A bifunctional poly(ethylene glycol) silane immobilized on metallic oxide-based nanoparticles for conjugation with cell targeting agents

A bifunctional poly(ethylene glycol) silane immobilized on metallic oxide-based nanoparticles for conjugation with cell targeting agents
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DOI:
10.1021/ja049195r
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发表时间:
2004-06-16
影响因子:
15
通讯作者:
Zhang, MQ
Zhang, MQ
中科院分区:
化学1区
文献类型:
--
作者:
Kohler, N;Fryxell, GE;Zhang, MQ

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合成了一种端三氟乙酯的聚乙二醇硅烷,并将其自组装到氧化铁纳米颗粒上。这样制备的纳米颗粒系统具有通过羧基或胺端基团与细胞靶向剂结合的灵活性,用于许多生物医学应用,包括磁共振成像(MRI)和受控药物输送。通过对聚乙二醇二酸进行改性,生成相应的双三氟乙酯(TFEE),再与3-氨基丙基三乙氧基硅烷(APS)反应,合成了三氟乙基硅烷。与聚乙二醇链偶联的APE提供了聚乙二醇自组装单分子膜(SAM)的稳定性,并通过在单层结构中存在的羰基和胺基团之间建立氢键来增加纳米颗粒上的聚乙二醇单分子膜的堆积密度。用核磁共振氢谱和傅里叶变换红外光谱(FTIR)证实了合成的聚乙二醇Tefe硅烷的成功。用含有羧酸基和端胺基团的叶酸证明了聚乙二醇TEFE的偶联柔性,并用FTIR进行了验证。透射电子显微镜分析表明,在聚乙二醇包覆和叶酸包覆前后,纳米粒子的分散性较好。
A trifluoroethylester-terminal poly(ethylene glycol) (PEG) silane was synthesized and self-assembled on iron oxide nanoparticles. The nanoparticle system thus prepared has the flexibility to conjugate with cell targeting agents via either carboxylic or amine terminal groups for a number of biomedical applications, including magnetic resonance imaging (MRI) and controlled drug delivery. The trifluoroethylester silane was synthesized by modifying a PEG diacid to form the corresponding bistrifluoroethylester (TFEE), followed by a reaction with 3-aminopropyltriethoxysilane (APS). The APE; coupled with PEG chains confers the stability of PEG self-assembled monolayers (SAMs) and increases the PEG packing density on nanoparticles by establishing hydrogen bonding between the carbonyl and amine groups present within the monolayer structure. The success of the synthesis of the PEG TEFE silane was confirmed with H-1 NMR and Fourier transform infrared spectroscopy (FTIR). The conjugating flexibility of the PEG TEFE was demonstrated with folic acid that had carboxylic acid groups and amine terminal groups, respectively, and was confirmed by FTIR. TEM analysis showed the well-dispersed nanoparticles before and after they were coated with PEG and folic acid.