Erratum: Tuning underwater adhesion with cation-π interactions (Nature Chemistry (2017) 9 (473-479) DOI: 10.1038/nchem.2720);Tuning underwater adhesion with cation-φ interactions

Nature Chemistry

Volumn 9, Issue 5, 2017, Pages 473-479

  Gebbie, Matthew A ^a,b   Wei, Wei ^b   Schrader, Alex M ^b   Cristiani, Thomas R ^a   Dobbs, Howard A ^a   Idso, Matthew ^a   Chmelka, Bradley F ^a   Herbert Waite, J ^b   Israelachvili, Jacob N ^a,b  

^a University of California   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADHESIVE AGENT; ALUMINUM SILICATE; BIOMIMETIC MATERIAL; CATION; DOPA; LYSINE; MICA; PEPTIDE;

ADHESION; ADSORPTION; ANIMAL; BIVALVE; CHEMISTRY; HYDROGEN BOND; STATIC ELECTRICITY;

ADHESIVENESS; ADHESIVES; ADSORPTION; ALUMINUM SILICATES; ANIMALS; BIOMIMETIC MATERIALS; BIVALVIA; CATIONS; DIHYDROXYPHENYLALANINE; HYDROGEN BONDING; LYSINE; PEPTIDES; STATIC ELECTRICITY;

EID: 85018454660     PISSN: 17554330     EISSN: 17554349     Source Type: Journal    
DOI: 10.1038/nchem.2813     Document Type: Erratum

References (52)

