Prolinoamino acids as a tool to stabilize β-turns with the side chain of natural amino acids

Tetrahedron Letters

Volumn 45, Issue 3, 2004, Pages 623-625

  Quancard, Jean ^a   Karoyan, Philippe ^a   Lequin, Olivier ^a   Wenger, Emmanuel ^b   Aubry, André ^b   Lavielle, Solange ^a   Chassaing, Gérard ^a  

^a Centre National de la Recherche Scientifique   (France)

^b Nancy University CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; LEUCINE; PROLINE; PROTEIN;

ARTICLE; CALCULATION; CHEMICAL STRUCTURE; CHIMERA; INFRARED RADIATION; NUCLEAR MAGNETIC RESONANCE; PEPTIDE SYNTHESIS; PROTEIN STABILITY; PROTEIN STRUCTURE; X RAY ANALYSIS;

EID: 0346363687     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.10.209     Document Type: Article

References (14)

1. For reviews on β-turn mimics, see (a) For reviews on β-turn mimics, see Fairlie D.P., West M.L., Wong A.K. Curr. Med. Chem. 5:1998;29 (b) Venkatraman J., Shankaramma S.C., Balaram P. Chem. Rev. 101:2001;3131 (c) Burgess K. Acc. Chem. Res. 34:2001;826.
2. For reviews on β-turn mimics, see (a) For reviews on β-turn mimics, see Fairlie D.P., West M.L., Wong A.K. Curr. Med. Chem. 5:1998;29 (b) Venkatraman J., Shankaramma S.C., Balaram P. Chem. Rev. 101:2001;3131 (c) Burgess K. Acc. Chem. Res. 34:2001;826.
3. For reviews on β-turn mimics, see (a) For reviews on β-turn mimics, see Fairlie D.P., West M.L., Wong A.K. Curr. Med. Chem. 5:1998;29 (b) Venkatraman J., Shankaramma S.C., Balaram P. Chem. Rev. 101:2001;3131 (c) Burgess K. Acc. Chem. Res. 34:2001;826.
4. Chalmers D.K., Marshall G.R. J. Am. Chem. Soc. 117:1995;5927.
5. Karoyan P., Quancard J., Vaissermann J., Chassaing G. J. Org. Chem. 68:2003;2256. and references cited therein.
6. Quancard J., Karoyan P., Sagan S., Convert O., Lavielle S., Chassaing G., Lequin O. Eur. J. Biochem. 270:2003;2869.
7. Improta R., Benzi C., Barone V. J. Am. Chem. Soc. 123:2001;12568.
8. Aubry A., Vitoux B., Marraud M. Biopolymers. 24:1985;1089.
9. Cung M.T., Vitoux B., Marraud M. New J. Chem. 11:1987;503.
10. Lisowski M., Pietrzynski G., Rzeszotarska B. Int. J. Peptide Protein Res. 42:1993;466.
11. Beausoleil E., Sharma R., Michnick S.W., Lubell W.D. J. Org. Chem. 63:1998;6572.
12. Baures P.W., Ojala W.H., Gleason W.B., Johnson R.L. J. Peptide Res. 50:1997;1.
13. Wilmot C.M., Thornton J.M. J. Mol. Biol. 203:1988;221.
14. Martin J.L., Johnson L.N., Withers S.G. Biochemistry. 29:1990;10745.