Reaction of clavams with elastase reveals a general method for inhibiting ‘serine’ enzymes

Tetrahedron

Volumn 56, Issue 31, 2000, Pages 5729-5733

  Wilmouth, Rupert C ^a   Li, Yin Hong ^a   Wright, Penny A ^a   Claridge, Timothy D W ^a   Aplin, Robin T ^a   Schofield, Christopher J ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

Clavams; Elastase; Serine enzymes

Indexed keywords

BETA LACTAMASE INHIBITOR; CLAVULANIC ACID; ELASTASE;

CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CONFERENCE PAPER; DRUG MECHANISM; DRUG SYNTHESIS; ENZYME ANALYSIS; ENZYME INHIBITION; PRIORITY JOURNAL;

EID: 0034725875     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00428-2     Document Type: Article

References (27)

1. Abraham E.P., Chain E. Nature. 146:1940;837.
2. Biondi A., Dietz C.C. Proc. Soc. Exp. Biol. Med. 60:1945;55-58.
3. Kirby W.M.M. Science. 99:1944;452-453.
4. Amyes S.G.B., Gemell C.G. J. Med. Microbiol. 46:1997;436-470.
5. Matagne A., Dubus A., Galleni M., Frere J.M. Nat. Prod. Rep. 16:1999;1-19.
6. Brown A.G., Butterworth D., Cole M., Hanscombe G., Hood J.D., Reading C., Rolinson G.N. J. Antibiot. 29:1976;668-669.
7. Howarth T.T., Brown A.G., King T.J. J. Chem. Soc., Chem. Commun. 1976;266.
8. Baggaley K.H., Brown A., Schofield C.J. Nat. Prod. Rep. 14:1997;309-333.
9. Brown R.P., Aplin R.T., Schofield C.J. Biochemistry. 35:1996;12421-12432.
10. Cartwright S.J., Coulson A.F.W. Nature. 278:1979;360-361.
11. Knowles J.R. Acc. Chem. Res. 18:1985;97-104.
12. Reading C., Hepburn P. Biochem. J. 179:1979;67-76.
13. Rizwi I., Tan A.K., Fink A.L., Virden R. Biochem. J. 258:1989;205-209.
14. Imtiaz U., Billings E., Knox J.R., Manavathu E.K., Lerner S.A., Mobashery S. J. Am. Chem. Soc. 115:1993;4435-4442.
15. Chen C.C.H., Herzberg O. J. Mol. Biol. 224:1992;1103-1113.
16. Miyashita K., Massova I., Taibi P., Mobashery S. J. Am. Chem. Soc. 117:1995;11055-11059.
17. Maveyraud L., Massova I., Birck C., Miyashita K., Samama J.-P., Mobashery S. J. Am. Chem. Soc. 118:1996;7435-7440.
18. Knight W.B., Green B.G., Chabin R.M., Gale P., Maycock A.L., Weston H., Kuo D.W., Westler W.M., Dorn C.P., Finke P.E., Hagmann W.K., Hale J.J., Liesch J., MacCoss M., Navia M.A., Shah S.K., Underwood D., Doherty J.B. Biochemistry. 31:1992;8160-8170.
19. Mascaretti O.A., Boschetti C.E., Danelon G.O., Mata E.G., Roveri O.A. Curr. Med. Chem. 1:1995;441-470.
20. Doherty J.B., Ashe B.M., Argenbright L.W., Barker P.L., Bonney R.J., Chandler G.O., Dahlgren M.E., Dorn C.P., Finke P.E., Firestone R.A., Fletcher D., Hagmann W.K., Mumford R., O'Grady L., Maycock A.L., Pisano J.M., Shah S.K., Thompson K.R., Zimmerman M. Nature. 322:1986;192-194.
21. Taylor P., Anderson V., Dowden J., Flitsch S.L., Turner N.J., Loughran K., Walkinshaw M.D. J. Biol. Chem. 274:1999;24901-24905.
22. Wilmouth R.C., Kassamally S., Westwood N.J., Sheppard R.J., Claridge T.D.W., Aplin R.T., Wright P.A., Pritchard G.J., Schofield C.J. Biochemistry. 38:1999;7989-7998.
23. Wilmouth R.C., Clifton I.J., Robinson C.V., Roach P.L., Aplin R.T., Westwood N.J., Hajdu J., Schofield C.J. Nat. Struct. Biol. 4:1997;456-462.
24. Aplin R.T., Robinson C.V., Schofield C.J., Westwood N.J. J. Chem. Soc., Chem. Commun. 1992;1650-1652.
25. Knight W.B., Chabin R., Green B. Arch. Biochem. Biophys. 296:1992;704-708.
26. Firestone R.A., Barker P.L., Pisano J.M., Ashe B.M., Dahlgren M.E. Tetrahedron. 46:1990;2255-2262.
27. Wilmouth R.C., Westwood N.J., Anderson K., Brownlee W., Claridge T.D.W., Clifton I.J., Pritchard G.J., Aplin R.T., Schofield C.J. Biochemistry. 37:1998;17506-17513.