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首页> 外文期刊>Biophysical Chemistry: An International Journal Devoted to the Physical Chemistry of Biological Phenomena >Mixing behaviour of bilayer-forming phosphatidylcholines with single-chain alkyl-branched bolalipids: effect of lateral chain length
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Mixing behaviour of bilayer-forming phosphatidylcholines with single-chain alkyl-branched bolalipids: effect of lateral chain length

机译：单链烷基支链吡咯烷基二聚体形成磷脂酰胆碱的混合行为：侧链长度的影响

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摘要

Liposomes are a promising class of drug delivery vehicles. However, no liposomal formulation has been approved for an oral application so far, due to stability issues of the liposomes in the gastrointestinal tract. Herein, we investigate the miscibility of three novel single-chain alkyl-branched bolalipids PC-C32(1,32Cn)-PC (n = 3, 6, 9) with either saturated or unsaturated phosphatidylcholines by means of differential scanning calorimetry (DSC), transmission electron microscopy (TEM) of stained samples, vitrified specimens, or replica of freeze fractured samples, and dynamic light scattering (DLS). The novel bolalipids contain lateral alkyl chains of different length in 1- and 32-position of the long membrane-spanning C32 alkyl chain. We will show for the first time that these single-chain alkyl-branched bolalipids show a miscibility with bilayer-forming phospholipids by maintaining the vesicular aggregate structure due to the lateral alkyl substituents located next to the phosphocholine headgroup of the bolalipid. We are convinced that these alkyl side chains are able to fill the void volume, which is created when unmodified single-chain bolalipids are inserted in a transmembrane fashion into a phospholipid bilayer. Consequently, the miscibility of our alkyl-chained bolalipids with bilayer-forming phospholipids rose with increasing lengths of the lateral alkyl chain of the bolalipid. Finally, we were successful in preparing liposomes from various bolalipid/phospholipid mixtures, which were stable in size upon storage for at least 21 days. These mixed liposomes (bolasomes) could be used as oral drug delivery systems in the near future.
机译：脂质体是一种有前途的药物递送载体。然而，到目前为止，由于胃肠道中的脂质体的稳定性问题，迄今为止没有批准脂质体制剂。在此，我们通过差示扫描量热法（DSC）研究三种新型单链烷基支链的饱和或不饱和磷脂酰胆碱的三种新型单链烷基烷基支链玻璃PC-C32（1,32cc）-pc（n = 3,6,9）的可混溶性，染色样品的透射电子显微镜（TEM），玻璃化试样或冻结裂缝样品的复制品，以及动态光散射（DLS）。新型玻莱哌哌妥薄含有在长膜跨越C32烷基链的1-和32位的不同长度的横向烷基链。我们将首次展示这些单链烷基支化的鲍拉脂脂脂，通过保持囊泡聚集体的横向烷基取代基由于位于Bolalipid的普罗林哌啉旁边的横向烷基取代基而呈现与双层形成磷脂的混溶性。我们相信，这些烷基侧链能够填充空隙体积，当未改性的单链玻尔匹哌妥脂披肩以跨膜时的方式插入磷脂双层时产生的空隙量。因此，用双层形成磷脂的烷基链吡咯烷基的混溶性随着玻色子的侧向烷基链的增加而升高。最后，我们成功地制备来自各种玻利尔哌啶/磷脂混合物的脂质体，其在储存时尺寸稳定至少21天。这些混合的脂质体（玻罗膦）可以在不久的将来使用作为口服药物递送系统。

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