Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Development of Substrate for Carboxypeptidase-B by Employing Thiaarginine Peptides

  • Published : 1998.02.20
Download PDF
⟨ Previous Next ⟩

Abstract

Carboxypeptidase-B (CPB) is involved in the biosynthesis of numerous peptide hormones and neurotransmitters. CPB catalyzes hydrolysis of the basic amino acids from the C-terminal position in polypeptides during posttranslational prohormonal processing. Various peptides containing thiaarginine residue at C-terminal position were synthesized and tested for their hydrolysis by CPB. A colorimetric assay, employing Ellman's reagent to detect the thioguanidine released upon hydrolysis of the dipeptide substrates, showed that thiaarginine is a suitable mimetic for arginine. Kinetic studies on the four substrates, Z-L-Ala-DL-thia-Lys, Z-L-Ala-DL-thia-Arg, Z-L-Lys-DL-thia-Arg, and Z-L-Lys(Boc)-DL-thia-Arg, gave Km (mM) of 0.66, 5.08, 0.024, and 0.006 and kcat (min-1) of 340, 5200, 151 and 335, respectively.

Keywords

References

  1. Proc. Nat. Aca. Sci. v.81 Kingsburry, W.;Boehm, J.;Gilvarg, C.
  2. J. Bact. v.160 Perry, D.;Gilvarg, C.
  3. J. Med. Chem. v.27 Kingsburry, W.;Boehm, J.;Mehta J.;Grapel, S. G.;Gilvarg, C.
  4. J. Med. Chem. v.29 Kingsburry, W.;Boehm, J.;Newman, D.
  5. Anal. Biochem. v.154 Hwang, S.;Hall, M.;Kingsburry, W.;Givarg, C.
  6. J. Med. Chem. v.32 Hwang, S.;Berges, S.;Taggart, J.;Givarg, C.
  7. Bull. Korean Chem Soc. v.14 Hong, N. J.;Park, Y. T.
  8. In Microorganisms and Nitrogen Sources Ringrose, P.;Payne, J.(ed.)
  9. J. Gen. Microbial. v.114 Rogan, D.;Becker, J.;Naider, F.
  10. J. Gen. Microbial. v.121 Davies, M.
  11. FEMS Microbial Lett. v.79 Shallow, D. A.;Barrett, K. J.
  12. Int. J. Pept. Prot. Res. v.37 Reux, P. L.;Blant, K.;Leccreulx, D. M.;Heijenhort, J. V.
  13. J. Biol. Chem. v.258 Fricker, D.;Snyder, S.
  14. Arch. Biochem. Biophys. v.82 Ellman, G. L.
  15. J. Biol. Chem. v.231 Folk, J. E.;Gladner, J. A.
  16. J. Biol. Chem. v.231 Folk, J. E.;Gladner, J. A.
  17. Biochim. Biophys. Acta v.48 Folk, J. E.;Gladner, J. A.
  18. Eur. J. Biochem. v.54 Zisapel, N.;Sokolovsky, M.
  19. FASEB J. v.6 Cheung, H. S.;Asaard, M. M.
  20. J. Biol. Chem. v.235 Folk, J. E.;Peinz, J. A.;Carroll, R.;Gladner, J.
  21. Agric. Biol. Chem. v.51 Hosokawa, D.;Matsumura, E.;Yamamoto, E.;Shin, T.;Murao, S.
  22. Biochem. Biophys. Res. Comm. v.37 Seely, J. H.;Leo, Benoiton, L.
  23. Proc. Natl. Acad. Sci. USA v.79 Ficker, L. D.;Snyder, S. H.
  24. J. Biol. Chem. v.237 Wolff, E. D.;Schirmaer, E. W.;Folk, J. E.
  25. Biochem. v.1 Wintersberger, E.;Cox, D. J.
  26. Biochem. v.5 Prahl, J. W.;Neurath, H.
  27. Biochem. Biophys. Acta v.250 Sokolovsky, M.;Zisapel, N.
  28. Eur. J. Biochem. Biophys. Acta. v.250 Zisapel, N.;Jurn-Abramowitz, N.;Sokolovsky, M.
  29. Biochem. Biophys. Res. Commun. v.47 Moore, G. J.;Benoiton, N. L.
  30. Eur. J. Biochem. v.19 Roholt, O. A.;Pressman, D.
  31. Biochem. Biophys. Res. Commun. v.46 Zisapel, N.;Sokolovsky, M.
  32. Anal. Biochem. v.170 Grimwood, B. G.;Tarentino, A. L.;Plummer Jr. T. H.
  33. J. Nature v.295 Hook, V. Y. H.;Eiden, L. E.;Brownstein, M.
  34. Biochim. Biophys. Acta. v.524 Koheil, A.;Forstner, G.
  35. Life Sci. v.34 Stack, G.;Fricker, L. D.;Snyder, S. H.
  36. Anal. Biochem. v.184 Fricker, L. D.;Devi, L.
  37. J. Fed. Eur. Biochem. Soc. v.247 Orskov, C.;Buhl, T.;Rabenhoj, L.;Kofod, H.;Holst, J.
  38. J. Biol. Chem. v.246 Kemmler, W.;Peterson, J. D.;Steiner, D. F.
  39. In Methods in Enzymology v.11 Ambler, R. P.
  40. Proc. Nat. Acad. Sci. U.S.A. v.62 Clark, J. L.;Steiner, D. F.
  41. J. Neurochem. v.53 Smyth, D. G.;Mauthainar, K.;Darby, N. J.;Fricker, L. D.
  42. Proc. Natl. Acad. Sci. USA. v.81 Hook, V. Y. H.;Loh, Y. P.
  43. Biochem. J. v.245 Davidson, H. W.;Hutton, J. C.
  44. In The Enzymes v.3 Folk, J. E.;Boyer, P. D.(Ed.)
  45. J. Biol. Chem. v.258 Simon C. M. Kwok;Shu Jin Chan;Donald F, Steiner
  46. Arch. Biochem. Biophys. v.215 Kojima, K.;Stern, D.;Udenfriend, S.
  47. Eur. J. Biochem. v.35 Zisapel, N.;Abramowitz, N. K.;Sokolovsky, M.
  48. J. Am. Chem. Soc. v.98 Breslow, R.;Wernick, D.