High throughput synthesis of peptide α-thioesters through the use of "volatilizable" support

Journal of Combinatorial Chemistry

Volumn 10, Issue 5, 2008, Pages 613-616

  Li, Yangmei ^a,b   Yu, Yongping ^a   Giulianotti, Marc ^b   Houghten, Richard A ^a,b  

^a ZHEJIANG UNIVERSITY   (China)

^b TORREY PINES INSTITUTE FOR MOLECULAR STUDIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ESTER; PEPTIDE; SILICON DIOXIDE; THIOL DERIVATIVE;

AMINO ACID SEQUENCE; ARTICLE; CHEMISTRY; COMBINATORIAL CHEMISTRY; GEL; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METHODOLOGY; MOLECULAR GENETICS; SYNTHESIS; VOLATILIZATION;

AMINO ACID SEQUENCE; CHROMATOGRAPHY, LIQUID; COMBINATORIAL CHEMISTRY TECHNIQUES; ESTERS; GELS; MASS SPECTROMETRY; MOLECULAR SEQUENCE DATA; PEPTIDES; SILICON DIOXIDE; SULFHYDRYL COMPOUNDS; VOLATILIZATION;

EID: 53049087289     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc800076b     Document Type: Article

References (18)

1. (a) Dawson, P. E.; Kent, S. B. Annu. Rev. Biochem. 2000, 69, 923.
2. (b) Muir, T. W.; Sondhi, D.; Cole, P. A. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 6705.
3. (c) Tam, J. P.; Lu, Y.; Yu, Q. J. Am. Chem. Soc. 1999, 121, 4316.
4. (a) Crich, D.; Banerjee, A. J. Am. Chem. Soc. 2007, 129, 10064.
5. (b) Ryadnov, M. G.; Woolfson, D. N. J. Am. Chem. Soc. 2007, 129, 14074.
6. (c) Canne, L. E.; Bark, S. J.; Kent, S. B. H. J. Am. Chem. Soc. 1996, 118, 5891.
7. (a) Hackeng, T. M.; Griffin, J. H.; Dawson, P. E. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 10068.
8. (b) Camarero, J. A.; Adeva, A.; Muir, T. W. Lett. Pept. Sci. 2000, 7, 17.
9. (a) Ingenito, R.; Bianchi, E.; Fattori, D.; Pessi, A. J. Am. Chem. Soc. 1999, 121, 11369.
10. (b) Shin, Y.; Winans, K. A.; Backes, B. J.; Kent, S. B. H.; Ellman, J. A.; Bertozzi, C. R. J. Am. Chem. Soc. 1999, 121, 11684.
11. (c) Quaderer, R.; Hilvert, D. Org. Lett. 2001, 3, 3181.
12. (d) Mende, F.; Seitz, O. Angew. Chem., Int. Ed. 2007, 46, 4577.
13. (e) Ollivier, N.; Behr, J.-B.; El-Mahdi, O.; Blanpain, A.; Melnyk, O. Org. Lett. 2005, 7, 2647.
14. (a) Alsina, J.; Yokum, T. S.; Albericio, F.; Barany, G. J. Org. Chem. 1999, 64, 8761.
15. (b) Brask, J.; Albericio, F.; Jensen, K. Org. Lett. 2003, 5, 2951.
16. Houghten, R. A.; Yu, Y. J. Am. Chem. Soc. 2005, 127, 8582.
17. Houghten, R. A. Proc. Natl. Acad. Sci. U.S.A. 1985, 82, 5131.
18. Zhang, L.; Tam, J. P. J. Am. Chem. Soc. 1997, 119, 2363.