Improvement of the physicochemical and biopharmaceutical properties of insulin by poly(ethylene glycol) conjugation

S.T.P. Pharma Sciences

Volumn 9, Issue 1, 1999, Pages 107-113

  Caliceti, P ^a   Veronese, F M ^a  

^a UNIVERSITY OF PADOVA   (Italy)

Author keywords

Conjugates; Hypoglycemia; Insulin; Poly(ethylene glycol)

Indexed keywords

CHYMOTRYPSIN; INSULIN; MACROGOL; PEPSIN A; TRYPSIN;

ARTICLE; CIRCULAR DICHROISM; DIABETES MELLITUS; DRUG CONJUGATION; DRUG EFFICACY; DRUG FORMULATION; HYPOGLYCEMIA; INTRAVENOUS DRUG ADMINISTRATION; MOLECULAR WEIGHT; NONHUMAN; RAT; SUBCUTANEOUS DRUG ADMINISTRATION;

EID: 0032828841     PISSN: 11571489     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (35)

1. KENNEDY F.P. - Recent developments in insulin delivery techniques. - Drugs, 42, 213-227, 1991.
2. BROWN L., SIEMER L., MUNOZ C. and LANGER R. - Controlled release of insulin from polymer matrices. - Diabetes, 35, 684-691, 1996.
3. ITO Y., CHUNG D.J., and IMANISHI Y. - Design and synthesis of a protein device that releases insulin in response to glucose concentration. - Bioconjugate Chem., 5, 84-87, 1994.
4. YAMAKAWA I., WATANABE S., MATSUNO Y. and KUZUYA M. - Controlled release of insulin from plasma-irradiated sandwich device using poly-DL-lactic acid. - Biol. Pharm. Bull., 16, 182-187, 1993.
5. SHIINO D., MURATA Y., KATAOKA K., KOYAMA Y., YOKOYAMA M., OKANO T. and SAKURAI Y. - Preparation and characterization of a glucose-responsive insulin-releasing polymer device. - Biomaterials, 15, 121-128, 1994.
6. LOWE P.J. and TEMPLE C.S. - Calcitonin and insulin in isobutylcyanoacrylate nanocapsules: protection against proteases and effect on intestinal absorption in rats. - J. Phar. Pharmacol., 46, 547-552, 1994.
7. PAI C.M., BAE Y.H., MACK E.J., WILSON D.E. and WAN KIM S. - Concavallin A microspheres for a self regulating insulin delivery system. - J. Pharm. Sci., 81, 532-536, 1992.
8. WAXMAN K., TURNER D., NGUYEN S.T., SELAM J.L. and CHARLES M.A. - Implantable programmable insulin pumps for the treatment of diabetes. - Arch. Surg., 127, 1032-1037, 1992.
9. KIMURA T., SATO K., SUGIMOTO K., TAO R., MURAKAMI T., KUROSAKI Y. and NAKAYAMA T. - Oral administration of insulin as poly(vinyl alcohol)-gel spheres in diabetic rats. - Biol. Pharm. Bull., 19, 897-900, 1996.
10. TOZAKI H., KOMOIKE J., TADA C., MURUYAMA T., TERABE A., SUZUKI T., YAMAMOTO A. and MURANISHI S. - Chitosan capsules for colon-specific drug delivery: improvement of insulin absorption from the rat colon. - J. Pharm. Sci., 86, 1016-1021, 1997.
11. IAWANAGA K., ONO S., NARIOKA K., MORIMOTO K., KAKEMI M., YAMASHITA S., NANGO M. and OKU N. - Oral delivery of insulin by using surface coating liposomes. Improvement of stability of insulin in GI tract. - Int. J. Pharm., 157, 73-80, 1997.
12. COLTHROPE P., FARR S.J., TAYLOR G., SMITH I.J. and WYATT D. - The pharmacokinetics of pulmonary-delivered insulin: a comparison of intratracheal and aerosol administration to the rabbit. - Pharm. Res., 9, 228-232, 1992.
13. HOFFMAN A. and ZIV E. - Pharmacokinetic considerations of new insulin formulations and route of administration. - Cin. Pharmacokinet., 33, 285-301, 1997.
14. MICHEL C., APRAHAMIAN M., DEFONTAINE L., COUVREUR P. and DAMGE C. -The effect of site of administration in the gastrointestinal tract on the absorption of insulin from nanocapsules in diabetic rats. - J. Pharm. Pharmacol., 43, 1-5, 1991.
15. HAYAKAWA E., CHIEN D.S., INAGAKI K., YAMAMOTO A., WANG W. and LEE V.H.L. - Conjunctival penetration of insulin and peptide drugs in the albino rabbit. - Pharm. Res., 9, 769-775, 1992.
16. BRANGE J., LANGKJAER L., HAVELUND S. and VOLUND A. - Chemical stability of insulin. Hydrolytic degradation during storage of pharmaceutical preparations. - Pharm. Res., 9, 715-726, 1992.
