in Euphorbiaccae, were synthesized. They were examined for antimicrobial activity against Gram-positive, Gram-negative bacteria and fungi. MGDGs with two octanoyl groups at both 1- and 2-positions showed the most potent activity. The stereoselectivity of pancreatic lipase was investigated in vitro where the preference for the 1 position in MGDGs is strictly related to the length of the acyl chains. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.019

文献信息

• Chemoenzymatic synthesis and antimicrobial activity evaluation of monogalactosyl diglycerides
  作者：Francesca Cateni、Paolo Bonivento、Giuseppe Procida、Marina Zacchigna、Luciana Gabrielli Favretto、Giuditta Scialino、Elena Banfi

  DOI：10.1016/j.ejmech.2007.03.012

  日期：2008.1

  examined for antimicrobial activity against Gram positive, Gram negative bacteria and fungi. The study of their in vitro antimicrobial activity confirms the significant activity of some monogalactosyl diacylglycerol analogues and establishes for the galactose series that the 1,2-disubstitution and the octanoyl chain are the proper structural features for the maximum activity.

  制备具有中等至长脂肪酸酰基链的单半乳糖甘油二酯，并检查其对革兰氏阳性，革兰氏阴性细菌和真菌的抗菌活性。对它们的体外抗菌活性的研究证实了某些单半乳糖基二酰基甘油类似物的显着活性，并为半乳糖系列确定了1,2-二取代基和辛酰基链是最大活性的适当结构特征。
• Compositions and methods for targeted enzymatic release of cell regulatory compounds
  申请人：Marker Gene Technologies, Inc.

  公开号：US06656917B1

  公开（公告）日：2003-12-02

  Novel pro-drugs and methods for their use to alter the growth and biological characteristics of living cells, tissues, or whole organisms are described. The methods allow for selective activation of the pro-drugs at or near transformant host cells expressing a gene for an enzyme that activates the pro-drugs. Pro-drugs according to a preferred embodiment of the invention are conjugates of a bioactive compound and a chemical group that is capable of being cleaved from the bioactive compound by action of an enzyme. Methods according to this invention include, (a) introducing into targeted cells a gene encoding an enzyme and (b) administering a pro-drug, wherein the enzyme releases the pro-drug from conjugation. In a preferred embodiment of the invention, the gene encoding the enzyme is a marker gene.

  本发明描述了新型前药及其用于改变活细胞、组织或整个生物体的生长和生物学特性的方法。该方法允许在表达激活前药酶基因的转化宿主细胞附近或附近选择性地激活前药。根据本发明的一个优选实施例，前药是生物活性化合物与能够通过酶作用从生物活性化合物中裂解出来的化学基团的缀合物。根据本发明的方法包括：(a)将编码酶的基因引入目标细胞；(b)施用前药，其中酶从前药缀合物中释放前药。在本发明的一个优选实施例中，编码酶的基因是标记基因。
• METHOD FOR PREPARING MICROVESICULAR ADAM15
  申请人：INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY

  公开号：US20140212949A1

  公开（公告）日：2014-07-31

  The present invention relates to a method for preparing microvesicular ADAM15, comprising: (a) a step of activating protein kinase C (PKC) of separated mammalian cells; and (b) a step of separating microvesicle-containing ADAM15 from the mammalian cells. According to the present invention, a method for preparing microvesicular ADAM15 from mammalian cells is provided, and a novel cell regulation mechanism mediated by ADAM proteins is provided by the study of the function of the microvesicular ADAM15. Further, the present invention may provide a novel anti-cancer drug using microvesicular ADAM15, which inhibits adhesion, proliferation and migration of tumor cells.
• Chemoenzymatic synthesis and in vitro studies on the hydrolysis of antimicrobial monoglycosyl diglycerides by pancreatic lipase
  作者：Francesca Cateni、Paolo Bonivento、Giuseppe Procida、Marina Zacchigna、Giuditta Scialino、Elena Banfi

  DOI：10.1016/j.bmcl.2007.01.019

  日期：2007.4

  Monoglucosyl and monogalactosyl diglycerides (MGDGs) with medium-long length acyl chains, identified as active components in Euphorbiaccae, were synthesized. They were examined for antimicrobial activity against Gram-positive, Gram-negative bacteria and fungi. MGDGs with two octanoyl groups at both 1- and 2-positions showed the most potent activity. The stereoselectivity of pancreatic lipase was investigated in vitro where the preference for the 1 position in MGDGs is strictly related to the length of the acyl chains. (c) 2007 Elsevier Ltd. All rights reserved.