Probing structural changes of proteins incorporated into water-in-oil emulsions

Journal of Pharmaceutical Sciences

Volumn 93, Issue 7, 2004, Pages 1847-1859

  Jorgensen, Lene ^a   Van De Weert, Marco ^a   Vermehren, Charlotte ^a   Bjerregaard, Simon ^b   Frokjaer, Sven ^a  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b NOVO NORDISK A S   (Denmark)

Author keywords

Calorimetry (DSC); Emulsion; Fluorescence spectroscopy; FTIR; Oil water interface; Physical stability; Protein formulation; Secondary structure

Indexed keywords

BOVINE SERUM ALBUMIN; HUMAN SERUM ALBUMIN; TRYPTOPHAN; WATER OIL CREAM;

ARTICLE; DIFFERENTIAL SCANNING CALORIMETRY; EMULSION; ENTHALPY; FLUORESCENCE; GLASS TRANSITION TEMPERATURE; HUMAN; INFRARED SPECTROSCOPY; PROTEIN SECONDARY STRUCTURE; PROTEIN STRUCTURE; SIMULATION; STRUCTURE ANALYSIS;

EID: 3042591219     PISSN: 00223549     EISSN: None     Source Type: Journal    
DOI: 10.1002/jps.20097     Document Type: Article

References (44)

