Biosynthesis of the pipecolate moiety of marcfortine A

Journal of the American Chemical Society

Volumn 121, Issue 9, 1999, Pages

  Kuo, M S ^a   Yurek, D A ^a   Mizsak, S A ^a   Cialdella, J I ^a   Baczynskyj, L ^a   Marshall, V P ^a  

^a PFIZER INC   (United States)

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EID: 0040628236     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (24)

1. See: Evans, J. N. Biomolecular NMR Spectroscopy; Oxford Press: New York, 1995; pp 256-265. Breitmaier, E.; Voeiter, W. Carbon-13 NMR Spectrosopy, High-Resolution Methods and Applications in Organic Chemistry and Biochemistry, 3rd ed.; VCH: New York, 1987; pp 451-459.
2. See: Evans, J. N. Biomolecular NMR Spectroscopy; Oxford Press: New York, 1995; pp 256-265. Breitmaier, E.; Voeiter, W. Carbon-13 NMR Spectrosopy, High-Resolution Methods and Applications in Organic Chemistry and Biochemistry, 3rd ed.; VCH: New York, 1987; pp 451-459.
3. See: Levy, G.; Lichter, R. L. Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy; John Wiley & Sons: New York, 1979; pp 2-28. Witanowski, M.; Stefaniak, M.; Webb, G. A. Ann. Rep. NMR Spectrosc. 1993, 25, 15-16.
4. See: Levy, G.; Lichter, R. L. Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy; John Wiley & Sons: New York, 1979; pp 2-28. Witanowski, M.; Stefaniak, M.; Webb, G. A. Ann. Rep. NMR Spectrosc. 1993, 25, 15-16.
5. (a) Bax, A.; Summers, M. F. J. Am. Chem. Soc. 1986, 108, 2093-2094.
6. (b) John, B. K.; Plant, D.; Heald, S. L.; Hurd, R. J. Mag. Reson. 1991, 91, 664.
7. See: Croasmun, W. R. Two-Dimensional NMR Spectroscopy: Applications for Chemists, 2nd ed.; 1994. Sanders, J. K. M. Modern NMR Spectroscopy: A Guide for Chemists, 2nd ed.; 1993.
8. See: Croasmun, W. R. Two-Dimensional NMR Spectroscopy: Applications for Chemists, 2nd ed.; 1994. Sanders, J. K. M. Modern NMR Spectroscopy: A Guide for Chemists, 2nd ed.; 1993.
9. See: Evans, J. N. Biomolecular NMR Spectroscopy; Oxford Press: New York, 1995; pp 55-114. Clore, G. M. NMR of Proteins; CRC Press: Ann Arbor, 1993.
10. See: Evans, J. N. Biomolecular NMR Spectroscopy; Oxford Press: New York, 1995; pp 55-114. Clore, G. M. NMR of Proteins; CRC Press: Ann Arbor, 1993.
11. Yamazaki, M.; Okuyama, E., Kobayashi, M., Inoue H. Tetrahedron Lett. 1981, 22, 135.
12. Birch, A. J.; Wright, J. J. Chem. Soc. Commun. 1969, 644.
13. Polonsky, J.; Merrien, M.-A.; Prange, T.; Pascard, C.J. J. Chem. Soc., Chem. Commun. 1980, 601.
14. Birch, A. J.; Wright, J. J. Tetrahedron Lett. 1970, 26, 2329.
15. Williams, R. M.; Kwast, E.; Coffman, H.; Glinka, T. J. Am. Chem. Soc. 1993, 111, 3064.
16. Sanz-Cervera, J. F.; Glinka, T.; Williams, R. M. Tetrahedron. 1993, 49, 8471.
17. Baldas, J.; Birch, A. J.; Russell, R. A. J. Chem. Soc., Perkin Trans. 1 1974, 50.
18. Kuo, M. S.; Wiley: V. H; Cialdella, J. I.; Yurek, D. A.;. Whaley, H. A.; Marshall, V. P. Biosynthesis of Marcfortine A. J. Antibiot. 1996, 49, 1006.
19. Luckner, M. Secondary Metabolism in Microorganisms, Plants, and Animals, 2nd ed.; Springer-Verlag: New York, 1984; p 372.
20. Levy, G.; Lichter, R. L. Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy; John Wiley & Sons: New York, 1979; pp 109-118.
21. Mann, B E. In NMR and the Periodic Table; Harris R. K., Mann B. E., Eds.; Academic Press: New York, 1978; p 96; pp 120-122.
22. Obtained by finding the ratio of excess isotope ions to the total: (59 - 32 + 18 - 6)/(100 + 59 + 18).
23. Luckner, M. Secondary Metabolism in Microorganisms, Plants, and Animals 2nd ed.; Springer-Verlag: New York, 1984; p 385.
24. Metzler, D. E. Biochemistry; Academic Press: New York, 1977; p 853-855.