Skip to main content

Methylase Mechanisms: Steric Constraints and Modes of Catalysis

  • Chapter
Natural Sulfur Compounds
  • 126 Accesses

Abstract

Over the past several years, our laboratory has been studying the mechanism and regulation of biological alkyl transfer reactions. Our approach has been to combine chemical and biological techniques in order to answer questions concerning the means by which these enzyme-mediated processes are catalyzed and controlled in living cells. Reviews of the chemical (1) and biological aspects (2) have been published, and the present paper will deal only with more recent results of our chemical mechanism studies. Ultimately, we would like to use this information in the design of potent, specific multisubstrate adduct (“transition state analog”) inhibitors (3) of these reactions.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

eBook
USD 16.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. J.K. Coward and P.A. Crooks, in Transmethylation11, E. Usdin, et al., eds., Elsevier/North Holland, N.Y. (1979), p. 215.

    Google Scholar 

  2. J.K. Coward and P.A. Crooks, in Transmethylation11, E. Usdin, et al., eds., Elsevier/North Holland, N.Y. (1979), p. 215.

    Google Scholar 

  3. R. Wolfenden, Ann. Rev. Biophys. Bioeng., 5: 271 (1976).

    Article  CAS  Google Scholar 

  4. J.M. Saavedra, Essays Neurochem. Neuropharmacol., 1: 1 (1977).

    Google Scholar 

  5. J.K. Coward, E.P. Slisz, and F. Y-H. Wu, Biochem, 12: 2291 (1973).

    Article  CAS  Google Scholar 

  6. W.W. Cleland, Enzymes, 3rd Ed., 2:1 (1970).

    Google Scholar 

  7. R.W. Woodard, P.A. Crooks, J.K. Coward, and H.G. Floss, manuscript in preparation; c.f. H.G. Floss, et al., Ref. 1, p. 135.

    Google Scholar 

  8. R.T. Borchardt, J. Med. Chem., 16: 377 (1973).

    Google Scholar 

  9. S.J. Kerr, Methods Cancer Res, 15: 163 (1978).

    Google Scholar 

  10. J.M. Glick and P.S. Leboy, J. Biol. Chem., 252:4790 (1977); b. J.M. Glick, V.M. Averyhart and P.S. Leboy, Biochem. Biophys. Acta, 518: 158 (1978).

    CAS  Google Scholar 

  11. E. Barbosa and B. Moss, J. Biol. Chern., 253: 7692 (1978).

    CAS  Google Scholar 

  12. W.K. Paik and S. Kin, Adv. Eng., 42: 227 (1975).

    CAS  Google Scholar 

  13. M. Jamaluddin, S. Kim and W.K. Paik, Biochemistry, 14: 694, (1978).

    Article  Google Scholar 

  14. A. Thithapandha and V.H. Cohn, Biochem. Pharmacol., 27: 263 (1978).

    Article  PubMed  CAS  Google Scholar 

  15. J.O. Knipe and J.K. Coward, J. Amer. Chem. Soc., 101:July, (1979).

    Google Scholar 

  16. J.O. Knipe, P.J. Vasquez, and J.K. Coward, manuscript in preparation.

    Google Scholar 

  17. T.C. Bruice and S.J. Benkovic, “Bioorganic Mechanisms”, W.A. Benjamin, N.Y. (1966), Vol. 1, p. 119; b. W.P. Jencks, “Catalysis in Chemistry and Enzymology”, McGraw-Hill, N.Y. (1969), p. 11.

    Google Scholar 

  18. T.C. Bruice, Ann. Rev. Biochem., 45:331 (1976); b. W.P. Jencks, Adv. Enz., 43: 219 (1975).

    Google Scholar 

  19. J.K. Coward and W.D. Sweet, J. Org. Chem., 36: 2337 (1971).

    Article  CAS  Google Scholar 

  20. I. Mihel, J.O. Knipe, J.K. Coward, and R.L. Schowen, J. Amer. Chem. Soc., 101:July (1979).

    Google Scholar 

  21. M.F. Hegazi, R.T. Borchardt, and R.L. Schowen, J. Amer. Chem. Soc., 101:July (1979).

    Google Scholar 

  22. C.H. Gray, J.K. Coward, K.B. Schowen, and R.L. Schowen, J. Amer. Chem. Soc., 101:July (1979).

    Google Scholar 

  23. C.K. Ingold, Structure and Mechanism in Organic Chemistry11, 2nd Ed., Cornell University Press, N.Y. (1969) p. 457.

    Google Scholar 

  24. J.K. Coward, unpublished results.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1980 Plenum Press, New York

About this chapter

Cite this chapter

Coward, J.K. (1980). Methylase Mechanisms: Steric Constraints and Modes of Catalysis. In: Cavallini, D., Gaull, G.E., Zappia, V. (eds) Natural Sulfur Compounds. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-3045-5_2

Download citation

  • DOI: https://doi.org/10.1007/978-1-4613-3045-5_2

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-3047-9

  • Online ISBN: 978-1-4613-3045-5

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics