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Resolving Non‐Specific and Specific Adhesive Interactions of Catechols at Solid/Liquid Interfaces at the Molecular Scale
Author(s) -
Utzig Thomas,
Stock Philipp,
Valtiner Markus
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201601881
Subject(s) - binding energy , molecule , force spectroscopy , adhesive , covalent bond , chemistry , non covalent interactions , range (aeronautics) , molecular binding , chemical physics , nanotechnology , combinatorial chemistry , computational chemistry , materials science , hydrogen bond , organic chemistry , physics , layer (electronics) , nuclear physics , composite material
The adhesive system of mussels evolved into a powerful and adaptive system with affinity to a wide range of surfaces. It is widely known that thereby 3,4‐dihydroxyphenylalanine (Dopa) plays a central role. However underlying binding energies remain unknown at the single molecular scale. Here, we use single‐molecule force spectroscopy to estimate binding energies of single catechols with a large range of opposing chemical functionalities. Our data demonstrate significant interactions of Dopa with all functionalities, yet most interactions fall within the medium–strong range of 10–20 k B T . Only bidentate binding to TiO 2 surfaces exhibits a higher binding energy of 29 k B T . Our data also demonstrate at the single‐molecule level that oxidized Dopa and amines exhibit interaction energies in the range of covalent bonds, confirming the important role of Dopa for cross‐linking in the bulk mussel adhesive. We anticipate that our approach and data will further advance the understanding of biologic and technologic adhesives.