Bruce Merrifield and solid-phase peptide synthesis: A historical assessment

Biopolymers - Peptide Science Section

Volumn 90, Issue 3, 2008, Pages 175-184

  Mitchell, Alexander R ^a  

^a LAWRENCE LIVERMORE NATIONAL LABORATORY   (United States)

Author keywords

Bruce Merrifield; Peptide synthesis; Solid phase peptide synthesis

Indexed keywords

BIOSYNTHESIS;

BRUCE MERRIFIELD; PEPTIDE SYNTHESIS; REVOLUTIONARY CHANGES; SOLID PHASE PEPTIDE SYNTHESIS; SYNTHETIC CHEMISTS; TO EFFECT;

PEPTIDES;

BRADYKININ; DNA; GLUCAGON DERIVATIVE; INSULIN; OXYTOCIN; PENICILLIN G; PEPTIDE DERIVATIVE; SYNTHETIC PEPTIDE; VASOPRESSIN; PEPTIDE;

ACHIEVEMENT; AMINO ACID ANALYSIS; AWARDS AND PRIZES; BIOCHEMISTRY; CHEMICAL REACTION; DNA SYNTHESIS; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HISTORY; MASS SPECTROMETRY; MEDICAL RESEARCH; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC CHEMISTRY; PEPTIDE SYNTHESIS; PROTEIN ANALYSIS; PROTEIN STRUCTURE; REACTION ANALYSIS; REVIEW; SOLID PHASE SYNTHESIS; STRUCTURE ACTIVITY RELATION; ARTICLE; CHEMISTRY; SYNTHESIS; UNITED STATES;

HISTORY, 20TH CENTURY; PEPTIDES; UNITED STATES;

EID: 46749113936     PISSN: 00063525     EISSN: 10970282     Source Type: Journal    
DOI: 10.1002/bip.20925     Document Type: Review

References (61)

