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Mussel-Inspired Polymerization of Peptides: The Chemical Activation Route as Key to Broaden the Sequential Space of Artificial Mussel-Glue Proteins.
Macromolecular Rapid Communications ( IF 4.6 ) Pub Date : 2019-11-06 , DOI: 10.1002/marc.201900431
Jana M Kohn 1 , Jerome Riedel 1 , Justus Horsch 1 , Heike Stephanowitz 2 , Hans G Börner 1
Affiliation  

A previously introduced tyrosinase-activated polymerization of Tyr- and Cys-bearing peptides yielding artificial mussel-glue proteins is realized without the need of the specific enzyme by a chemical activation route. This decouples the sequence of polymerizable peptides (unimers) from the constraints of tyrosinase substrates and enables the polymerization of minimal motifs such as Dopa-Lys-Cys (Umini *KC ) or Dopa-Gly-Cys (Umini *GC ). In the polymerization procedure, sodium periodate is used to oxidize Dopa residues of the unimers to Dopa-quinones to which the thiol of a Cys residue is added in a Michael-type reaction. The resulting polyUmini *KC and polyUmini *GC exhibit a thiol-catechol connectivity as a potent adhesive functionality at each repeat unit. QCM-D experiments show the excellent substrate adsorption properties of the products from the chemically activated polymerization. On aluminum oxide surfaces, polyUmini *KC rapidly forms a coating, even under seawater model conditions and the coating resists rinsing with hypersaline solution of 4.2 M salt mixtures. While the sodium periodate oxidation is less specific than the tyrosinase reaction and requires the implementation of Dopa instead of Tyr residues into the polymerizable unimers, the chemical route makes scale-up more easily accessible.

中文翻译:

贻贝启发的肽聚合:化学活化途径是扩大人工贻贝胶蛋白顺序空间的关键。

实现了先前引入的酪氨酸酶激活的Tyr-和Cys-肽的聚合,产生了人工贻贝胶蛋白,而无需通过化学激活途径的特定酶。这使可聚合肽(单体)的序列与酪氨酸酶底物的限制脱钩,并使最小的基序聚合,例如Dopa-Lys-Cys(Umini * KC)或Dopa-Gly-Cys(Umini * GC)。在聚合过程中,高碘酸钠用于将单体的多巴残基氧化为多巴醌,在迈克尔型反应中向其添加了Cys残基的硫醇。所得的polyUmini * KC和polyUmini * GC表现出硫醇-邻苯二酚连接性,作为每个重复单元的有效粘合功能。QCM-D实验表明,化学活化的聚合产物具有出色的底物吸附性能。在氧化铝表面上,即使在海水模型条件下,polyUmini * KC仍能迅速形成涂层,并且该涂层难以用4.2 M盐混合物的高盐溶液冲洗。虽然高碘酸钠的氧化作用不如酪氨酸酶反应特异,并且需要在可聚合的单体中使用多巴代替Tyr残基,但化学途径使其易于放大。
更新日期:2019-11-06
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