Effect of Substituents in Mussel-inspired Surface Primers on their Oxidation and Priming Efficiency

Karuppasamy Ganesh, Jaewon Jung, Jun Woo Park, Byeong Su Kim, Sungbaek Seo

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)


Marine mussels contain an abundant catechol moiety, 3,4-dihydroxyphenylalanine (DOPA), in their interfacial foot proteins. DOPA contributes to both surface adhesion and bridging between the surface and overhead proteins (surface priming) by taking advantage of the unique redox properties of catechol. Inspired by the mussel surface priming mechanism, herein we synthesized a series of DOPA-mimetic analogs – a bifunctional group molecule, consisting of a catechol group and an acrylic group at the opposite ends. The surface primers with differently substituted (−COOH, −CH3) alkyl chains in the middle spacer were synthesized. Time-dependent oxidation and redox potentials of the surface primers were studied in an oxidizing environment to gain a better understanding of the mussel‘s redox chemistry. The thickness and degree of priming of the surface primers on silicon-based substrates were analyzed by ellipsometry and UV/Vis absorption spectroscopy. The post-reactivity of the acrylic groups of the primed layer was first visualized through a reaction with an acrylic group-reactive dye.

Original languageEnglish
Pages (from-to)852-859
Number of pages8
Issue number8
Publication statusPublished - 2021 Aug

Bibliographical note

Funding Information:
This work was supported by a National Research Foundation of Korea (NRF) grant funded by the Korean government (MSIP: Ministry of Science, ICT & Future Planning) (NRF‐2018R1D1A1B07050070, 2021R1F1A105923711 and NRF‐2021R1A2C3004978) and the BK21 FOUR Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Korea (F21YY8109033).

Publisher Copyright:
© 2021 The Authors. Published by Wiley-VCH GmbH

All Science Journal Classification (ASJC) codes

  • Chemistry(all)


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