1. Marshall, G. R. J Pept Sci 2003, 9, 534-544.
2. Gutte, B. Angew Chem Int Ed 2006, 45, 5412-5413.
3. Kent, S. Nature 2006, 441, 824.
4. Lerner, R. A. Science 2006, 313, 57.
5. Jones, J. H. J Pept Sci 2007, 13, 363-367.
6. Mitchell, A. R. Pept Sci 2008.
7. Merrifield, R. B. Life During a Golden Age of Peptide chemistry: The Concept and Development of Solid-Phase Peptide Synthesis; American Chemical Society: Washington, DC, 1993.
8. Merrifield, R. B. J Am Chem Soc 1963, 85, 2149-2154.
9. Bergmann, M., Zervas, L. Ber Dtsch Chem Ges 1932, 65, 1192-1201.
10. Fruton, J. S. Contrasts in Scientific Style: Research Groups in the Chemical and Biochemical Sciences; American Philosophical Society: Philadelphia, PA, 1990.
11. Fruton, J. S. Methods and Styles in the Development of Chemistry; Diane: Darby, PA, 2002.
12. Fruton, J. S. Molecules and Life. Historical Essays on the Interplay of Chemistry and Biology; Wiley-Interscience: New York, NY, 1972.
13. Fruton, J. S. Proteins, Enzymes, Genes: The Interplay of Chemistry and Biology; Yale University Press: New Haven, CT, 1999.
14. Fruton, J. S. Eighty Years; Epikouros Press: New Haven, 1994.
15. http://nobelprize.org/
16. Fischer, E. Chem Ber 1907, 40, 1754-1767.
17. du Vigneaud, V. A Trail of Research in Sulphur Chemistry and Metabolism and Related Fields; Cornell: Ithaca, NY, 1952.
18. Craig, L. C. J Biol Chem 1943, 150, 33-45.
19. Craig, L. C. J Biol Chem 1944, 155, 519-534.
20. Spackman, D. H.; Stein, W. H.; Moore, S. Anal Chem 1958, 30, 1190-1206.
21. Ragnarsson, U. J Pept Sci 2007, 13, 431-433.
22. du Vigneaud, V; Ressler, C.; Swan, J. M.; Roberts, C. W.; Katsoyannis, P. G.; Gordon, S. J Am Chem Soc 1953, 75, 4879-4880.
23. Wieland, T.; Bodanszky, M. The World of Peptides: A Brief History of Peptide Chemistry; Springer-Verlag: Berlin, 1991; pp 140-145.
24. Bodanszky, M.; du Vigneaud, V. J Am Chem Soc 1959, 81, 5688-5691.
25. Birr, C. Aspects of the Merrifield Peptide Synthesis; Springer-Verlag: Berlin, 1978; pp 3-5.
26. (a) Dintzis, H. M. Proc Natl Acad Sci USA 1961, 47, 247-261
27. (b) Dintzis, H. M. Biochem Mol Biol Educ 2006, 34, 241-246.
28. Sarin, V. K.; Kent, S. B. H.; Mitchell, A. R.; Merrifield, R. B. J Am Chem Soc 1984, 106, 7845-7850.
29. Marshall, G. Pept Sci 2008.
30. Marglin, A.; Merrifield, R. B. J Am Chem Soc 1966, 88, 5051-5052.
31. Gutte, B.; Merrifield, R. B. J Am Chem Soc 1969, 91, 501-502.
32. Hirschmann, R.; Nutt, R. F.: Veber, D. F.; Vitali, R. A.; Varga, S. L.; Jacob, T. A.; Holly, F. W.; Denkewalter, R. G. J Am Chem Soc 1969, 91, 507-508.
33. Caruthers, M. H. Acc Chem Res 1991, 24, 278-284.
34. Fankhauser, P.; Brenner, M. In The Chemistry of Polypeptides; Katsoyannis, P. G., Ed.; Plenum: New York, 1973; pp 389-411.
35. Felix, A. Pept Sci 2008.
36. Merrifield, R. B. J Am Chem Soc 1964, 86, 304-305.
37. Merrifield, R. B. Biochemistry 1964, 3, 1385-1390.
38. Stewart, J. M. Pept Sci 2008.
39. Manning, M. Pept Sci 2008.
40. Wünsch, E.; Jaeger, E.; Scharf, R. Chem Ber 1968, 101, 3664-3667.
41. Wünsch, E. Z Naturforsch 1967, 22b, 1269-1276.
42. Wünsch, E. Angew Chem Int Ed Engl 1971, 10, 786-795.
43. Merrifield, R. B.; Barany, G.; Cosand, W. L.; Engelhard, M.; Mojsov, S. In Peptides; Goodman, M.; Meienhofer, J., Eds.; Wiley: New York, 1977; pp. 488-502.
44. Mojsov, S.; Merrifield, R. B. Biochemistry 1981, 20, 2950-2956.
45. Mojsov, S.; Merrifield, R. B. Eur J Biochem 1984, 145, 601-605.
46. Tam, J. P.; Wong, T. W.; Riemen, M. W.; Tjoeng, E S.; Merrifield, R. B. Tetrahedron Lett 1979, 20, 4033-4036.
47. Tam, J. P.; Heath, W. F.; Merrifield, R. B. Tetrahedron Lett 1982, 23, 4435-4438.
48. Unson, C. G. Int J Pept Res Ther 2007, 13, 19-27.
49. Mitchell, A. R.; Erickson, B. W.; Ryabtsev, M. N.; Hodges, R. S.; Merrifield, R. B. J Am Chem Soc 1976, 98, 7357-7362.
50. Mitchell, A. R.; Kent, S. B. H.; Erickson, B. W.; Merrifield, R. B. Tetrahedron Lett 1976, 17, 3795-3798.
51. Mitchell, A. R.; Kent, S. B. H.; Engelhard, M.; Merrifield, R. B. J Org Chem 1978, 43, 2845-2852.
52. Schnolzer, M.; Alewood, P.; Jones, A.; Alewood, D.; Kent, S. B. H. Int J Pept Protein Res 1992, 40, 180-193.
53. Milton, R. C. D.; Milton, S. C. F.; Kent, S. B. H. Science 1993, 256, 1445-1448.
54. Dawson, P. E.; Muir, T. W.; Clark-Lewis, I.; Kent, S. B. H. Science 1994, 266, 776-779.
55. Tam, J. P.; Lu, Y. A.; Liu, C. F.; Shao, J. Proc Natl Acad Sci USA 1995, 92, 12485-12489.
56. Torbeev, V. Y.; Kent, S. B. H. Angew Chem Int Ed 2007, 46, 1667-1670.
57. Ottesen, J. J.; Bar-Dagan, M.; Giovani, B.; Muir, T. Pept Sci 2008.
58. Milicć, J.; Seidel, R.; Becker, C. F. W.; Goody, R. S.; Engelhard, M. Pept Sci 2008.
59. Wang, L. Chem Eng News 2006, 84, 61-62.
60. Wang, L. Chem Eng News 2007, 85, 10.
61. Westheimer, F. H. J Biol Chem 2003, 278, 11729-11730.