Photo-triggered selective C-terminal N-methylamidative cleavage of polyethyleneglycol-bound peptides

Tetrahedron Letters

Volumn 37, Issue 35, 1996, Pages 6421-6424

  Ajayaghosh, A ^a   Pillai, V N Rajasekharan ^b  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

^b MAHATMA GANDHI UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; PHOTOCHEMISTRY; PROTEIN MODIFICATION;

EID: 0030603068     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01363-9     Document Type: Article

References (19)

1. 1. Contribution No. RRLT-PRU-58 from RRL, Trivandrum.
2. 2. Coy, D. H.; Vilchez-Martinez, J. A.; Coy, E. J.; Schally, A. V. J. Med. Chem. 1976, 19, 423.
3. 3. Glass, J. D.; du Vigneaud, V. J. J. Med. Chem. 1972, 15, 486.
4. 4. Stimson, E. R.; Meinwald, Y. G.; Montelione, G. T.; Scheraga, H. A. Int. J. Peptide Protein. Res. 1986, 28, 29.
5. 5. Mammi, S.; Goodman, M. Int. J. Peptide Protein. Res. 1986, 28, 29.
6. 6. Chan, W. C.; Mellor, S. L. J. Chem. Soc. Chem. Commun. 1995, 1475.
7. 7. Kornreich, W.; Anderson, H.; Porter, J.; Vale, W.; Rivier, J. Int. J. Peptide Protein. Res. 1985, 25, 414.
8. 8. Breiphol, G.; Knolle, J.; Geiger, R. Tetrahedron Lett. 1987, 28, 5647.
9. 9. Sheppard, R. C.; Williams, B. J. Int. J. Peptide Protein Res. 1982, 20, 451.
10. 10. Pillai, V. N. R. Synthesis, 1980, 1.
11. 11. Patchornik, A.; Amit, B.; Woodward, R. B., J. Am. Chem. Soc., 1970, 92, 6333.
12. 12. Rich, D. H.; Gurwara, S. K., Tetrahedron Lett. 1975, 301.
13. 13. Ajayaghosh, A.; Pillai, V. N. R. J. Org. Chem., 1990, 55, 2826.
14. 14. Ajayaghosh, A.; Pillai, V. N. R. Tetrahedron Lett. 1995, 36, 777.
15. 15. Pillai, V. N. R.; Mutter, M.; Bayer, E. Tetrahedron Lett. 1979, 3409.
16. 16. Pillai, V. N. R.; Mutter, M.; Bayer, E.; Gatfield, I. J. Org. Chem. 1980, 45, 5364.
17. 5: C, 57.95; H, 9.17; N, 13.52. Found: C, 57.50; H, 9.14; N, 13.97. Amino acid analysis: Leu, 1.09; Ala, 1.05; Val, 1.0.
18. 9: C, 59.13; H, 7.82; N, 12.17. Found: C, 59.0; H, 7.79; N, 12.32. Amino acid analysis: Ala, 2.03; Asp, 0.98; Leu, 1.0; Val, 0.97.
19. 19. Satisfactory spectral, elemental and amino acid analyses could be obtained for the nonapeptide N-methylamide.