Evaluation of N-(2-hydroxypropyl)methacrylamide copolymer-peptide conjugates as potential oral vaccines. Studies on their degradation by isolated rat small intestinal peptidases and their uptake by adult rat small intestinal tissue in vitro

International Journal of Pharmaceutics

Volumn 128, Issue 1-2, 1996, Pages 99-111

  Morgan, Suzanne M ^a   Subr, Vladimir ^b   Ulbrich, Karel ^b   Woodley, John F ^c   Duncan, Ruth ^d  

^a UNIVERSITY OF BIRMINGHAM   (United Kingdom)

^b INSTITUTE OF MACROMOLECULAR CHEMISTRY   (Czech Republic)

^c KEELE UNIVERSITY   (United Kingdom)

^d UNIVERSITY OF LONDON   (United Kingdom)

Author keywords

N (2 hydroxypropyl)methacrylamide copolymers; Oral drug delivery; Peptide vaccines

Indexed keywords

COPOLYMER; N (2 HYDROXYPROPYL)METHACRYLAMIDE; PEPTIDASE; VACCINE;

ANIMAL TISSUE; ARTICLE; DRUG CONJUGATION; DRUG DEGRADATION; DRUG STABILITY; DRUG SYNTHESIS; GASTROINTESTINAL MUCOSA; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NONHUMAN; PRIORITY JOURNAL; RAT;

EID: 0029987829     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/0378-5173(95)04228-8     Document Type: Article

References (33)

