Stereoselective syntheses of 3-mercaptoproline derivatives protected for solid phase peptide synthesis

International Journal of Peptide and Protein Research

Volumn 48, Issue 3, 1996, Pages 274-280

  Kolodziej, Stephen A ^a   Marshall, Garland R ^a  

^a WASHINGTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

3 substituted proline derivatives; Constrained aminoacids; Mercaptoproline

Indexed keywords

PROLINE DERIVATIVE;

ARTICLE; DERIVATIZATION; IN VITRO STUDY; PEPTIDE SYNTHESIS; TECHNIQUE;

EID: 0029738723     PISSN: 03678377     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1399-3011.1996.tb00841.x     Document Type: Article

References (30)

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3. Schelkun, P., Skeean, R. & Marshall, G.R. (1993) J. Med. Chem. 36, 1902-1913
4. Marshall, G.R., Kataoka, T., Yodo, M., Kaczmarek, K., Plucinska, K., Kao, J., Li, K., Zhang, W.J. & Nikiforovich, G.V. (1994) in, Hodges, R.S. & Smith, J.A. eds, Peptides: Chemistry and Biology, Proceedings of the Thirteenth American Peptide Symposium pp. 474-478
5. Marshall, G.R., Kaczmarek, K., Kataoka, T., Plucinska, K., Skeean, R., Lunney, B., Taylor, C., Dooley, D.L.G., Panek, R. & Humblet, C. (1991) in, Giralt, E. & Andreu, D., eds., Peptides 1991 pp. 594-596
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7. Nikiforovich, G.V., Kover, K.E., Kolodziej, S.A., Nock, B., George, C., Flippen-Anderson, J.L. & Marshall, G.R. (1996) J. Am. Chem. Soc., 118, 959-969
8. Nikiforovich, G.V., Kolodziej, S.A., Nock, B., Bernad, N., Martinez, J. & Marshall, G.R. (1995) Biopolymers 36,439-452
9. Nikiforovich, G.V., Kolodziej, S.A., Zhang, W.-J., Nock, B., Bernad, N. Martinez, J. & Marshall, G.R. (1996) in Kaumaya, P. & Hodges, R.S., eds. Peptides: Chemistry, Structure and Biology. Proceedings of the Fourteenth American Peptide Symposium. In press
10. Webb, T. R. & Eigenbrot, C. (1991) / Org. Chem. 56, 3009-3016
11. Kataoka, T., Beusen, D.D., Clark, J.D., Yodo, M. & Marshall, G.R. (1992) Biopolymers 32, 1519-1533
12. Kolodziej, S.A. & Marshall, G.R. Unpublished results
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15. For some recent examples see: (a) Jurczak, J., Prokopowicz, P. & Golebiowski, A. (1993) Tetrahedron Lett. 34, 7107-7110,
16. (b) Heflner, R.J., Jiang, J. & Joullie, M.M. (1992) J. Am. Chcm. Soc. 114, 10181-10189,
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23. This has been previously reported for derivatives of Ser and Thr: Wojciechowska, H., Pawiowicz, B., Andrusckiewcz, R.& Grzybowska, J. (1978) Tetrahedron Lett., 4063-4066
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25. Kolodziej, S.A. & Marshall, G.R. (1993) presented at the 28th Annual Midwest Regional ACS Meeting, Columbia, MO
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27. Kolodziej, S.A. & Marshall, G.R. Unpublished results
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