Facile synthesis of phosphatidyl saccharides for preparation of anionic nanoliposomes with enhanced stability.
Facile synthesis of phosphatidyl saccharides for preparation of anionic nanoliposomes with enhanced stability.
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DOI：
10.1371/journal.pone.0073891
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发表时间：
2013
期刊：
影响因子：
3.7
通讯作者：
Guo Z
中科院分区：
文献类型：
--
作者：
Song S;Cheong LZ;Falkeborg M;Liu L;Dong M;Jensen HM;Bertelsen K;Thorsen M;Tan T;Xu X;Guo Z
储存期间的物理稳定性和对脱水/再水化等加工的物理稳定性是设计运载工具的基石。本工作通过磷脂酶D（PLD）介导的转磷脂酰化反应，在双相反应体系中，将单、双和三取代的磷脂酰偶联到磷脂酰上。纯化产物经结构鉴定，并通过1H，31 P，13 C NMR脉冲序列和LC-ESI-FTMS精确映射了碳水化合物与磷脂酰部分的连接性。以合成的磷脂酰胆碱作为唯一的仿生组分制备纳米脂质体。结果发现，磷脂酰肌醇的临界胶束浓度（CMC）增加，作为更庞大的糖部分（单到三）的介绍。磷脂酰二糖的膜曲率最大。与两性离子型磷脂酰胆碱脂质体相比，所有磷脂酰胆碱脂质体均为阴离子型，并在储存期间表现出显著增强的稳定性。根据共聚焦激光扫描显微镜（CLSM）和原子力显微镜（AFM）分析，由合成磷脂酰胆碱形成的纳米脂质体也显示出优异的抗脱水/再水化过程的稳定性，其中大部分脂质体结构保持完整。糖部分中丰富的羟基可能提供足够的氢键以用于稳定。这项工作表明，合成的磷脂酰胆碱能够作为酶促反应的材料，可以形成稳定的纳米脂质体，而无需添加稳定的赋形剂。
Physical stability during storage and against processing such as dehyration/rehydration are the cornerstone in designing delivery vehicles. In this work, mono-, di- and tri-saccharides were enzymatically conjugated to phosphatidyl group through a facile approach namely phospholipase D (PLD) mediated transphosphatidylation in a biphasic reaction system. The purified products were structurally identified and the connectivities of carbohydrate to phosphatidyl moiety precisely mapped by 1H, 31P, 13C NMR pulse sequences and LC-ESI-FTMS. The synthetic phosphatidyl saccharides were employed as the sole biomimetic component for preparation of nanoliposomes. It was found that the critical micelle concentration (CMC) of phosphatidyl saccharides increases as more bulky sugar moiety (mono- to tri-) is introduced. Phosphatidyl di-saccharide had the largest membrane curvature. In comparison to the zwitterionic phosphatidylcholine liposome, all phosphatidyl saccharides liposomes are anionic and demonstrated significantly enhanced stability during storage. According to the confocal laser scan microscopy (CLSM) and atom force microscopy (AFM) analyses, the nanoliposomes formed by the synthetic phosphatidyl saccharides also show excellent stability against dehydration/rehydration process in which most of the liposomal structures remained intact. The abundance hydroxyl groups in the saccharide moieties might provide sufficient H-bondings for stabilization. This work demonstrated the synthesized phosphatidyl saccharides are capable of functioning as enzymatically liable materials which can form stable nanoliposomes without addition of stabilizing excipients.
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影响因子：
15
作者：
Liu, SC;O'Brien, DF
通讯作者：
O'Brien, DF
影响因子：
3.9
作者：
Murthy, Bandaru Narasimha;Zeile, Susanne;Voelcker, Nicolas H.
通讯作者：
Voelcker, Nicolas H.
影响因子：
--
作者：
Qi, Wei;Wang, Anhe;Li, Junbai
通讯作者：
Li, Junbai
DOI：
10.1073/pnas.0801763105
发表时间：
2008-08-19
影响因子：
11.1
作者：
Gratton, Stephanie E. A.;Ropp, Patricia A.;DeSimone, Joseph M.
通讯作者：
DeSimone, Joseph M.
影响因子：
10.8
作者：
AUSBORN, M;SCHREIER, H;NUHN, P
通讯作者：
NUHN, P