1. Bjerregaard S, Wulf-Andersen L, Stephens RW, Roege Lund L, Vermehren C, Soderberg I, Frokjaer S. 2001. Sustained elevated plasma aprotinin concentration in mice following intraperitoneal injections of w/o emulsions incorporating aprotinin. J Controlled Release 71:87-98.
2. Norde W, Lyklema J. 1991. Why proteins prefer interfaces. J Biomater Sci Polym Ed 2:183-202.
3. Haynes CA, Norde W. 1995. Structures and stabilities of adsorbed proteins. J Colloid Interface Sci 169:313.
4. Fagain CO. 1995. Understanding and increasing protein stability. Biochim Biophys Acta 1252:1-14.
5. Kondo A, Urabe T. 1995. Relationships between molecular-states (conformation and orientation) and activities of alpha-amylase adsorbed on ultra fine silica particles. Appl Microbiol Biotechnol 43:801-807.
6. Parkins DA, Lashmar UT. 2000. The formulation of biopharmaceutical products. Pharm Sci Technol Today 3:129-137.
7. Leman J, Kinsella JE. 1989. Surface activity, film formation, and emulsifying properties of milk proteins. Crit Rev Food Sci Nutr 28:115-138.
8. Lefevre T, Subirade M. 2003. Formation of intermolecular [beta]-sheet structures: A phenomenon relevant to protein film structure at oil-water interfaces of emulsions. J Colloid Interface Sci 263:59-67.
9. van Aken GA, Blijdenstein TBJ, Hotrum NE. 2003. Colloidal destabilisation mechanisms in protein-stabilised emulsions. Curr Opin Colloid Interface Sci 8:371-379.
10. Rampon V, Lethuaut L, Mouhous-Riou N, Genot C. 2001. Interface characterization and aging of bovine serum albumin stabilized oil-in-water emulsions as revealed by front-surface fluorescence. J Agric Food Chem 49:4046-4051.
11. Min He X, Carter DC. 1992. Atomic structure and chemistry of human serum albumin. Nature 358:209-215.
12. Peters T Jr. 1996. The albumin molecule: Its structure and chemical properties. In: Peters T Jr, editor. All about albumin-Biochemistry, genetics, and medical applications. San Diego: Academic Press, pp 9-75.
13. Malamud D, Drysdale JW. 1978. Isoelectric points of proteins: A table. Anal Biochem 86:620-647.
14. Militello V, Vetri V, Leone M. 2003. Conformational changes involved in thermal aggregation processes of bovine serum albumin. Biophys Chem 105:133-141.
15. Kang F, Singh J. 2003. Conformational stability of a model protein (bovine serum albumin) during primary emulsification process of PLGA microspheres synthesis. Int J Pharm 260:149-156.
16. Katakam M, Bell LN, Banga AK. 1995. Effect of surfactants on the physical stability of recombinant human growth hormone. J Pharm Sci 84:713-716.
17. Haris PI, Severcan F. 1999. FTIR spectroscopic characterization of protein structure in aqueous and non-aqueous media. J Mol Catal 7:207-221.
18. Lakowicz JR. 1999. Protein fluorescence. In: Lakowicz JR, editor. Principles of fluorescence spectroscopy. New York: Kluwer Academic/Plenum Publishers, pp 445-485.
19. Lefebvre J, Relkin P. 1996. Denaturation of globular proteins in relation to their functional properties. In: Magdassi S, editor. Surface activity of proteins-Chemical and physiochemical modifications, 1st ed. New York: Marcel Dekker, Inc., pp 181-236.
20. Bjerregaard S, Soderberg I, Vermehren C, Frokjaer S. 1999. Formulation and evaluation of release and swelling mechanism of a water-in-oil emulsion using factorial design. Int J Pharm 193:1-11.
21. Jorgensen L, Vermehren C, Bjerregaard S, Froekjaer S. 2003. Secondary structure alterations in insulin and growth hormone water-in-oil emulsions. Int J Pharm 254:7-10.
22. Dong A, Huang P, Caughey WS. 1990. Protein secondary structures in water from second-derivative amide I infrared spectra. Biochemistry 29:3303-3308.
23. Kendrick BS, Dong A, Allison SD, Manning MC, Carpenter JF. 1996. Quantitation of the area of overlap between second-derivative amide I infrared spectra to determine the structural similarity of a protein in different states. J Pharm Sci 85:155-158.
24. Genot C, Tonetti F, Monternay-Garestier T, Drapron R. 1992. Front-face fluorescence applied to structural studies of proteins and lipid-protein interactions of visco-elastic food products 1-Designing of front-face adaptor and validity of front-face fluorescence measurements. Sci Aliments 12:199-212.
25. Dong A, Prestrelski SJ, Allison SD, Carpenter JF. 1995. Infrared spectroscopic studies of lyophilization- and temperature-induced protein aggregation. J Pharm Sci 84:415-424.
26. Querol E, Perez-Pons JA, Mozo-Villarias A. 1996. Analysis of protein conformational characteristics related to thermostability. Protein Eng 9:265-271.
27. Green RJ, Hopkinson I, Jones RAL. 1999. Unfolding and intermolecular association in globular proteins adsorbed at interfaces. Langmuir 15:5102-5110.
28. Burnett GR, Rigby NM, Clare Mills EN, Belton PS, Fido RJ, Tatham AS, Shewry PR. 2002. Characterization of the emulsification properties of 2S albumins from sunflower seed. J Colloid Interface Sci 247:177-185.
29. Burstein EA, Vedenkina NS, Ivkova MN. 1973. Fluorescence and the location of tryptophan residues in protein molecules. Photochem Photobiol 18:263-279.
30. Baudys M, Kim SW. 2000. Peptide and protein characterization. In: Frokjaer S, Hovgaard L, editors. Pharmaceutical formulation development of peptides and proteins, 1st ed. London: Taylor & Francis Limited, pp 41-69.
31. Cleland JL, Powell MF, Shire SJ. 1993. The development of stable protein formulations: A close look at protein aggregation, deamidation, and oxidation. Crit Rev Ther Drug Carrier Syst 10:307-377.
32. Moriyama Y, Kawasaka Y, Takeda K. 2003. Protective effect of small amounts of sodium dodecyl sulfate on the helical structure of bovine serum albumin in thermal denaturation. J Colloid Interface Sci 257:41-46.
33. Bleustein CB, Sennett M, Kung RTV, Felsen D, Poppas DP, Stewart RB. 2000. Differential scanning calorimetry of albumin solders: Interspecies differences and fatty acid binding effects on protein denaturation. Lasers Surg Med 27:465-470.
34. Shrake A, Finlayson JS, Ross PD. 1984. Thermal-stability of human-albumin measured by differential scanning calorimetry 1. Effects of caprylate and n-acetyltryptophanate. Vox Sang 47:7-18.
35. Steinhardt J, Krijn J, Leidy JG. 1971. Differences between bovine and human serum albumins: Binding isotherms, optical rotatory dispersion, viscosity, hydrogen ion titration, and fluorescence effects. Biochemistry 10:4005-4015.
36. Lakowicz JR. 1999. Solvent effects on emission spectra. In: Lakowicz JR, editor. Principles of fluorescence spectroscopy, 2nd ed. New York: Kluwer Academic/Plenum Publishers, pp 185-210.
37. Curry S, Mandelkow H, Brick P, Franks N. 1998. Crystal structure of human serum albumin complexed with fatty acids reveals an asymmetric distribution of binding sites. Nat Struct Biol 5:827-835.
38. Celej MS, Montich CG, Fidelio GD. 2003. Protein stability induced by ligand binding correlates with changes in protein flexibility. Protein Sci 12:1496-1506.
39. Gumpen S, Hegg PO, Martens H. 1979. Thermal stability of fatty acid-serum albumin complexes studied by differential scanning calorimetry. Biochim Biophys Acta 574:189-196.
40. Sah H. 1999. Protein instability toward organic solvent/water emulsification: Implications for protein microencapsulation into microspheres. PDA J Pharm Sci Technol 53:1-10.
41. Gelamo EL, Tabak M. 2000. Spectroscopic studies on the interaction of bovine (BSA) and human (HSA) serum albumins with ionic surfactants. Spectrochim Acta A Mol Biomol Spectrosc 56:2255-2271.
42. Gelamo EL, Silva CHTP, Imasato H, Tabak M. 2002. Interaction of bovine (BSA) and human (HSA) serum albumins with ionic surfactants: Spectroscopy and modelling. Biochim Biophys Acta 1594:84-99.
43. Lissi E, Abuin E, Lanio ME, Alvarez C. 2002. A new and simple procedure for the evaluation of the association of surfactants to proteins. J Biochem Biophys Methods 50:261-268.
44. Dickinson E, Matsumura Y. 1994. Proteins at liquid interfaces: Role of the molten globule state. Colloids Surface B Biointerface 3:1-17.