Polyphenolic disaccharides endow proteins with unusual resistance to aggregation

Biotechnology and Bioengineering

Volumn 109, Issue 7, 2012, Pages 1869-1874

  Ladiwala, Ali Reza A ^a   Perchiacca, Joseph M ^a   Fishman, Zachary S ^a   Bhattacharya, Moumita ^a   Hickey, Anne Marie ^a   Domigan, Bonnie G ^a   Dordick, Jonathan S ^a,b   Tessier, Peter M ^a  

^a RENSSELAER POLYTECHNIC INSTITUTE   (United States)

^b RENSSELAER POLYTECHNIC INSTITUTE   (United States)

Author keywords

Antibody; Excipient; Formulation; Misfolding; Refolding; Solubility

Indexed keywords

AGLYCONES; COMMON PROBLEMS; DIVERSE PROTEINS; EXCIPIENT; FORMULATION; GLYCOSIDE CONCENTRATION; MISFOLDING; POLYPHENOLS; PROTEIN AGGREGATION; REFOLDING; SYNERGISTIC COMBINATIONS; THERAPEUTIC PROTEIN;

AMINO ACIDS; ANTIBODIES; GLUCOSE; GLYCOSIDES; PHENOLS; SOLUBILITY;

PROTEINS;

AGLYCONE; ARGININE; AURANTIIN; CARBOHYDRATE; CYCLODEXTRIN; DISACCHARIDE; MONOSACCHARIDE; POLYPHENOL; RUTOSIDE; TREHALOSE;

ARTICLE; CHEMICAL ANALYSIS; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; COOLING; HEATING; PROTEIN AGGREGATION; PROTEIN STRUCTURE; SOLUBILITY;

DISACCHARIDES; EXCIPIENTS; HOT TEMPERATURE; POLYPHENOLS; PROTEIN FOLDING; PROTEIN STABILITY; PROTEINS; SOLUBILITY;

EID: 84861190714     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.24460     Document Type: Article

References (27)