1. Bridges, J.F., Uptake of Macromolecules by Rat Small Intestine In Vitro. Ph.D. Thesis, Keele University, UK, 1980.
2. 125I-labelled poly(vinylpyrrolidone) by rat jejunum in vitro. Biochim. Biophys. Acta, 544 (1978) 448-451.
3. Britton, J.R., A method for the estimation of gastrointestinal luminal proteolysis of biologically important dietary peptides. Nun. Res., 9 (1989) 565-573.
4. Cartlidge, S.A., Duncan, R. and Lloyd, J.B., Soluble, crosslinked N-(2-hydroxypropyl)methacrylamide copolymers as potential drug carriers. (1) Pinocytosis by rat visceral yolk sacs and rat intestine cultured in vitro. Effect of molecular weight on uptake and intracellular degradation. J. Control. Release, 3 (1986) 55-66.
5. Chytry, V., Vrana, A. and Kopecek, J., Synthesis and activity of a polymer which contains insulin covalently bound on a copolymer of N-(2-hydroxypropyl)methacrylamide and N-methacryloyldiglycyl-p-nitrophenyl ester. Makromol. Chem., 179 (1978) 329-336.
6. Crestfield, A.M., Moore, S. and Stein, W.H., The preparation and enzymatic hydrolysis of reduced and S-carboxymethylated proteins. J. Biol. Chem., 238 (1963) 622-627.
7. Duncan, R., Drug-polymer conjugates: potential for improved chemotherapy. Anti-Cancer Drugs, 3 (1992) 175-210.
8. Eldridge, J.H., Meulbroek, J.A., Staas, J.K., Tice, T.R. and Gilley, R.M., Vaccine-containing biodegradable microspheres specifically enter the gut-associated lymphoid tissue following oral administration and induce a disseminated mucosal immune response. Adv. Exp. Med. Biol., 251 (1989) 191-202.
9. Eldridge, J.H., Hammond, C.J., Meulbroek, J.A., Staas, J.K., Gilley, R.M. and Tice, T.R., Controlled release in the gut-associated lymphoid tissues. 1. Orally administered biodegradable microspheres target the Peyers Patches. J. Control. Release, 11 (1990) 205-214.
10. Francis, M.J., Hastings, G.Z., Campbell, R.O., Rowlands, D.J., Brown, F. and Peat, N., T-cell help for B-cell antibody production to rhinovirus peptides. In: Lerner, R.A., Ginsberg, H., Chanock, R.M. and Brown, B. (Eds.), Vaccines 89, Cold Spring Harbor Laboratories, New York, 1989, pp. 437-444.
11. Genco, R.J., Linzer, R. and Evans, R.T., Effect of adjuvants on orally administered antigens. Ann. New York Acad. Sci., 409 (1983) 650-667.
12. Kania, R.J. and Santiago, N.A., Intestinal surface amino-peptidases, II. Substrate kinetics and topography of the active site. J. Biol. Chem., 252 (1977) 4929-4934.
13. Kessler, M., Acuto, O., Storelli, C., Murer, H., Muller, M. and Semenza, G., A modified procedure for the rapid preparation of efficiently transporting vesicles from small intestinal brush border membranes. Their use in investigating some properties of D-glucose and choline transport systems. Biochem. Biophys. Acta, 506 (1978) 136-154.
14. Lowry, O.H., Rosebrough, N.J., Farr, A.L. and Randall, R.J., Protein measurement with the folin phenol reagent. J. Biol. Chem., 193 (1951) 265-275.
15. Maloy, K.J., Donachie, A.M., O'Hagan, D.T. and Mowat, A.M., Induction of mucosal and systemic immune responses by immunisation with ovalbumin entrapped in poly(lactide-co-glycolide) microparticles. Immunology, 81 (1994) 661-667.
16. Marshall, J.S., Bienenstock, J., Perdue, M.H., Stanisz, A.M., Stead, R.H. and Ernst, P.B., Novel cellular interactions and network involving the intestinal immune system and its microenvironment. APMIS, 97 (1989) 383-394.
17. Matthews, D.M. and Payne, J.M., Transmembrane transport of small peptides. Curr. Top. Membr. Transplant., 14 (1980) 331-425.
18. McFarlane, A.S., Efficient trace-labelling of proteins with iodine. Nature, 182 (1958) 53.
19. McGee, J.P., Davis, S.S. and O'Hagan, D.T., The immunogenicity of model protein entrapped poly(lactide-co-glycolide) microparticles prepared by a novel phase separation technique. J. Control. Release, 31 (1994) 55-60.
20. Merrifield, R.B., Solid phase peptide synthesis. 1. The synthesis of a tetrapeptide. J. Am. Chem. Soc., 85 (1963) 2149-2154.
21. Nixon, S.E. and Mawer, G.E., The digestion and absorption of protein in man. 1. The site of absorption. Br. J. Nutr., 24 (1970a) 227-240.
22. Nixon, S.E. and Mawer, G.E., The digestion and absorption of protein in man. 2. The form in which digested protein is absorbed. Br. J. Nutr., 24 (1970b) 241-258.
23. O'Hagan, D.T., Palin, K.J. and Davis, S.S., Poly(butyl-2-cyanoacrylate) particles as adjuvants for oral immunization. Vaccine, 7 (1989) 213-216.
24. Owen, R. L. and Bhalla, D. K., Cytochemical characterisation of enzyme distribution over M cell surfaces in rat Peyer's Patches. Gastroenterology, 82 (1982) 1144.
25. Peterson, G.L., Determination of total protein. Methods Enzymol, 91 (1983) 95-119.
26. Rihova, B. and Kopecek, J., Biological evaluation of targetable poly-[N-2-hydroxypropyl)methacrylamide]-antibody conjugates. J. Control. Release, 2 (1985) 289-310.
27. 125I-labelled PVP by rat intestinal sacs in vitro: evidence for endocytosis. Biosci. Rep., 1 (1981) 399-406.
28. Seymour, L.W., Flanagan, P.A., Al-Shamkhani, A., Subr, V., Ulbrich, K., Cassidy, J. and Duncan, R., Synthetic polymers conjugated to monoclonal antibodies: vehicles for tumour-targeted drug delivery. Select. Cancer Ther., 7 (1991) 59-73.
29. Strohalm, J. and Kopecek, J., Poly N-(2-hydroxypropyl)-methacrylamide. I. Radical polymerization. Angew. Makromol. Chem., (1978) 109-118.
30. Williams, N.A., Hill, T.J. and Hooper, D.C., Murine epidermal antigen presenting cells in primary and secondary T cell proliferative responses to herpes simplex virus in vitro. Immunology, 72 (1990a) 34-39.
31. Williams, N.A., Hill, TJ. and Hooper, D.C., Murine epidermal antigen presenting cells in primary and secondary T cell proliferative responses to a soluble antigen in vitro. Immunology, 71 (1990b) 411-416.
32. Wolf, J.L., Kauffman, R.S., Finberg, R., Dambrauskas, R., Fields, B.N. and Trier, J.S., Determinants of reovirus interaction with the intestinal M cells and absorptive cells of murine intestine. Gastroenterology, 85 (1983) 291-300.
33. Woodley, J.F., Peptidase activity in the GI tract: distribution between luminal contents and mucosal tissue. Proc. Int. Symp. Control. Release Bioact. Mater., 18 (1991) 337-338.