17. BRANGE J., HAVELUND S. and HOUGAARD P. - Chemical stability of insulin. Formation of high molecular weight transformation products during storage of pharmaceutical preparations. - Pharm. Res., 9, 727-734, 1992.
18. COSTANTINO H.R., LANGER R. and KLIBANOV A.M. - Solid-phase aggregation of proteins under pharmaceutically relevant conditions. - J. Pharm. Sci., 83, 1662-1669, 1994.
19. COSTANTINO H.R., LANGER R. and KLIBANOV A.M. -Moisture-induced aggregation of lyophilized insulin. - Pharm. Res., 11, 21-28, 1994.
20. SLUZKY V., TAMADA J.A., KLIBANOV A.M.and LANGER R. -Kinetics of insulin aggregation in acqueous solutions upon agitation in the presence of hydrophobic surfaces. - Proc. Natl. Acad. Sci. USA, 88, 9377-9381, 1991.
21. SAFFRAN M., PANSKY B., BUDD G. C. and WILLIAMS F.E. -Insulin and the gastro-intestinal tract. - J. Control. Release, 46, 89-98, 1997.
22. CHANG L.L. and BAI J.P.F. - Evidence for the existence of insulin-degrading enzyme on the brush border membranes of rat enterocytes. - Pharm. Res., 13, 801-803, 1996.
23. BAUDYS M., UCHIO T., MIX D., WILSON D and WAN KIM S. -Physical stabilization of insulin glycosylation. - J. Pharm. Sci., 84, 28-33, 1995.
24. IKEDA T., OCHI I., FUJIYAMA K., TANAKA Y. TAKEUCHI T. and MASHIBA H. - In vitro effects of glycosylated insulin and glucagon in perfused liver of the rat. - Horm. Met. Res., 24, 555-557, 1992.
25. ASADA H., DOUEN T., WAKI M., ADACHI S., FUJITA T., YAMAMOTO A. and MURANISHI S. - Absorption characteristics of chemically modified-insulin derivatives with various fatty acids in the small and large intestine. - J. Pharm. Sci., 84, 682-687, 1995.
26. ASADA H., DOUEN T., MIZOKOSHI Y., FUJITA T., MURAKAMI M., YAMAMOTO A. and MURANISHI S. - Stability of acyl derivatives of insulin in the small intestine: relative importance of insulin association characteristics in aqueous solution. - Pharm. Res., 11, 1115-1119, 1994.
27. VERONESE F.M., CALICETI P., SCHIAVON O. and SARTORE L. - Preparation and properties of monomethoxypoly(ethylene glycol)-modified enzymes for therapeutic applications. - In: Poly(ethylene Glycol) Chemistry and Biomedical Applications, J. Milton Harris Ed., Plenum Press, 1991.
28. VERONESE F.M., MONFARDINI C., CALICETI., SCHIAVON O. SCRAWEN M.D. and BEER D. - Improvement of pharmacokinetic, immunological and stability properties of asparaginase by conjugation to linear and branched monomethoxy poly(ethylene glycol). - J. Control. Release, 40, 199-209, 1996.
29. NUCCI M.L., SHORR R. and ABUCHOWKI A. - The therapeutic value of poly(ethylene glycol)-modified proteins - Adv. Drug Del. Rev., 6, 133-151, 1991.
30. KARTRE N.V. - The conjugation of proteins with polyethylene glycol and other polymers. Altering properties of proteins to enhance their therapeutic potential. - Adv. Drug Del. Rev., 10, 91-114, 1993.
31. BAUDYS M., SONG S.C., UCHIO T., MIX D. and KIM S.W. -Chemical modification of insulin to enhance its physical stability. -Proc. XXII Int. Symp. Contr. Rel. Bioactive Mater., 1995, pp. 538-539.
32. SARTORE L., CALICETI P., SCHIAVON O. and VERONESE F.M. - Enzyme modification by MPEG with an amino acid or peptide as spacer arms. - Appl. Biochem. Biotechnol., 27, 45-54, 1991.
33. SIMS G.E.C. and SNAPE T.J. - A method for the estimation of poly(ethylene glycol) in plasma protein fractions. - Anal. Biochem., 107, 60-63, 1980.
34. HABEEB A.F.S.A. - Determination of free amino groups in proteins by trinitrobenzensulfonic acid. - Anal. Biochem., 14, 328-336, 1966.
35. PULLEN R.A., LINDASY D.G., WOOD S.P., TICKLE I.J., BLUNDELL T.L., WOLLMER A., KRAIL G., BRANDENBURG D., ZAHN H., GLIEMANN J. and GLAMELTOFT S. - Receptor-binding region of insulin. - Nature, 259, 369-373, 1976.