1. Ma, J. C. & Dougherty, D. A. The cation-φ interaction. Chem. Rev. 97, 1303-1324 (1997).
2. Gallivan, J. P. & Dougherty, D. A. Cation-φ interactions in structural biology. Proc. Natl Acad. Sci. USA 96, 9459-9464 (1999).
3. Crowley, P. B. & Golovin, A. Cation-φ interactions in protein-protein interfaces. Proteins. 59, 231-239 (2005).
4. Madahevi, A. S. & Sastry, G. N. Cation-φ interaction: its role and relevance in chemistry, biology, and material science. Chem. Rev. 113, 2100-2138 (2013).
5. Zhong, W. et al. Fromab initio quantum mechanics to molecular neurobiology: A cation-φ binding site in the nicotinic receptor. Proc. Natl Acad. Sci. USA 95, 12088-12093 (1998).
6. Khademi, S. et al. Mechanism of ammonia transport by Amt/MEP/Rh: structure of AmtB at 1.35 A. Science. 305, 1587-1594 (2004).
7. Meyer, E. A., Castellano, R. K. & Diederich, F. Interactions with aromatic rings in chemical and biological recognition. Angew. Chem. Int. Ed. 42, 1211-1250 (2003).
8. Hwang, D. S., Zeng, H., Lu, Q., Israelachvili, J. N. & Waite, J. H. Adhesion mechanism in a DOPA-deficient foot protein from green mussels. Soft Matter 8, 5640-5648 (2012).
9. Lu, Q. et al. Nanomechanics of cation-φ interactions in aqueous solutions. Angew. Chem. 125, 4036-4040 (2013).
10. Kim, S. et al. Cation-φ interaction in DOPA-deficient mussel adhesive protein mfp-1. J. Mater. Chem. B 3, 738-743 (2015).
11. Israelachvili, J. N. Intermolecular and Surface Forces Revised 3rd edn (Academic, 2011).
12. de Gennes, P. G. Soft adhesives. Langmuir 12, 4497-4500 (1996).
13. Rose, S. et al. Nanoparticle solutions as adhesives for gels and biological tissues. Nature 505, 382-385 (2014).
14. Sunner, J., Nishizawa, K. & Kebarle, P. Ion-solvent molecule interactions in the gas phase. The potassium ion and benzene. J. Phys. Chem. 85, 1814-1820 (1981).
15. Burley, S. K. & Petsko, G. A. Amino-Aromatic interactions in proteins. FEBS Lett. 203, 139-143 (1986).
16. Deakyne, C. A. & Meot-Ner, M. Unconventional hydrogen bonds. 2. NH+-φ complexes of onium ions with olefins and benzene derivatives. J. Am. Chem. Soc. 107, 474-479 (1985).
17. Lee, B. P., Messersmith, P. B., Israelachvili, J. N. & Waite, J. H. Mussel-inspired adhesives and coatings. Annu. Rev. Mater. Res. 41, 99-132 (2011).
18. Wong Po Foo, C. T. S., Lee, J. S., Mulyasasmita, W., Parisi-Amon, A. & Heilshorn, S. C. Two-component protein-engineered physical hydrogels for cell encapsulation. Proc. Natl Acad. Sci. USA 106, 22067-22072 (2009).
19. Norrby, P. & Liljefors, T. Strong decrease of the benzene-Ammonium ion interaction upon complexation with a carboxylate anion. J. Am. Chem. Soc. 121, 2303-2306 (1999).
20. Bartoli, S. & Roelens, S. Binding of acetylcholine and tetramethylammonium to a cyclophane receptor: Anions contribution to the cation-φ interaction. J. Am. Chem. Soc. 124, 8307-8315 (2002).
21. Hunter, C. A., Low, C. M. R., Rotger, C., Vinter, J. G. & Cristiano, Z. The role of the counterion in the cation-φ interaction. Chem. Commun. 834-835 (2003).
22. Carrazana-Garcva, J. A., Rodrvguez-Otero, J. & Cabaleiro-Lago, E. M. A computational study of anion-modulated cation-φ interactions. J. Phys. Chem. B 116, 5860-5871 (2012).
23. Carrazana-García, J. A., Cabaleiro-Lago, E. M., Campo-Caharrón, A. & Rodríguez-Otero, J. A theoretical study of ternary indole-cation-Anion complexes. Org. Biomol. Chem. 12, 9145-9156 (2014).
24. Shao, H. & Stewart, R. J. Biomimetic underwater adhesives with environmentally triggered setting mechanisms. Adv. Mater. 22, 729-733 (2010).
25. Kamino, K., Nakano, M. & Kanai, S. Significance of the conformation of building blocks in curing of barnacle underwater adhesive. FEBS J. 279, 1750-1760 (2012).
26. Yamamoto, H. Synthesis and adhesive studies of marine polypeptides. J. Chem. Soc. Perkin Trans. 1 613-618 (1987).
27. Yu, M. & Deming, T. J. Synthetic polypeptide mimics of marine adhesives. Macromolecules 31, 4739-4745 (1998).
28. Mattson, K. M. et al. A facile synthesis of catechol-functionalized poly(ethylene oxide) block and random copolymers. J. Polymer Sci. A 53, 2685-2692 (2015).
29. Lee, H., Dellatore, S. M., Miller, W. M. & Messersmith, P. B. Mussel-inspired surface chemistry for multifunctional coatings. Science 318, 426-430 (2007).
30. Wang, J. et al. Influence of binding-site density in wet bioadhesion. Adv. Mater. 20, 3872-3876 (2008).
31. Wei, W. et al. Bridging adhesion of mussel-inspired peptides: role of charge, chain length, and surface type. Langmuir 31, 1105-1112 (2015).
32. Maier, G. P., Rapp, M. V., Waite, J. H., Israelachvili, J. N. & Butler, A. Adaptive synergy between catechol and lysine promotes wet adhesion by surface salt displacement. Science. 349, 628-632 (2015).
33. Danner, E. W., Kan, Y., Hammer, M. U., Israelachvili, J. N. & Waite, J. H. Adhesion of mussel foot protein mefp-5 to mica: An underwater superglue. Biochemistry 51, 6511-6518 (2012).
34. Luckham, P. F. & Klein, J. Forces between mica surfaces bearing adsorbed polyelectrolyte, poly-L-lysine, in aqueous media. J. Chem. Soc. Faraday Trans. 1 80, 865-878 (1984).
35. Israelachvili, J. N. et al. Recent advances in the surface forces apparatus (SFA) technique. Rep. Prog. Phys. 73, 036601 (2010).
36. Guo, C. & Holland, G. Investigating lysine adsorption on fumed silica nanoparticles. J. Phys. Chem. C 118, 25792-25801 (2014).
37. De Vita, E. & Frydman, L. Spectral editing in 13C MAS NMR under moderately fast spinning conditions. J. Magn. Reson. 148, 327-337 (2001).
38. Ando, S. et al. Conformational characterization of glycine residues incorporated into some homopolypeptides by solid-state 13C NMR spectroscopy. J. Am. Chem. Soc. 107, 7648-7652 (1985).
39. Selection of non-protonated carbon resonances in solid-state nuclear magneticresonance. J. Am. Chem. Soc. 101, 5854-5856 (1979).
40. Gomes, J. & Mallion, R. Aromaticity and ring currents. Chem. Rev. 101, 1349-1383 (2001).
41. Sever, M. J., Weisser, J. T., Monahan, J., Srinivasan, S. & Wilker, J. J. Metalmediated cross-linking in the generation of a marine mussel adhesive. Angew. Chem. Int. Ed. 43, 448-450 (2004).
42. Holten-Andersen, N. et al. pH-induced metal-ligand cross-links inspired by mussel yield self-healing polymer networks with near-covalent elastic moduli. Proc. Natl Acad. Sci. USA 108, 2651-2655 (2011).
43. Yu, M., Hwang, J. & Deming, T. J. Role of L-3-4-dihydroxyphenylalanine in mussel adhesive proteins. J. Am. Chem. Soc. 121, 5825-5826 (1999).
44. Lee, H., Scherer, N. F. & Messersmith, P. B. Single-molecule mechanics of mussel adhesion. Proc. Natl Acad. Sci. USA 103, 12999-13003 (2006).
45. Martinez Rodriguez, N. R., Das, S., Kaufman, Y., Israelachvili, J. N. & Waite, J. H. Interfacial pH during mussel adhesive plaque formation. Biofouling 31, 221-227 (2015).
46. Liaqat, F. et al. High-performance TiO2 nanoparticle/DOPA polymer composites. Macromol. Rapid Commun. 36, 1129-1137 (2015).
47. Guardingo, M. et al. Bioinspired catechol-Terminated self-Assembled monolayers with enhanced adhesion properties. Small 10, 1594-1602 (2014).
48. Hediger, S., Meier, B. H., Kurur, N. D., Bodenhausen, G. & Ernst, R. R. NMR cross polarization by adiabatic passage through the Hartmann-Hahn condition (APHH). Chem. Phys. Lett. 223, 283-288 (1994).
49. Elena, B., de Paëpe, G. & Emsley, L. Direct spectral optimisation of proton-proton homonuclear dipolar decoupling in solid-state NMR. Chem. Phys. Lett. 398, 532-538 (2004).
50. Marion, D. & Wöthrich, K. Application of phase sensitive two-dimensional correlated spectroscopy (COSY) for measurements of 1H-1H spin-spin coupling constants in proteins. Biochem. Biophys. Res. Commun. 113, 967-974 (1983).
51. Fung, B. M., Khitrin, A. K. & Ermolaev, K. An improved broadband decoupling sequence for liquid crystals and solids. J. Magn. Reson. 142, 97-101 (2000).
52. Hayashi, S. & Hayamizu, K. Chemical shift standards in high-resolution solidstate NMR (1) 13C, 29Si, and 1H nuclei. Bull. Chem. Soc. Jpn 64, 685-687 (1991).