Incorporation of 5-hydroxytryptophan in oligopeptides

Tetrahedron

Volumn 52, Issue 20, 1996, Pages 6965-6972

  Lescrinier, Theo ^a   Busson, Roger ^a   Rozenski, Jef ^a   Janssen, Gerard ^a   Van Aerschot, Arthur ^a   Herdewijn, Piet ^a  

^a REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

6 FLUOROTRYPTOPHAN; GASTRIN DERIVATIVE; OLIGOPEPTIDE;

ARTICLE; DRUG SYNTHESIS; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0029869370     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00301-8     Document Type: Article

References (29)

1. Houghten, R.A.; Pinilla, C.; Brondelle, S.E.; Appel, J.R.; Dooley, C.T. and Curvo, J.H. Nature 1991, 354, 84-86.
2. Lam, K.; Salmon, S.; Hersh, E.; Hzuby, C.; Karmierki, W. and Knapp, R. Nature 1991, 354, 82-84.
3. Lebl, M.; Lam, K.S.; Kocis, P.; Krchnak, V.; Patek, M.; Salmon, S.E.; and Hruby, V.J.; Peptides 1992, 67-69.
4. Nikolaiev, V.; Starandova, A.; Krchnak, V.; Seligmann, B.; Lam, K.S.; Salsmon, S.E. and Lebl, M. Peptide Res. 1993, 6, 161-170.
5. Medynski, P. Biotechnology 1994, 12, 709-710.
6. Bartfai, T.; Langel, U. Eur. J. Med. Chem. Suppl. Vol. 1995, 30, 163-174.
7. Wilson and Gisvold's Textbook of Organic Medicinal and Pharmaceutical Chemistry: ninth edition, Delgado, J.N. and Remers, W.A (eds.), 1991, 818-819.
8. Ishikawa, K.; Fukami, T.; Mase, T.; Nagase, T.; Hayama, T.; Niiyama, K.; Ihara, M.; Saeki, T.; Ozaki, S.; Nishikibe, M.; Mino, N.; Noguchi, K.; Fakuzoda, T. and Yano, M. Eur. J. Med. Chem. Suppl. Vol. 1995, 30, 371-390.
9. Mac Leod, A.M.; Merchant, K.J.; Brookfield, F.; Kellcher, F.; Stevenson, G.; Owens, A.P.; Swain, C.J.; Cascieri, M.A.; Sadowski, S.; Ber, E.; Shader, C.D.; Mac Intyre, D.E.; Metzger, J.M.; Ball, M.G.; and Baker, R. J. Med. Chem. 1994, 37, 1269-1274..
10. a) Carpino, L.A. and Han, G.Y. J. Org. Chem. 1972, 37, 3404-3409;
11. b) Fields, G.B. and Noble, R.L. Int. J. Peptide Protein Res. 1990, 35, 161-214.
12. a) Atherton, E.; Fox, H.; Harkiss, D.; Logan, C.J.; Sheppard, R.C. and Williams, B.J. J.Chem. Soc. Chem. Comm. 1978, 537-539;
13. b) Kent, S.B.H.; Alewood, D.; Alewood, P.; Baca, M.; Jones, A. and Schnolzer, M. Innovations and perspectives in solid phase synthesis; Ed. Roger Epton, 1992, 1-23;
14. c) Chang, CH.D. and Meienhofer, Int. J. Peptide Protein Res. 1978, 11, 246-249.
15. Fields, G.B. Methods in Molecular Biology; Ed. M.W. Pennington and B.M. Dunn, 1994, 35, 17-27.
16. Kiso, Y.; Ukawa, K.; Nakamuza, S.; Ito, K. and Akita, T. Chem. Pharm. Bull. 1980, 28, 673-676.
17. Rosowksy, A. and Wright, J.E. J. Org. Chem. 1983, 48, 1539-1541.
18. Wang, S.; Gisin, B.F.; Winter, D.P.; Maofske, R.; Kulesha, I.D.; Tzougraki, C. and Meienhofer, J. J. Org. Chem. 1977, 42, 1286-1290.
19. a) Mitsunobu, O. Synthesis 1981, 1-29;
20. b) Varasi, M.; Walker, K. and Maddox, M. J. Org. Chem. 1987, 52, 4235-4238.
21. White, P. 'Peptides: Chemistrny, Structure and Biology' Proc. 12th American Peptide Symp., Smith J.A. and Rivers J.E. (eds.), 1991, 537-538.
22. Kundu, B. and Shakla, S. Collect. Czech. Chem. Commun. 1994, 59, 231-233.
23. Namikoshi, M.; Kundu, B.; Ribehart, K. J. Org. Chem. 1991, 56, 5464-5466.
24. Fields, C. and Fields, G. Tetrahedron Lett. 1993, 34, 6661-6664.
25. Suber, P. Tetrahedron Lett. 1987, 28, 1637-1640.
26. Choi, H.; Aldrich, J.V. Int. J. Peptide Protein Res. 1993, 42, 58-63.
27. Jaeger, E.; Thamm, P.; Knof, S. and Wünsch, E. Happe Seyler's Z. Physiol. Chem. 1978, 359, 1617-1628.
28. King, D.; Fields, C. and Fields, G. Int. J. Peptide Protein Res. 1990, 36, 255-266.
29. Ogawa, H.; Sasaki, T.; Irie, H. and Yoyima, H. Chem. Pharm. Bull. 1978, 26, 3144-3149.