1. Abbas SA, Sharma VK, Patapoff TW, Kalonia DS. 2011. Opposite effects of polyols on antibody aggregation: Thermal versus mechanical stresses. Pharm Res 29(3): 683- 694.
2. Barreca D, Lagana G, Ficarra S, Tellone E, Leuzzi U, Magazu S, Galtieri A, Bellocco E. 2010. Anti-aggregation properties of trehalose on heat-induced secondary structure and conformation changes of bovine serum albumin. Biophys Chem 147(3): 146- 152.
3. Bemporad F, Taddei N, Stefani M, Chiti F. 2006. Assessing the role of aromatic residues in the amyloid aggregation of human muscle acylphosphatase. Protein Sci 15(4): 862- 870.
4. Ehrnhoefer DE, Bieschke J, Boeddrich A, Herbst M, Masino L, Lurz R, Engemann S, Pastore A, Wanker EE. 2008. EGCG redirects amyloidogenic polypeptides into unstructured, off-pathway oligomers. Nat Struct Mol Biol 15(6): 558- 566.
5. Gazit E. 2002. A possible role for pi-stacking in the self-assembly of amyloid fibrils. FASEB J 16(1): 77- 83.
6. Jain NK, Roy I. 2009. Effect of trehalose on protein structure. Protein Sci 18(1): 24- 36.
7. Kendrick BS, Chang BS, Arakawa T, Peterson B, Randolph TW, Manning MC, Carpenter JF. 1997. Preferential exclusion of sucrose from recombinant interleukin-1 receptor antagonist: Role in restricted conformational mobility and compaction of native state. Proc Natl Acad Sci USA 94(22): 11917- 11922.
8. Kometani T, Nishimura T, Nakae T, Takii H, Okada S. 1996. Synthesis of neohesperidin glycosides and naringin glycosides by cyclodextrin glucanotransferase from an alkalophilic Bacillus species. Biosci Biotechnol Biochem 60(4): 645- 649.
9. Ladiwala AR, Lin JC, Bale SS, Marcelino-Cruz AM, Bhattacharya M, Dordick JS, Tessier PM. 2010. Resveratrol selectively remodels soluble oligomers and fibrils of amyloid Abeta into off-pathway conformers. J Biol Chem 285(31): 24228- 24237.
10. Ladiwala AR, Dordick JS, Tessier PM. 2011a. Aromatic small molecules remodel toxic soluble oligomers of amyloid beta through three independent pathways. J Biol Chem 286(5): 3209- 3218.
11. Ladiwala AR, Mora-Pale M, Lin JC, Bale SS, Fishman ZS, Dordick JS, Tessier PM. 2011b. Polyphenolic glycosides and aglycones utilize opposing pathways to selectively remodel and inactivate toxic oligomers of amyloid beta. Chembiochem 12(11): 1749- 1758.
12. Lange C, Rudolph R. 2009. Suppression of protein aggregation by L-arginine. Curr Pharm Biotechnol 10(4): 408- 414.
13. Lee JC, Timasheff SN. 1981. The stabilization of proteins by sucrose. J Biol Chem 256(14): 7193- 7201.
14. Lowe D, Dudgeon K, Rouet R, Schofield P, Jermutus L, Christ D. 2011. Aggregation, stability, and formulation of human antibody therapeutics. Adv Protein Chem Struct Biol 84: 41- 61.
15. Manning MC, Patel K, Borchardt RT. 1989. Stability of protein pharmaceuticals. Pharm Res 6(11): 903- 918.
16. Ohtake S, Kita Y, Arakawa T. 2011. Interactions of formulation excipients with proteins in solution and in the dried state. Adv Drug Deliv Rev 63(13): 1053- 1073.
17. Pavisic R, Dodig I, Horvatic A, Mijic L, Sedic M, Linaric MR, Sovulj IG, Preocanin T, Krajacic MB, Cindric M. 2010. Differences between reversible (self-association) and irreversible aggregation of rHuG-CSF in carbohydrate and polyol formulations. Eur J Pharm Biopharm 76(3): 357- 365.
18. Perchiacca JM, Ladiwala AR, Bhattacharya M, Tessier PM. 2012. Structure-based design of conformation- and sequence-specific antibodies against amyloid beta. Proc Natl Acad Sci USA 109(1): 84- 89.
19. Porat Y, Abramowitz A, Gazit E. 2006. Inhibition of amyloid fibril formation by polyphenols: Structural similarity and aromatic interactions as a common inhibition mechanism. Chem Biol Drug Des 67(1): 27- 37.
20. Shah D, Shaikh AR, Peng X, Rajagopalan R. 2011. Effects of arginine on heat-induced aggregation of concentrated protein solutions. Biotechnol Prog 27(2): 513- 520.
21. Shire SJ. 2009. Formulation and manufacturability of biologics. Curr Opin Biotechnol 20(6): 708- 714.
22. Shire SJ, Shahrokh Z, Liu J. 2004. Challenges in the development of high protein concentration formulations. J Pharm Sci 93(6): 1390- 1402.
23. Suzuki Y, Suzuki K. 1991. Enzymatic formation of 4G-alpha-D-glucopyranosyl-rutin. Agric Biol Chem 55(1): 181- 187.
24. Tavornvipas S, Tajiri S, Hirayama F, Arima H, Uekama K. 2004. Effects of hydrophilic cyclodextrins on aggregation of recombinant human growth hormone. Pharm Res 21(12): 2369- 2376.
25. Tavornvipas S, Hirayama F, Takeda S, Arima H, Uekama K. 2006. Effects of cyclodextrins on chemically and thermally induced unfolding and aggregation of lysozyme and basic fibroblast growth factor. J Pharm Sci 95(12): 2722- 2729.
26. Tischer A, Lilie H, Rudolph R, Lange C. 2010. L-arginine hydrochloride increases the solubility of folded and unfolded recombinant plasminogen activator rPA. Protein Sci 19(9): 1783- 1795.
27. Tramice A, Andreotti G, Trincone A. 2008. Direct enzymatic glucosylation of naringin in grapefruit juice by alpha-D-glucosidase from the marine mollusc Aplysia fasciata. Biotechnol J 3(4): 545- 554.