Micronization of insulin from halogenated alcohol solution using supercritical carbon dioxide as an antisolvent

Journal of Pharmaceutical Sciences

Volumn 91, Issue 9, 2002, Pages 2026-2039

  Snavely, William K ^a   Subramaniam, Bala ^a   Rajewski, Roger A ^b   Defelippis, Michael R ^c  

^a University of Kansas   (United States)

^b UNIVERSITY OF KANSAS   (United States)

^c ELI LILLY AND COMPANY   (United States)

Author keywords

Insulin; Micronization; Particles; Supercritical carbon dioxide

Indexed keywords

ALCOHOL DERIVATIVE; CARBON DIOXIDE; FLUOROCARBON; HEXAFLUORO 2 PROPANOL; INSULIN; PROPANOL; SOLVENT; UNCLASSIFIED DRUG;

AEROSOL; AQUEOUS SOLUTION; ARTICLE; ATOMIC ABSORPTION SPECTROMETRY; CIRCULAR DICHROISM; CRYSTAL STRUCTURE; CRYSTALLIZATION; DIELECTRIC CONSTANT; DRUG CONFORMATION; DRUG DELIVERY SYSTEM; DRUG SOLUBILITY; DRUG STRUCTURE; DRY POWDER; FLOW RATE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MICRONIZATION; PARTICLE SIZE; POWDER INHALER; PRECIPITATION; PROTEIN SECONDARY STRUCTURE; RAMAN SPECTROMETRY; SCANNING ELECTRON MICROSCOPY; SUPERCRITICAL FLUID; THERMOGRAVIMETRY;

EID: 0036771260     PISSN: 00223549     EISSN: None     Source Type: Journal    
DOI: 10.1002/jps.10193     Document Type: Article

References (34)

1. Smith PL. 1997. Peptide delivery via the pulmonary route: A valid approach for local and systemic delivery. J Controlled Rel 46:99-106.
2. Hickey AJ, Thompson DC. 1992. Physiology of the airways. In: Hickey AJ, editor. Pharmaceutical inhalation aerosol technology, New York: Marcel Dekker. pp 61-82.
3. Laube BL, Georgopoulos A, Adams GK III. 1993. Preliminary study of the efficacy of insulin aerosol delivered by oral inhalation in diabetic patients. JAMA 269:2106-2109.
4. Service RF. 1997. Drug delivery takes a deep breath. Science 277:1199-1200.
5. Gonda I. 1992. Targeting by deposition. In: Hickey AJ, editor. Pharmaceutical inhalation aerosol technology New York: Marcel Dekker. pp 1-27.
6. Subramaniam B, Rajewski RA, Snavely K. 1997. Pharmaceutical processing with supercritical carbon dioxide. J Pharm Sci 86:885-890.
7. Dixon DJ, Johnston KP, Bodmeier RA. 1993. Polymeric materials formed by precipitation with a compressed fluid antisolvent. AIChE J 39:127-139.
8. Yeo SD, Lim GB, Debenedetti PG, Bernstein H. 1993. Formation of microparticle protein powders using a supercritical fluid antisolvent. Biotech Bioeng 41:341-346.
9. Yeo SD, Debenedetti PG, Patro SY, Przybycien TM. 1994. Secondary structure characterization of microparticulate insulin powders. J Pharm Sci 83:1651-1656.
10. Parveen Z, Sloan R, Hollowood ME, Humphreys GO, York P. 2000. A comparative study of the formation of protein particles from both aqueous and organic solutions using supercritical fluid processing. Poster 2507. AAPS annual meeting and exposition.
11. Matsuura J, Powers ME, Manning MC, Shefter E. 1993. Structure and stability of insulin dissolved in 1-octanol. J Am Chem Soc 115:1261-1264.
12. Manning MC, Randolph TW, Shefter E, Falk RF III. 1998. Solubilization of pharmaceutical substances in an organic solvent and preparation of pharmaceutical powders using the same. U.S. Patent 5770559.
13. Jackson M, Mantsch HH. 1991. Beware of proteins in DMSO. Biochim Biophys Acta 1078:231-235.
14. Jackson M, Mantsch HH. 1992. Halogenated alcohols as solvents for proteins: FTIR spectroscopic studies. Biochim Biophys Acta 1118:139-143.
15. Simon LD. 1996. Mechanisms of diffusion and release of proteins from partially esterified hyaluronic acid matrices. PhD Dissertation, Lawrence, KS: University of Kansas.
16. DeSimone JM, Maury EE, Menceloglu YZ, McClain JB, Romack TJ, Combes JR. 1994. Dispersion polymerizations in supercritical carbon dioxide. Science 265:356-359.
17. Subramaniam B, Saim S, Rajewski R, Stella VJ. 2001. Green process concepts for the pharmaceutical industry. In: Anastas PT, Heine LG, Williamson TC, editors. Green engineering, ACS Symposium Series 766, Washington, DC: American Chemical Society. pp 96-110.
18. Choi EJ, Yeo SD. 1998. Critical properties for carbon dioxide + n-alkane mixtures using a variable-volume view cell. J Chem Eng Data 43:714-716.
19. Reid RC, Prausnitz JM, Poling BE. 1987. The Properties of Gases and Liquids 4th ed. Boston: McGraw-Hill.
20. 2000. Insulin. Test: Assay. USP 24-NF 19. p 882.
21. 2000. Insulin. Test: Assay. USP 24-NF 19. pp 880-881.
22. Insulin preparations, injectable. PA/PH/ Exp. 6I/ T. ANP. Test: Impurities with molecular masses greater than that of insulin. Pharmeuropa 1996.8(3).
23. Insulin injection. Test: Limit of high molecular weight proteins. USP 24-NF 19 Supplement. pp 2571-2760. January 1 2000.
24. Snavely WK. 2001. Micronization of insulin from halogenated alcohol solution using supercritical carbon dioxide as antisolvent. PhD Dissertation, Lawrence, KS: University of Kansas.
25. Strickley RG, Anderson BD. 1996. Solid-state stability of human insulin I. Mechanism and the effect of water on the kinetics of degradation in lyophiles from pH 2-5 Solutions. Pharm Res 13:1142-1153.
26. Brange J, Langkjær L. 1992. Chemical stability of insulin. 3. Influence of excipients, formulation, and pH. Acta Pharm Nord 4:149-158.
27. Brange J, Havelund S, Hougaard P. 1992. Chemical stability of insulin. 2. Formation of higher molecular weight transformation products during storage of pharmaceutical preparations. Pharm Res 9:727-734.
28. Brange J. 1992. Chemical stability of insulin. 4. Mechanisms and kinetics of chemical transformations in pharmaceutical formulation, Acta Pharm Nord 4:209-222.
29. Ettinger MJ, Timasheff SN. 1971. Optical activity of insulin. II. Effect of nonaqueous solvents. Biochemistry 10:831-840.
30. Lide DR, editor. 2000. CRC Handbook of Chemistry and Physics, 81st ed. New York: CRC Press.
31. Prestrelski SJ, Tedeschi N, Arakawa T, Carpenter JF. 1993. Dehydration-induced conformational transitions in proteins and their inhibition by stabilizers. Biophys J 65:661-671.
32. Sluzky V, Klibanov AM, Langer R. 1992. Mechanism of insulin aggregation and stabilization in agitated aqueous solutions. Biotech Bioeng 40:895-903.
33. Reverchon E. 1999. Supercritical antisolvent precipitation of micro- and nano-particles. J Supercrit Fluids 15:1-21.
34. MSDS. 2001. Sigma-Aldrich Company.