本研究製備對酸鹼值與還原環境應答，且具有細胞標靶功能的聚電解質複合 (polyelectrolyte complex) (PEC) 粒子，組成PEC粒子的聚電解質分別為:帶正電的醣修飾聚賴胺酸接枝硫辛酸(lactobionolatone modified poly(L-lysine)-graft-lipoic acid) (PLL-g-Lipo-g-Lac)與負電的聚丙烯酸(poly (acrylic acid)) (PAA)，混合形成PEC粒子帶電外層由過量的聚電解質與雙醣基團組成，其中PLL-g-Lipo-g-Lac是由具保護基的賴胺酸形成N-carboxyanhydrides (NCAs)經開環聚合(ring-opening polymerization) (ROP)合成poly(Z-L-lysine) (PZLL)，PZLL去除保護基後經過硫辛酸修飾與醣修飾後得到PLL-g-Lipo-g-Lac，不同分子量PLL與硫辛酸和醣接枝的比例則由超導核磁共振光譜儀(Nuclear Magnetic Resonance Spectrophotometer)(NMR)鑑定，不同溶液條件下製得PEC粒子的粒徑、Zeta-potential、形態與結構，分別由動態光散射分析儀(dynamic light scattering) (DLS)、Zeta 電位分析儀、穿透式電子顯微鏡(transmission electron microscopy) (TEM) 與圓二色光譜儀(circular dichroism) (CD)分析。藉由調控組成的聚電解質比例、分子量與接枝比例，PEC粒子可以帶有正或負的不同電性，形成的粒徑在50到200奈米之間。實驗結果顯示，PEC粒子能對環境的酸鹼度與還原特性做出應答，藉由加入具專一性的凝集素與PEC粒子外層的醣基結合，證明PEC粒子具有生物辨識功能，再配合PEC具有的雙環境應答功能，，這些PEC粒子具有應用藥物傳輸與標靶治療等生醫領域的潛力。

In this study, novel pH and redox-responsive, cellular targeting polyelectrolyte complex (PEC) particles were developed. By mixing the polycation and polyanion, lactobionolatone modified poly(L-lysine)-graft-lipoic acid (PLL-g-Lipo-g-Lac) and poly acrylic acid (PAA), PEC particles can be formed with excess polyelectrolyte and saccharide group on the corona. PLL polypeptides were prepared by synthesizing poly(Z-L-lysine) (PZLL) via ring-opening polymerization (ROP) from Z-L-lysine N-carboxyanhydrides (NCAs) and subsequently removing the protecting Z group. PLL-g-Lipo-g-Lac graft copolypeptides with different polypeptide chain lengths and grafting degrees of lipoic acid were synthesized. The grafting degrees of lipoic acid and saccharide group were determined by Nuclear Magnetic Resonance Spectrophotometer (NMR). The size, charge, chain conformation, and morphology of the as-prepared PEC particles at different solution conditions were characterized by dynamic light scattering (DLS), aqueous electrophoresis, transmission electron microscopy (TEM) and circular dichroism (CD) measurements. The positively and negatively charged PEC particles with size ranged between 50 and 200 nm can be prepared by varying polymer chain length, grafting degree, and composition. The experimental data revealed that these PEC particles can response to the pH and oxidation/reduction changes in the environment. The selective lectin binding experiments confirmed that the galactose units on the particles can be used in biorecognition applications. Combining their dual-response and liver cell targeting ability, these PEC particles could be useful in biomedical fields such as drug delivery.

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