Predictive Molecular Design and Structure-Property Validation of Novel Terpene-Based, Sustainably Sourced Bacterial Biofilm-Resistant Materials.
Predictive Molecular Design and Structure-Property Validation of Novel Terpene-Based, Sustainably Sourced Bacterial Biofilm-Resistant Materials.
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DOI：
10.1021/acs.biomac.2c00721
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发表时间：
2023-02-13
影响因子：
6.2
通讯作者：
Irvine DJ
中科院分区：
文献类型：
--
作者：
Cuzzucoli Crucitti V;Ilchev A;Moore JC;Fowler HR;Dubern JF;Sanni O;Xue X;Husband BK;Dundas AA;Smith S;Wildman JL;Taresco V;Williams P;Alexander MR;Howdle SM;Wildman RD;Stockman RA;Irvine DJ
在这项工作中提出的是使用的分子描述符，称为α参数，以帮助设计一系列新的，基于term的，可持续的聚合物，耐生物膜形成的模式细菌病原体铜绿假单胞菌。为了实现这一目标，通过将α参数应用于其分子结构中的关键特征，预测了一系列最近报道的term衍生单体在聚合时提供生物膜抗性的潜力并对其进行了排名。这些单体衍生自市售萜烯（即，α-蒎烯、β-蒎烯和香芹酮），并且使用高通量聚合筛选（以微阵列形式）和体外测试的组合来证实所得新型（甲基）丙烯酸酯聚合物的生物膜抗性性质的预测。此外，表现出最高的预测生物膜抗生物膜行为并且需要少于两个合成阶段来生成的单体被按比例放大并使用喷墨“基于阀的”3D打印机成功打印。此外，这些材料被用于生产聚合物表面活性剂，这些聚合物表面活性剂被成功地用于微流体处理，以产生具有生物指导性表面的微粒。作为放大过程的一部分，在通过甲基丙烯酰氧基化的甲基丙烯酸α-萜品酯的一步合成中观察到一种新的重排，这导致甲基丙烯酸异冰片基-异冰片基酯单体混合物的分离，并且所得共聚物也显示出耐细菌附着。由于在当前文献中对采用这些新颖的基于三元乙丙橡胶的聚合物作为石油化学衍生的塑料的绿色替代物存在极大的兴趣，因此这些观察结果具有产生新的生物抗性涂层、包装材料、纤维、医疗装置等的显著潜力。
Presented in this work is the use of a molecular descriptor, termed the α parameter, to aid in the design of a series of novel, terpene-based, and sustainable polymers that were resistant to biofilm formation by the model bacterial pathogen Pseudomonas aeruginosa. To achieve this, the potential of a range of recently reported, terpene-derived monomers to deliver biofilm resistance when polymerized was both predicted and ranked by the application of the α parameter to key features in their molecular structures. These monomers were derived from commercially available terpenes (i.e., α-pinene, β-pinene, and carvone), and the prediction of the biofilm resistance properties of the resultant novel (meth)acrylate polymers was confirmed using a combination of high-throughput polymerization screening (in a microarray format) and in vitro testing. Furthermore, monomers, which both exhibited the highest predicted biofilm anti-biofilm behavior and required less than two synthetic stages to be generated, were scaled-up and successfully printed using an inkjet “valve-based” 3D printer. Also, these materials were used to produce polymeric surfactants that were successfully used in microfluidic processing to create microparticles that possessed bio-instructive surfaces. As part of the up-scaling process, a novel rearrangement was observed in a proposed single-step synthesis of α-terpinyl methacrylate via methacryloxylation, which resulted in isolation of an isobornyl–bornyl methacrylate monomer mixture, and the resultant copolymer was also shown to be bacterial attachment-resistant. As there has been great interest in the current literature upon the adoption of these novel terpene-based polymers as green replacements for petrochemical-derived plastics, these observations have significant potential to produce new bio-resistant coatings, packaging materials, fibers, medical devices, etc.
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DOI：
10.1002/adma.201501351
发表时间：
2015-07-15
期刊：
Advanced materials (Deerfield Beach, Fla.)
影响因子：
--
作者：
Celiz AD;Smith JG;Patel AK;Hook AL;Rajamohan D;George VT;Flatt L;Patel MJ;Epa VC;Singh T;Langer R;Anderson DG;Allen ND;Hay DC;Winkler DA;Barrett DA;Davies MC;Young LE;Denning C;Alexander MR
通讯作者：
Alexander MR
影响因子：
15
作者：
Blumel, Marcus;Nagasawa, Shota;Sarpong, Richmond
通讯作者：
Sarpong, Richmond
影响因子：
9.5
作者：
Crucitti, Valentina Cuzzucoli;Contreas, Leonardo;Irvine, Derek J.
通讯作者：
Irvine, Derek J.
影响因子：
8.4
作者：
Droesbeke, Martijn A.;Du Prez, Filip E.
通讯作者：
Du Prez, Filip E.
DOI：
10.1002/adma.201903513
发表时间：
2019-12
期刊：
Advanced materials (Deerfield Beach, Fla.)
影响因子：
--
作者：
Dundas AA;Sanni O;Dubern JF;Dimitrakis G;Hook AL;Irvine DJ;Williams P;Alexander MR
通讯作者：
Alexander MR