Poly(ethylene glycol) conjugation stabilizes the secondary structure of α-helices by reducing peptide solvent accessible surface area

Biomacromolecules

Volumn 14, Issue 11, 2013, Pages 4053-4060

  Hamed, Elham ^a   Xu, Ting ^b   Keten, Sinan ^a  

^a Northwestern University   (United States)

^b Lawrence Berkeley National Laboratory   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CONFORMATIONAL BEHAVIOR; CONFORMATIONAL DYNAMICS; HYDROPHOBIC RESIDUES; MOLECULAR DYNAMICS SIMULATIONS; PEPTIDE SECONDARY STRUCTURES; SECONDARY STRUCTURES; SOLVENT ACCESSIBLE SURFACE AREAS; SOLVENT ENVIRONMENTS;

AMINO ACIDS; CHAINS; CONFORMATIONS; HYDROPHOBICITY; MOLECULAR DYNAMICS; PEPTIDES; POLYETHYLENE GLYCOLS;

SOLVENTS;

LYSINE; MACROGOL; OXYGEN; PEPTIDE; POLYMER; SOLVENT; WATER;

ALPHA HELIX; ARTICLE; ATOM; CHEMICAL ANALYSIS; COMPARATIVE STUDY; CONFORMATIONAL TRANSITION; CONJUGATE; HYDROPHOBICITY; MOLECULAR DYNAMICS; MOLECULAR WEIGHT; PRIORITY JOURNAL; PROTEIN SECONDARY STRUCTURE; SOLVENT ACCESSIBLE SURFACE AREA;

INSULIN; MODELS, MOLECULAR; PEPTIDES; POLYETHYLENE GLYCOLS; PROTEIN STABILITY; PROTEIN STRUCTURE, SECONDARY; SERUM ALBUMIN, BOVINE; SOLVENTS; SURFACE PROPERTIES;

EID: 84887593249     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm401164t     Document Type: Article

References (62)

