Synthesis of S-α-D-glucosylated L-cysteine - A novel S-glycosyl amino acid

Liebigs Annales

Volumn , Issue 1, 1997, Pages 165-167

  Käsbeck, Ludwig ^a   Kessler, Horst ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

Glycosyl amino acid; Glycosylation; Thioglycoside

Indexed keywords

EID: 24444447307     PISSN: 09473440     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlac.199719970123     Document Type: Article

References (27)

1. A. Varki, Glycobiology 1993, 3, 97-130.
2. T. Feizi, R. A. Childs, Biochem. J. 1987, 245, 1-11.
3. H. Kunz, Angew. Chem. 1987, 99, 297-311;
4. Angew. Chem. Int. Ed. Engl. 1987, 26, 294-318.
5. R. R. Schmidt, Pure Appl. Chem. 1989, 61, 1257-1270.
6. H. Paulsen, Angew. Chem. 1990, 102, 851-968;
7. Angew. Chem. Int. Ed. Engl. 1990, 29, 823-940.
8. D. Horton, J. D. Wander in Carbohydrates: Chemistry and Biochemistry (Eds.: W. W. Pieman, D. Horton), 2nd ed., vol. 1B, 799-842, Academic Press, New York, 1990.
9. M. Gerz, H. Matter, H. Kessler, Int. J. Pept. Protein Res. 1994, 43, 248-257.
10. M. Gerz, H. Matter, H. Kessler, Angew. Chem. 1993, 105, 311-313;
11. Angew. Chem. Int. Ed. Engl. 1993, 32, 269-271.
12. K. Michael, V. Wittmann, W. König, J. Sandow, H. Kessler, Int. J. Peptide Protein Res. 1996, submitted.
13. E. Baran, S. Drabarek, Pol. J. Chem. 1978, 52, 941-946.
14. M. Elofsson, B. Walse, J. Kihberg, Tetrahedron Lett. 1991, 32, 7613-7616.
15. M. L. P. Monsigny, D. Delay, M. Vaculik, Carbohydr. Res. 1977, 59, 589-593.
16. R. R. Schmidt, M. Stumpp, Liebigs Ann. Chem. 1983, 1249-1256.
17. R. L. Polt, L. Szabó, J. Treiberg, Y. Li, V. J. Hruby, J. Am. Chem. Soc. 1992, 114, 10249-10258.
18. R. Polt, Y. Li, Q. Fernando, M. Rivera, Tetrahedron Lett. 1992, 33, 2961-2964.
19. F. Urpi, J. Vilarrasa, Tetrahedron Lett. 1986, 27, 4623-4624.
20. O. T. Schmidt, T. Auer, H. Schmadel, Chem. Ber. 1960, 93, 556-557.
21. R. R. Schmidt, J. Michel, Angew. Chem. 1980, 92, 763-764;
22. Angew. Chem. Int. Ed. Engl. 1980, 19, 731-732.
23. L. Käsbeck, H. Kessler, Liebigs Ann. 1996, 169-173, following paper.
24. G. M. Clore, A. M. Gronenborn, Crit. Rev. Biochem. Mol. Biol. 1989, 24, 479-564.
25. W. Still, M. Kahn, A. Mitra, J. Org. Chem. 1978, 43, 2923-2924.
26. G. H. L. Nefkens, G. I. Tesser, R. J. F. Nivard, Recl. Trav. Chim. Pays-Bas 1960, 79, 688-698.
27. S. S. Wang, B. F. Gisin, D. P. Winter, R. Makofske, I. D. Kulesha, C. Tzougraki, J. Meichenhofer, J. Org. Chem. 1977, 42, 1286-1290.