PH-dependent cross-linking of catechols through oxidation via Fe 3+ and potential implications for mussel adhesion

RSC Advances

Volumn 4, Issue 48, 2014, Pages 25127-25134

  Fullenkamp, Dominic E ^a,b   Barrett, Devin G ^a,b   Miller, Dusty R ^d   Kurutz, Josh W ^b   Messersmith, Phillip B ^a,b,c  

^a Northwestern University   (United States)

^b NORTHWESTERN UNIVERSITY   (United States)

^c NORTHWESTERN UNIVERSITY   (United States)

^d UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADHESION; AMINO ACIDS; COORDINATION REACTIONS; DIMERS; MOLECULES; MOLLUSCS; PEPTIDES; POLYMERIZATION; REDOX REACTIONS;

3 ,4-DIHYDROXY-L-PHENYLALANINE; CATECHOL OXIDATION; CATECHOL POLYMERIZATION; CONCENTRATED SOLUTION; COORDINATION INTERACTIONS; DIRECT OBSERVATIONS; MUSSEL PROTEINS; NUCLEAR MAGNETIC RESONANCE(NMR);

PHENOLS;

EID: 84902531826     PISSN: None     EISSN: 20462069     Source Type: Journal    
DOI: 10.1039/c4ra03178d     Document Type: Article

References (48)

1. J. H. Waite Int. J. Adhes. Adhes. 1987 7 9 14
2. T. J. Deming Curr. Opin. Chem. Biol. 1999 3 100 105
3. H. Lee N. F. Scherer P. B. Messersmith Proc. Natl. Acad. Sci. U. S. A. 2006 103 12999 13003
4. T. H. Anderson J. Yu A. Estrada M. U. Hammer J. H. Waite J. N. Israelachvili Adv. Funct. Mater. 2010 20 4196 4205
5. H. Zeng D. S. Hwang J. N. Israelachvili J. H. Waite Proc. Natl. Acad. Sci. U. S. A. 2010 107 12850 12853
6. J. H. Waite M. L. Tanzer Science 1981 212 1038 1040
7. J. H. Waite J. Biol. Chem. 1983 258 2911 2915
8. V. V. Papov T. V. Diamond K. Biemann J. H. Waite J. Biol. Chem. 1995 270 20183 20192
9. J. H. Waite X. X. Qin Biochemistry 2001 40 2887 2893
10. L. A. Burzio J. H. Waite Biochemistry 2000 39 11147 11153
11. M. Yu J. Hwang T. J. Deming J. Am. Chem. Soc. 1999 121 5825 5826
12. L. M. McDowell L. A. Burzio J. H. Waite J. Schaefer J. Biol. Chem. 1999 274 20293 20295
13. S. W. Taylor G. W. Luther J. H. Waite Inorg. Chem. 1994 33 5819 5824
14. J. Monahan J. J. Wilker Chem. Commun. 2003 1672 1673
15. J. J. Wilker Angew. Chem., Int. Ed. 2010 49 8076 8078
16. T. L. Coombs P. J. Keller Aquat. Toxicol. 1981 1 291 300
17. S. G. George B. J. S. Pirie T. L. Coombs J. Exp. Mar. Biol. Ecol. 1976 23 71 84
18. A. Avdeef S. R. Sofen T. L. Bregante K. N. Raymond J. Am. Chem. Soc. 1978 100 5362 5370
19. S. W. Taylor D. B. Chase M. H. Emptage M. J. Nelson J. H. Waite Inorg. Chem. 1996 35 7572 7577
20. M. J. Sever J. J. Wilker Dalton Trans. 2004 1061 1072
21. M. J. Sever J. J. Wilker Dalton Trans. 2006 813 822
22. M. J. Harrington A. Masic N. Holten-Andersen J. H. Waite P. Fratzl Science 2010 328 216 220
23. N. Holten-Andersen M. J. Harrington H. Birkedal B. P. Lee P. B. Messersmith K. Y. C. Lee J. H. Waite Proc. Natl. Acad. Sci. U. S. A. 2011 108 2651 2655
24. D. G. Barrett D. E. Fullenkamp L. He N. Holten-Andersen K. Y. C. Lee P. B. Messersmith Adv. Funct. Mater. 2013 23 1111 1119
25. M. S. Menyo C. J. Hawker J. H. Waite Soft Matter 2013 9 10314 10323
26. N. Holten-Andersen A. Jaishankar M. J. Harrington D. E. Fullenkamp G. DiMarco L. He G. H. McKinley P. B. Messersmith K. Y. C. Lee J. Mater. Chem. B 2014 2 2467 2472
27. H. Ceylan M. Urel T. S. Erkal A. B. Tekinay A. Dana M. O. Guler Adv. Funct. Mater. 2013 23 2081 2090
28. E. Mentasti E. Pelizzetti J. Chem. Soc., Dalton Trans. 1973 2605 2608
29. E. Mentasti E. Pelizzetti G. Saini J. Chem. Soc., Dalton Trans. 1973 2609 2614
30. H. Powell M. Taylor Aust. J. Chem. 1982 35 739 756
31. M. Yu, Ph.D. thesis, University of California, Santa Barbara, 2000
32. J. J. Wilker Curr. Opin. Chem. Biol. 2010 14 276 283
33. M. J. Sever J. T. Weisser J. Monahan S. Srinivasan J. J. Wilker Angew. Chem., Int. Ed. 2004 43 448 450
34. J. T. Weisser M. J. Nilges M. J. Sever J. J. Wilker Inorg. Chem. 2006 45 7736 7747
35. C. Cook E. English B. Wilson J. Org. Chem. 1958 23 755 756
36. M. J. S. Dewar T. Nakaya J. Am. Chem. Soc. 1968 90 7134 7135
37. W. C. Chan and P. D. White, Fmoc Solid Phase Peptide Synthesis: A Practical Approach, Oxford University Press, USA, 2000
38. H. Zhao J. H. Waite J. Biol. Chem. 2006 281 26150 26158
39. J. H. Waite and C. V. Benedict, in Methods in Enzymology, ed., K. M. Finn Wold, Academic Press, 1984, vol. 107, pp. 397-413
40. S. Bittner Amino Acids 2006 30 205 224
41. E. D. Becker, High Resolution NMR: Theory and Chemical Applications, Academic Press, San Francisco, 2nd edn, 1980
42. M. P. Deacon S. S. Davis J. H. Waite S. E. Harding Biochemistry 1998 37 14108 14112
43. N. Holten-Andersen H. Zhao J. H. Waite Biochemistry 2009 48 2752 2759
44. H. G. Silverman and F. F. Roberto, in Biological Adhesive Systems, ed., J. von Byern, and, I. Grunwald, Springer-Verlag, Vienna, 2010, ch. 18, pp. 273-283
45. J. H. Waite, personal communication
46. J. Yu W. Wei E. Danner R. K. Ashley J. N. Israelachvili J. H. Waite Nat. Chem. Biol. 2011 7 588 590
47. C. H. Brown Q. J. Microsc. Sci. 1952 s3-93 487 502
48. A. Tamarin P. J. Keller J. Ultrastruct. Res. 1972 40 401 416