Sulfosuccinimidyl 4-(N-maleimidomethyl)-1-cyclohexane carboxylate as a bifunctional immobilization agent. Optimization of the coupling conditions

Analytica Chimica Acta

Volumn 361, Issue 1-2, 1998, Pages 33-44

  Tournier, E J M ^a,b   Wallach, J ^c   Blond, P ^a  

^a CPE LYON   (France)

^b Indicia Biotechnology   (France)

^c Lab Produits Naturels Commun C   (France)

Author keywords

Active ester; Heterobifunctional; Hydrolysis; Immobilization procedures; Kinetics; Maleimide

Indexed keywords

MALEIMIDE DERIVATIVE; MICROSPHERE; POLYSTYRENE;

ALKYLATION; ARTICLE; HYDROLYSIS; IMMOBILIZATION; PRIORITY JOURNAL; STEREOSPECIFICITY;

EID: 0032584327     PISSN: 00032670     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0003-2670(98)00008-7     Document Type: Article

References (47)

1. Hage D.S. Anal. Chem. 65:1993;420R-424R.
2. Gella F.J., Serra J., Gener J. Pure Appl. Chem. 63:1991;1131-1134.
3. Singer J.M., Plotz C.M. Am. J. Med. 21:1956;888-892.
4. Ouali L., Pefferkorn E., Elaissari A., Pichot C., Mandrand B. J. Colloid Interface Sci. 171:1995;276-282.
5. Thakkar H., Cornelius J., Dronfield D.M., Medcalf E.A., Newman D.J., Price C.P. Ann. Clin. Biochem. 28:1991;407-411.
6. Sumii H., Watanabe S., Oda T. Acta Histochem. Cytochem. 20:1987;135-146.
7. Bernard A., Chia K.S., Lauwerys R. J. Immunol. Methods. 144:1991;49-55.
8. Mongkolsirichaikul D., Tarnchompoo B., Ratanabanankoon K. J. Immunol. Methods. 157:1993;189-195.
9. Hashida S., Ishikawa E. J. Biochem. 108:1990;960-964.
10. Hashida S., Ishikawa E. J. Clin. Lab. Anal. 6:1992;201-208.
11. Hashida S., Nakagawa K., Yoshitake S., Imagawa M., Ishikawa E., Endo Y., Ohtaki S., Ichioka Y., Nakajima K. Anal. Lett. 16:1983;31-44.
12. Parod R.J., Brian J.D. Am. J. Physiol. 245:1983;220.
13. Katz C.L., Burkhalter A., Dreyer W.J. Nature. 310:1984;498.
14. Bieniarz C., Husain M., Barnes G., King C.A., Welch C.J. Bioconjugate Chem. 7:1996;88-95.
15. Aplin W. Eur. J. Biochem. 110:1980;295-309.
16. Yoshinaga K., Kondo A., Higashitani K., Kito T. Colloids Surfaces A: Physicochem. Eng. Aspects. 77:1993;101-107.
17. Kotite I.N., Staros J.V., Cunningham L.W. Biochemistry. 23:1984;3099-3104.
18. Donovan J.A., Jennings M.L. Biochemistry. 25:1986;1538-1545.
19. O'Sullivan M.J., Gnemmi E., Morris D., Chieregatti G., Simmonds A.D., Simmons M., Bridges J.W., Marks V. Anal. Biochem. 100:1979;100-108.
20. Abdella P.M., Smith P.K., Boyer G.P. Biochem. Biophys. Res. Commun. 87:1979;734-742.
21. Lomants A.J., Fairbanks G.J. Mol. Biol. 10:1972;243-261.
22. Ghose T., Blair A.H. CRC Crit. Rev. Ther. Drug Carrier Syst. 3:1987;300-301.
23. Heindel N.D., Zhao H., Egolf R.A., Chang C.-H., Schray K.J., Emrich J.G., Mclaughlin J.P., Woo D.V. Bioconjugate Chem. 2:1991;427-430.
24. Woltjer R.L., Weclas-henderson L., Papayannopoulos I.A., Staros J.V. Biochemistry. 31:1992;7341-7346.
25. Yoshitake S., Yamada Y., Ishikawa E., Masseyeff R. Eur. J. Biochem. 101:1979;395-399.
26. Mueller B.M., Wrasidlo W.A., Reisfeld R.A. Bioconjugate Chem. 1:1990;325-330.
27. Imai N., Kometani T., Crocker P.J., Bowdan J.B., Demir A., Dwyer L.D., Mann D.M., Vanaman T.C., Watt D.S. Bioconjugate Chem. 1:1990;138-143.
28. Arano Y., Matsushima H., Tagawa M., Koizumi M., Endo K., Konishi J., Yokoyama A. Bioconjugate Chem. 2:1991;71-76.
29. Ghosh S.S., Hao P.M., Mccue A.W., Chapelle H.L. Bioconjugate Chem. 1:1990;71-76.
30. Gregory J.D. J. Am. Chem. Soc. 77:1955;3922-3923.
31. Partis M.D., Griffiths D.G., Roberts G.C., Beechey R.B. J. Protein Chem. 2:1983;263-277.
32. Anderson G.W., Zimmerman J.E., Callahan F.M. J. Am. Chem. Soc. 86:1964;1839-1842.
33. Becker J.M., Wilchek M. Biochim. Biophys. Acta. 264:1972;165.
34. Staros J.V. Biochemistry. 21:1982;3950-3955.
35. Becker J.M., Wilchek M. Proc. Natl. Acad. Sci. U.S.A. 56:1971;2604.
36. Cuatrecasas P., Pakikh I. Biochemistry. 11:1972;2291-2299.
37. Anjaneyulu P.S.R., Staros J.V. Int. J. Pept. Protein Res. 30:1987;117-124.
38. Hashida S., Imagawa M., Inoue S., Ruan K.H., Ishikawa E. J. Appl. Biochem. 6:1984;56-63.
39. Friedmann M., Cavins J.F., Wall J.S. J. Am. Chem. Soc. 87:1965;3672-3681.
40. Beilsteins Handbuch der Organischen Chemie 4th edition, Vol. 4, p 284, Springer, Berlin, Heidelberg, New York.
41. Ames D.E., Grey T.F. J. Chem. Soc. 86:1955;631-640.
42. Semenow-Garwood D. J. Org. Chem. 37:1972;3797-3804.
43. Cline G.W., Hanna S.B. J. Org. Chem. 53:1988;3583-3586.
44. Klapper M.H. Biochem. Biophys. Res. Commun. 78:1977;1018-1024.
45. Chothia C. J. Mol. Biol. 105:1976;1-14.
46. Cline G.W., Hanna S.B. J. Am. Chem. Soc. 109:1987;3087-3091.
47. Richie C.D. J. Am. Chem. Soc. 97:1975;1170-1179.