1. Pauling, L.; Corey, R. B.; Branson, H. R. Proc. Natl. Acad. Sci. U.S.A. 1951, 37, 205-211
2. Boerner, H. G.; Schlaad, H. Soft Matter 2007, 3, 394-408
3. Gabrielson, N. P.; Lu, H.; Yin, L.; Li, D.; Wang, F.; Cheng, J. Angew. Chem., Int. Ed. 2012, 51, 1143-1147
4. Holowka, E. P.; Pochan, D. J.; Deming, T. J. J. Am. Chem. Soc. 2005, 127, 12423-12428
5. Nowak, A. P.; Breedveld, V.; Pakstis, L.; Ozbas, B.; Pine, D. J.; Pochan, D.; Deming, T. J. Nature 2002, 417, 424-428
6. Petka, W. A.; Harden, J. L.; McGrath, K. P.; Wirtz, D.; Tirrell, D. A. Science 1998, 281, 389-392
7. Yu, Y. B. Adv. Drug Delivery Rev. 2002, 54, 1113-1129
8. Mahler, H.-C.; Friess, W.; Grauschopf, U.; Kiese, S. J. Pharm. Sci. 2009, 98, 2909-2934
9. Sanchez-Ruiz, J. M. Biophys. Chem. 2010, 148, 1-15
10. Sheparovych, R.; Roiter, Y.; Yang, J.; Kopecek, J.; Minko, S. Biomacromolecules 2009, 10, 1955-1961
11. Uversky, V. N.; Li, J.; Fink, A. L. J. Biol. Chem. 2001, 276, 10737-10744
12. Xu, C.; Kopecek, J. Pharm. Res. 2008, 25, 674-682
13. Bilgicer, B.; Fichera, A.; Kumar, K. J. Am. Chem. Soc. 2001, 123, 4393-4399
14. Tang, Y.; Ghirlanda, G.; Petka, W. A.; Nakajima, T.; DeGrado, W. F.; Tirrell, D. A. Angew. Chem., Int. Ed. 2001, 40, 1494-1496
15. Tang, Y.; Ghirlanda, G.; Vaidehi, N.; Kua, J.; Mainz, D. T.; Goddard, W. A.; DeGrado, W. F.; Tirrell, D. A. Biochemistry 2001, 40, 2790-2796
16. Austin, R. E.; Maplestone, R. A.; Sefler, A. M.; Liu, K.; Hruzewicz, W. N.; Liu, C. W.; Cho, H. S.; Wemmer, D. E.; Bartlett, P. A. J. Am. Chem. Soc. 1997, 119, 6461-6472
17. Chakrabartty, A.; Doig, A. J.; Baldwin, R. L. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11332-11336
18. Patgiri, A.; Jochim, A. L.; Arora, P. S. Acc. Chem. Res. 2008, 41, 1289-1300
19. Patgiri, A.; Menzenski, M. Z.; Mahon, A. B.; Arora, P. S. Nat. Protoc. 2010, 5, 1857-1865
20. Blackwell, H. E.; Grubbs, R. H. Angew. Chem., Int. Ed. 1998, 37, 3281-3284
21. Kutchukian, P. S.; Yang, J. S.; Verdine, G. L.; Shakhnovich, E. I. J. Am. Chem. Soc. 2009, 131, 4622-4627
22. Schafmeister, C. E.; Po, J.; Verdine, G. L. J. Am. Chem. Soc. 2000, 122, 5891-5892
23. Krylov, D.; Barchi, J.; Vinson, C. J. Mol. Biol. 1998, 279, 959-972
24. Mayne, L.; Englander, S. W.; Qiu, R.; Yang, J. X.; Gong, Y. X.; Spek, E. J.; Kallenbach, N. R. J. Am. Chem. Soc. 1998, 120, 10643-10645
25. Zhou, N. E.; Kay, C. M.; Hodges, R. S. J. Mol. Biol. 1994, 237, 500-512
26. Andrews, M. J. I.; Tabor, A. B. Tetrahedron 1999, 55, 11711-11743
27. Houston, M. E.; Campbell, A. P.; Lix, B.; Kay, C. M.; Sykes, B. D.; Hodges, R. S. Biochemistry 1996, 35, 10041-10050
28. Osapay, G.; Taylor, J. W. J. Am. Chem. Soc. 1990, 112, 6046-6051
29. Taylor, J. W. Biopolymers 2002, 66, 49-75
30. Hodges, R. S.; Zhou, N. E.; Kay, C. M.; Semchuk, P. D. Pept. Res. 1990, 3, 123-137
31. Pellegrini, M.; Royo, M.; Chorev, M.; Mierke, D. F. J. Pept. Res. 1997, 49, 404-414
32. Zhou, N. E.; Kay, C. M.; Hodges, R. S. Biochemistry 1993, 32, 3178-3187
33. Esser-Kahn, A. P.; Francis, M. B. Angew. Chem., Int. Ed. 2008, 47, 3751-3754
34. Rosler, A.; Klok, H. A.; Hamley, I. W.; Castelletto, V.; Mykhaylyk, O. O. Biomacromolecules 2003, 4, 859-863
35. Vandermeulen, G. W. M.; Tziatzios, C.; Duncan, R.; Klok, H. A. Macromolecules 2005, 38, 761-769
36. Shu, J. Y.; Panganiban, B.; Xu, T. Annu. Rev. Phys. Chem. 2013, 64, 631-657
37. Pechar, M.; Kopeckova, P.; Joss, L.; Kopecek, J. Macromol. Biosci. 2002, 2, 199-206
38. Vandermeulen, G. W. M.; Tziatzios, C.; Klok, H. A. Macromolecules 2003, 36, 4107-4114
39. Shu, J. Y.; Tan, C.; DeGrado, W. F.; Xu, T. Biomacromolecules 2008, 9, 2111-2117
40. Top, A.; Roberts, C. J.; Kiick, K. L. Biomacromolecules 2011, 12, 2184-2192
41. Jain, A.; Ashbaugh, H. S. Biomacromolecules 2011, 12, 2729-2734
42. Ogihara, N. L.; Weiss, M. S.; Degrado, W. F.; Eisenberg, D. Protein Sci. 1997, 6, 80-88
43. Phillips, J. C.; Braun, R.; Wang, W.; Gumbart, J.; Tajkhorshid, E.; Villa, E.; Chipot, C.; Skeel, R. D.; Kalé, L.; Schulten, K. J. Comput. Chem. 2005, 26, 1781-1802
44. Jorgensen, W. L.; Chandrasekhar, J.; Madura, J. D.; Impey, R. W.; Klein, M. L. J. Chem. Phys. 1983, 79, 926-935
45. Vanommeslaeghe, K.; Hatcher, E.; Acharya, C.; Kundu, S.; Zhong, S.; Shim, J.; Darian, E.; Guvench, O.; Lopes, P.; Vorobyov, I.; MacKerell, A. D., Jr. J. Comput. Chem. 2010, 31, 671-690
46. Humphrey, W.; Dalke, A.; Schulten, K. J. Mol. Graphics 1996, 14, 33-38
47. Marrink, S. J.; de Vries, A. H.; Mark, A. E. J. Phys. Chem. B 2004, 108, 750-760
48. Marrink, S. J.; Risselada, H. J.; Yefimov, S.; Tieleman, D. P.; de Vries, A. H. J. Phys. Chem. B 2007, 111, 7812-7824
49. Lee, H.; de Vries, A. H.; Marrink, S.-J.; Pastor, R. W. J. Phys. Chem. B 2009, 113, 13186-13194
50. Chiu, S.-W.; Scott, H. L.; Jakobsson, E. J. Chem. Theory Comput. 2010, 6, 851-863
51. Stroberg, W.; Keten, S.; Liu, W. K. Langmuir 2012, 28, 14488-14495
52. Kuga, S. J. Chromatogr. 1981, 206, 449-461
53. Shu, J. Y.; Lund, R.; Xu, T. Biomacromolecules 2012, 13, 1945-1955
54. Cammas, S.; Harada, A.; Nagasaki, Y.; Kataoka, K. Macromolecules 1996, 29, 3227-3231
55. Harada, A.; Cammas, S.; Kataoka, K. Macromolecules 1996, 29, 6183-6188
56. Hourani, R.; Zhang, C.; van der Weegen, R.; Ruiz, L.; Li, C.; Keten, S.; Helms, B. A.; Xu, T. J. Am. Chem. Soc. 2011, 133, 15296-15299
57. Vandermeulen, G. W. M.; Klok, H. A. Macromol. Biosci. 2004, 4, 383-398
58. Xu, T.; Zhao, N.; Ren, F.; Hourani, R.; Lee, M. T.; Shu, J. Y.; Mao, S.; Helms, B. A. ACS Nano 2011, 5, 1376-1384
59. Xue, Y.; O'Mara, M. L.; Surawski, P. P.; Trau, M.; Mark, A. E. Langmuir 2011, 27, 296-303
60. Guzman, D. L.; Randall, A.; Baldi, P.; Guan, Z. Proc. Natl. Acad. Sci. U.S.A. 2010, 107, 1989-1994
61. Kushner, A. M.; Guan, Z. Angew. Chem., Int. Ed. 2011, 50, 9026-9057
62. Dube, N.; Presley, A. D.; Shu, J. Y.; Xu, T. Macromol. Rapid Commun. 2011, 32, 344-353