α-Chymotrypsin-catalyzed peptide synthesis in frozen aqueous solution using N-protected amino acid carbamoylmethyl esters as acyl donors

Tetrahedron Asymmetry

Volumn 17, Issue 1, 2006, Pages 22-29

  Salam, Sayed Mohiuddin Abdus ^a   Kagawa, Ken Ichi ^a   Kawashiro, Katsuhiro ^a  

^a UNIVERSITY OF TOKUSHIMA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; CARBOBENZYLOXY DEXTRO PHENYLALANYL DEXTRO PHENYLALANINAMIDE; CARBOBENZYLOXY DEXTRO PHENYLALANYL PHENYLALANINAMIDE; CARBOBENZYLOXY PHENYLALANYL DEXTRO PHENYLALANINAMIDE; CHYMOTRYPSIN A; DEXTRO AMINO ACID; H PHENYLALANINAMIDE; ICE; N BENZYLOXYCARBONYL (CARBOBENZYLOXY) PHENYLALANYL O CARBAMOYLMETHYL ESTER; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CATALYSIS; PEPTIDE SYNTHESIS; PRIORITY JOURNAL;

EID: 30944451132     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2005.10.042     Document Type: Article

References (24)

1. K. Drauz, and H. Waldmann Enzyme Catalysis in Organic Synthesis 2002 Wiley-VCH Weinheim, Germany
2. F. Bordusa Chem. Rev. 102 2002 4817 4867
3. T. Miyazawa, S. Nakajo, M. Nishikawa, K. Hamahara, K. Imagawa, E. Ensatsu, R. Yanagihara, and T. Yamada J. Chem. Soc., Perkin Trans. 1 2001 82 86
4. M. Hänsler, and H.-D. Jakubke J. Pept. Sci. 2 1996 279 289
5. M. Schuster, A. Aaviksaar, and H.-D. Jakubke Tetrahedron 46 1990 8093 8102
6. M. Haensler, H.-D. Wissmann, and N. Wehofsky J. Pept. Sci. 6 2000 366 371
7. D. Ullmann, F. Bordusa, K. Salchert, and H.-D. Jakubke Tetrahedron: Asymmetry 7 1996 2047 2054
8. P. Kuhl, U. Zacharias, H. Burckhardt, and H.-D. Jakubke Monatsh. Chem. 117 1986 1195 1204
9. T. Miyazawa, K. Tanaka, E. Ensatsu, R. Yanagihara, and T. Yamada J. Chem. Soc., Perkin Trans. 1 2001 87 93
10. T. Miyazawa, E. Ensatsu, N. Yabuuchi, R. Yanagihara, and T. Yamada J. Chem. Soc., Perkin Trans. 1 2002 390 395
11. M. Schuster, A. Aaviksaar, M. Haga, U. Ullmann, and H.-D. Jakubke Biomed. Biochim. Acta 50 1991 84 89
12. S.M.A. Salam, K. Kagawa, and K. Kawashiro Biotechnol. Lett. 27 2005 1199 1203
13. A.L. Margolin, D.-F. Tai, and A.M. Klibanov J. Am. Chem. Soc. 109 1987 7885 7887
14. K. Kawashiro, H. Sugahara, S. Sugiyama, and H. Hayashi Biotechnol. Bioeng. 53 1997 26 31
15. R. Schwyzer, B. Iselin, W. Rittel, and P. Sieber Helv. Chim. Acta 39 1956 872 883
16. J.L. Moriniere, B. Danree, J. Lemoine, and A. Guy Synth. Commun. 18 1988 441 444
17. V. Fulcrand, R. Jacquier, R. Lazaro, and P. Viallefont Int. J. Pept. Protein Res. 38 1991 273 277
18. M. Capellas, M.D. Benaiges, G. Caminal, G. Gonzalez, J. Lopez-Santín, and P. Clapés Biotechnol. Bioeng. 50 1996 700 708
19. J. Martinez, J. Laur, and B. Castro Tetrahedron Lett. 24 1983 5219 5222
20. T. Miyazawa, M. Hiramatsu, T. Murashima, and T. Yamada Biocatal. Biotransform. 21 2003 93 100
21. P.S. Yang, and M.M. Rising J. Am. Chem. Soc. 53 1931 3183 3184
22. G.W. Anderson, J.E. Zimmerman, and F.M. Callahan J. Am. Chem. Soc. 86 1964 1839 1842
23. R.R. Hill, D. Birch, G.E. Jeffs, and M. North Org. Biomol. Chem. 1 2003 965 972
24. S.-T. Chen, S.-Y. Chen, H.-J. Chen, H.-C. Huang, and K.-T. Wang Bioorg. Med. Chem. Lett. 3 1993 727 733