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A peptide‐based coating toolbox to enable click chemistry on polymers, metals, and silicon through sortagging
Biotechnology and Bioengineering ( IF 3.5 ) Pub Date : 2021-01-06 , DOI: 10.1002/bit.27666
Maximilian Nöth 1, 2 , Zhi Zou 1, 2 , Islam El-Awaad 1, 3 , Letícia C de Lencastre Novaes 2 , Guilherme Dilarri 4 , Mehdi D Davari 1 , Henrique Ferreira 4 , Felix Jakob 1, 2 , Ulrich Schwaneberg 1, 2
Affiliation  

A versatile peptide‐based toolbox for surface functionalization was established by a combination of a universal material binding peptide (LCI‐anchor peptide) and sortase‐mediated bioconjugation (sortagging). This toolbox facilitates surface functionalization either as a one‐ or a two‐step strategy. In the case of the one‐step strategy, the desired functionality was directly introduced to LCI. For the two‐step strategy, LCI was modified with a reactive group, which can be further functionalized (e.g., employing “click” chemistry). Sortagging of LCI, employing sortase A from Staphylococcus aureus, was achieved with six different amine compounds: dibenzocyclooctyne amine, biotin‐polyethylene glycol amine, Cyanine‐3 amine, kanamycin, methoxypolyethylene glycol amine (Mn = 5000 Da), and 2,2,3,3,4,4,4‐Heptafluorobutylamine. The purification of LCI‐amine sortagging products was performed by a negative purification using Strep‐tag II affinity chromatography, resulting in LCI‐amine conjugates with purities >90%. For the two‐step strategy, the LCI‐dibenzocyclooctyne sortagging product was purified and enabled, through copper‐free azide–alkyne “click” chemistry, universal surface functionalization of material surfaces such as polypropylene, polyethylene terephthalate, stainless steel, gold, and silicon. The click reaction was performed before or after surface binding of LCI‐dibenzocyclooctyne. Finally, in the case of the one‐step strategy, polypropylene was directly functionalized with Cyanine‐3 and biotin‐polyethylene glycol amine.

中文翻译:

一种基于肽的涂层工具箱,可通过分类在聚合物、金属和硅上进行点击化学

通过结合通用材料结合肽(LCI-锚定肽)和分选酶介导的生物缀合(分选),建立了一个多功能的基于肽的表面功能化工具箱。该工具箱可作为一步或两步策略促进表面功能化。在一步策略的情况下,所需的功能被直接引入 LCI。对于两步策略,LCI 用一个反应基团进行了修饰,该基团可以进一步官能化(例如,采用“点击”化学)。LCI 的分选,使用来自金黄色葡萄球菌的分选酶 A, 是用六种不同的胺化合物实现的:二苯并环辛炔胺、生物素-聚乙二醇胺、Cyanine-3 胺、卡那霉素、甲氧基聚乙二醇胺 (Mn = 5000 Da) 和 2,2,3,3,4,4,4-七氟丁胺。LCI-胺分选产物的纯化通过使用Strep的负纯化进行-tag II 亲和层析,得到纯度 >90% 的 LCI-胺偶联物。对于两步策略,LCI-二苯并环辛炔分选产品通过无铜叠氮化物-炔烃“点击”化学进行纯化,并实现聚丙烯、聚对苯二甲酸乙二醇酯、不锈钢、金和硅等材料表面的通用表面功能化. 点击反应在 LCI-二苯并环辛炔的表面结合之前或之后进行。最后,在一步策略的情况下,聚丙烯直接用 Cyanine-3 和生物素-聚乙二醇胺官能化。
更新日期:2021-03-17
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