Journal of the American Chemical Society
Article
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alities is not necessary for catechol−cation synergy. Instead,
increasing the intramolecular catechol-cation spacing in an
adhesive by the addition of nonbinding domains progressively
reduces adhesion due to the reduced density of binding groups.
In summary, the results presented here explain the synergistic
binding of catechol and cationic functionalities and should
guide the design of new adhesives for binding to negatively
charged surfaces in saline environments.
ASSOCIATED CONTENT
* Supporting Information
The Supporting Information is available free of charge on the
■
S
Details on the synthesis and characterization of side-
rophore analogs, the experimental methods using a
surface forces apparatus (SFA) and atomic force
microscope (AFM), and the qualitative adsorption
AUTHOR INFORMATION
Corresponding Author
■
ORCID
Author Contributions
All authors have given approval to the final version of the
manuscript.
(17) Ahn, B. K.; Das, S.; Linstadt, R.; Kaufman, Y.; Martinez-
Rodriguez, N. R.; Mirshafian, R.; Kesselman, E.; Talmon, Y.; Lipshutz,
B. H.; Israelachvili, J. N.; Waite, J. H. High-Performance Mussel-
Inspired Adhesives of Reduced Complexity. Nat. Commun. 2015, 6,
8663.
Notes
The authors declare no competing financial interest.
⊥Deceased September 20, 2018.
ACKNOWLEDGMENTS
(18) Chirdon, W. M.; O’Brien, W. J.; Robertson, R. E. Adsorption of
Catechol and Comparative Solutes on Hydroxyapatite. J. Biomed.
Mater. Res. 2003, 66B (2), 532−538.
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The authors thank J. Herbert Waite for his insightful
comments. G.D.D. was supported by the National Science
Foundation Graduate Research Fellowship Program under
Grant No. 1650114. A.B. is grateful for support from NSF
CHE-171076. The research reported here made use of shared
facilities of the UCSB MRSEC (NSF DMR 1720256), a
member of the Materials Research Facilities Network (www.
(19) Li, Y.; Qin, M.; Li, Y.; Cao, Y.; Wang, W. Single Molecule
Evidence for the Adaptive Binding of DOPA to Different Wet
Surfaces. Langmuir 2014, 30 (15), 4358−4366.
(20) Lee, B. P.; Messersmith, P. B.; Israelachvili, J. N.; Waite, J. H.
Mussel-Inspired Adhesives and Coatings. Annu. Rev. Mater. Res. 2011,
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(21) Fortelny, R. H.; Petter-Puchner, A. H.; Walder, N.; Mittermayr,
̈
R.; Ohlinger, W.; Heinze, A.; Redl, H. Cyanoacrylate Tissue Sealant
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