RNA Diels-Alderases: Relationships between unique sequences and catalytic function

Journal of the American Chemical Society

Volumn 122, Issue 6, 2000, Pages 1015-1021

  Tarasow, Theodore M ^a   Tarasow, Sandra L ^a   Eaton, Bruce E ^a  

^a GILEAD SCIENCES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

RNA;

ARTICLE; CATALYSIS; CATALYST; PROTEIN SECONDARY STRUCTURE; RNA ANALYSIS; RNA SEQUENCE; RNA STRUCTURE; SEQUENCE ANALYSIS;

EID: 0034673289     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja992448+     Document Type: Article

References (34)

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7. For some current examples, see: (a) Roush, W. R.; Sciotti, R. J. J. Am. Chem. Soc. 1998, 120, 7411-7419. (b) Corey, E. J.; Letavic, M. A. J. Am. Chem. Soc. 1995, 117, 9616-9617. (c) Corey, E. J.; Guzman-Perez, A.; Loh, T- P. J. Am. Chem. Soc. 1994, 116, 3611-3612. (d) Kozmin, S. A.; Rawal, V. H. J. Am. Chem. Soc. 1997, 119, 7165-7166. (e) Fallis, A. G. Acc. Chem. Res. 1999, 32, 464-474.
8. For some current examples, see: (a) Roush, W. R.; Sciotti, R. J. J. Am. Chem. Soc. 1998, 120, 7411-7419. (b) Corey, E. J.; Letavic, M. A. J. Am. Chem. Soc. 1995, 117, 9616-9617. (c) Corey, E. J.; Guzman-Perez, A.; Loh, T- P. J. Am. Chem. Soc. 1994, 116, 3611-3612. (d) Kozmin, S. A.; Rawal, V. H. J. Am. Chem. Soc. 1997, 119, 7165-7166. (e) Fallis, A. G. Acc. Chem. Res. 1999, 32, 464-474.
9. For some current examples, see: (a) Roush, W. R.; Sciotti, R. J. J. Am. Chem. Soc. 1998, 120, 7411-7419. (b) Corey, E. J.; Letavic, M. A. J. Am. Chem. Soc. 1995, 117, 9616-9617. (c) Corey, E. J.; Guzman-Perez, A.; Loh, T- P. J. Am. Chem. Soc. 1994, 116, 3611-3612. (d) Kozmin, S. A.; Rawal, V. H. J. Am. Chem. Soc. 1997, 119, 7165-7166. (e) Fallis, A. G. Acc. Chem. Res. 1999, 32, 464-474.
10. For some current examples, see: (a) Roush, W. R.; Sciotti, R. J. J. Am. Chem. Soc. 1998, 120, 7411-7419. (b) Corey, E. J.; Letavic, M. A. J. Am. Chem. Soc. 1995, 117, 9616-9617. (c) Corey, E. J.; Guzman-Perez, A.; Loh, T- P. J. Am. Chem. Soc. 1994, 116, 3611-3612. (d) Kozmin, S. A.; Rawal, V. H. J. Am. Chem. Soc. 1997, 119, 7165-7166. (e) Fallis, A. G. Acc. Chem. Res. 1999, 32, 464-474.
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24. Sequences for the isolates characterized can be found in the Supporting Information or in ref 7a.
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26. -1. See Experimental Section and ref 7a for details.
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28. Despite the fact that there are numerous copper complexes that catalyze the Diels-Alder reaction in organic solvents, only one example of a pyridyl-copper complex catalyzing this cycloaddition in water has been reported. In this case, the pyridine-copper Lewis acid was conjugated to the dienophile. (a) Otto, S.; Bertoncin, F.; Engberts, J. B. F. N. J. Am. Chem. Soc. 1996, 118, 7702-7707. (b) Otto, S.; Engberts, J. B. F. N. Tetrahedron Lett. 1995, 36, 2645-2648.
29. Despite the fact that there are numerous copper complexes that catalyze the Diels-Alder reaction in organic solvents, only one example of a pyridyl-copper complex catalyzing this cycloaddition in water has been reported. In this case, the pyridine-copper Lewis acid was conjugated to the dienophile. (a) Otto, S.; Bertoncin, F.; Engberts, J. B. F. N. J. Am. Chem. Soc. 1996, 118, 7702-7707. (b) Otto, S.; Engberts, J. B. F. N. Tetrahedron Lett. 1995, 36, 2645-2648.
30. Values for isolate 22 can be found in ref 7b.
31. Wiegand, T. W.; Janssen, R. C.; Eaton, B. E. Chem. Biol. 1997, 4, 675-683.
32. Nieuwlandt, D.; West, M.; Eaton, B. E., unpublished results.
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