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Codeposition of Levodopa and Polyethyleneimine: Reaction Mechanism and Coating Construction
ACS Applied Materials & Interfaces ( IF 8.3 ) Pub Date : 2020-11-19 , DOI: 10.1021/acsami.0c16142
Shang-Jin Yang 1 , Ling-Yun Zou 1 , Chang Liu 1 , Qi Zhong 2 , Zhao-Yu Ma 1 , Jing Yang 3 , Jian Ji 1 , Peter Müller-Buschbaum 4, 5 , Zhi-Kang Xu 1
ACS Applied Materials & Interfaces ( IF 8.3 ) Pub Date : 2020-11-19 , DOI: 10.1021/acsami.0c16142
Shang-Jin Yang 1 , Ling-Yun Zou 1 , Chang Liu 1 , Qi Zhong 2 , Zhao-Yu Ma 1 , Jing Yang 3 , Jian Ji 1 , Peter Müller-Buschbaum 4, 5 , Zhi-Kang Xu 1
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Mussel-inspired poly(catecholamine) coatings from polydopamine (PDA) have been widely studied to design functional coatings for various materials. The chemical precursor of dopamine (DA), levodopa (l-DOPA, 3,4-dihydroxyphenyl-l-alanine), is known as the main element of mussel adhesive foot protein, but it is relatively hard to be constructed into a desirable coating on a given material surface under the same conditions as those for DA. Herein, we report a codeposition strategy to achieve the rapid fabrication of mussel-inspired coatings by l-DOPAwith polyethyleneimine (PEI) and to deeply understand the formation mechanism of those aggregates and coatings from l-DOPA/PEI. DFT calculations, fluorescence spectra, nuclear magnetic resonance analysis, and liquid chromatography–tandem mass spectrometry identification demonstrate that the formation of l-DOPA/PEI aggregates is effectively accelerated by PEI crosslinking with those intermediates of oxidized l-DOPA, including l-DOPAquinone and 5,6-dihydroxyindole-2-carboxylic acid as well as 5,6-dihydroxyindole, through Michael-addition and Schiff-base reactions. Therefore, we can facilely control the growth rate and the particle size of the l-DOPA/PEI aggregates in the deposition solution by adjusting the concentration of PEI. The coating formation rate of l-DOPA/PEI is four times faster than that of PDA and DA/PEI within 12 h. These l-DOPA/PEI coatings are demonstrated to display potential as structure colors, superhydrophilic surfaces, and antibacterial materials.
中文翻译:
左旋多巴与聚乙烯亚胺的共沉积:反应机理与涂层构建
来自聚多巴胺 (PDA) 的受贻贝启发的聚(儿茶酚胺)涂层已被广泛研究,以设计用于各种材料的功能性涂层。多巴胺(DA)的化学前体,左旋多巴(l -DOPA,3,4-二羟基苯基-l-丙氨酸),被认为是贻贝粘足蛋白的主要成分,但它相对难以构建成理想的涂层在与 DA 相同的条件下在给定的材料表面上。在此,我们报告了一种共沉积策略,通过l -DOPA 和聚乙烯亚胺 (PEI)实现了仿贻贝涂层的快速制造,并深入了解了这些聚集体和l涂层的形成机制-多巴/PEI。DFT 计算、荧光光谱、核磁共振分析和液相色谱-串联质谱鉴定表明,通过 PEI 与氧化l -DOPA的中间体交联,包括l -DOPAquinone 和5,6-二羟基吲哚-2-羧酸以及 5,6-二羟基吲哚,通过迈克尔加成和席夫碱反应。因此,我们可以通过调节 PEI 的浓度,轻松控制沉积溶液中l -DOPA/PEI 聚集体的生长速率和粒径。涂层形成率l-DOPA/PEI 在 12 小时内比 PDA 和 DA/PEI 快四倍。这些l -DOPA/PEI 涂层被证明具有作为结构颜色、超亲水表面和抗菌材料的潜力。
更新日期:2020-12-02
中文翻译:

左旋多巴与聚乙烯亚胺的共沉积:反应机理与涂层构建
来自聚多巴胺 (PDA) 的受贻贝启发的聚(儿茶酚胺)涂层已被广泛研究,以设计用于各种材料的功能性涂层。多巴胺(DA)的化学前体,左旋多巴(l -DOPA,3,4-二羟基苯基-l-丙氨酸),被认为是贻贝粘足蛋白的主要成分,但它相对难以构建成理想的涂层在与 DA 相同的条件下在给定的材料表面上。在此,我们报告了一种共沉积策略,通过l -DOPA 和聚乙烯亚胺 (PEI)实现了仿贻贝涂层的快速制造,并深入了解了这些聚集体和l涂层的形成机制-多巴/PEI。DFT 计算、荧光光谱、核磁共振分析和液相色谱-串联质谱鉴定表明,通过 PEI 与氧化l -DOPA的中间体交联,包括l -DOPAquinone 和5,6-二羟基吲哚-2-羧酸以及 5,6-二羟基吲哚,通过迈克尔加成和席夫碱反应。因此,我们可以通过调节 PEI 的浓度,轻松控制沉积溶液中l -DOPA/PEI 聚集体的生长速率和粒径。涂层形成率l-DOPA/PEI 在 12 小时内比 PDA 和 DA/PEI 快四倍。这些l -DOPA/PEI 涂层被证明具有作为结构颜色、超亲水表面和抗菌材料的潜力。