Exploratory investigations into the biosynthesis of the antibiotic moenomycin A

Tetrahedron Letters

Volumn 39, Issue 1-2, 1998, Pages 13-16

  Endler, Kirsten ^a   Schuricht, Urs ^a   Hennig, Lothar ^a   Welzel, Peter ^a   Holst, Ulrich ^b   Aretz, Werner ^b   Böttger, Dirk ^b   Huber, Gerhard ^b  

^a UNIVERSITY OF LEIPZIG   (Germany)

^b SANOFI   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BAMBERMYCIN;

AMINO TERMINAL SEQUENCE; ANTIBACTERIAL ACTIVITY; ARTICLE; CHROMATOPHORE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NONHUMAN; STRUCTURE ANALYSIS; ULTRAFILTRATION;

EID: 0031973417     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10456-7     Document Type: Article

References (26)

1. Present adress: Hoechst Marion Roussel, D-65926 Frankfurt.
2. Present adress: Clariant, D-65926 Frankfurt.
3. For leading references, see Welzel, P. Transglycosylase Inhibition, in Antibiotics and Antiviral Compounds - Chemical Synthesis and Modifications (Krohn, K.; Kirst, H.; Maag, H., Eds.), 373-378, VCH, Weinheim 1993.
4. For leading references, see Cho, H.; Beale, J.M.; Graff, C.; Mocek, U.; Nakagawa, A.; Õmura, S.; Floss, H.G. J. Am. Chem. Soc. 1993, 115, 12296-12304.
5. 4 (0.1 g), deion. water (0.1 l), pH 7. All fermentations were performed at 37°C.
6. 4 (0.6 g) and water, final volume: 1 l; pH 8.0.
7. The moenomycin concentrations given in the text refer to the liquid medium.
8. Type L 1523 (Bioengineering, Wald, Switzerland), media and conditions as described in ref.
9. See however, Subramaniam-Niehaus, B.; Schneider, T.; Metzger, J.W.; Wohlleben, W. Z. Naturforsch. 1997, 52c, 217-226.
10. 2O (1.0 l), pH 6.5.
11. See, Donnerstag, A.; Marzian, S.; Müller, D.; Welzel, P.; Böttger, D.; Stärk, A.; Fehlhaber, H.-W.; Markus, A.; van Heijenoort, Y.; van Heijenoort, J. Tetrahedron 1995, 51, 1931-1940.
12. 18, solvent described above, ref. , however, using 1 2 of the salt concentrations) followed by desalting (ultrafiltration) yielded the pure mixture of moenomycins.
13. 13C]acetate in intervals of 8 h.
14. In test experiments consumption of acetate was followed with the test kit of Boehringer (Mannheim).
15. I have to be reversed.
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19. Rohmer, M.; Seemann, M.; Horbach, S.; Bringer-Meyer, S.; Sahm, H. J. Am. Chem. Soc. 1996, 118, 2564-2566; Schwender, J.; Seemann, M.; Lichtenthaler, H.K.; Rohmer, M. Biochem. J. 1996, 316, 73-80; Eisenreich, W.; Sagner, S.; Zenk, M.H.; Bacher, A. Tetrahedron Lett. 1997, 38, 3889-3892; Schwarz, M. Chimia 1996, 50, 280-281, and cit. lit.
20. Rohmer, M.; Seemann, M.; Horbach, S.; Bringer-Meyer, S.; Sahm, H. J. Am. Chem. Soc. 1996, 118, 2564-2566; Schwender, J.; Seemann, M.; Lichtenthaler, H.K.; Rohmer, M. Biochem. J. 1996, 316, 73-80; Eisenreich, W.; Sagner, S.; Zenk, M.H.; Bacher, A. Tetrahedron Lett. 1997, 38, 3889-3892; Schwarz, M. Chimia 1996, 50, 280-281, and cit. lit.
21. Rohmer, M.; Seemann, M.; Horbach, S.; Bringer-Meyer, S.; Sahm, H. J. Am. Chem. Soc. 1996, 118, 2564-2566; Schwender, J.; Seemann, M.; Lichtenthaler, H.K.; Rohmer, M. Biochem. J. 1996, 316, 73-80; Eisenreich, W.; Sagner, S.; Zenk, M.H.; Bacher, A. Tetrahedron Lett. 1997, 38, 3889-3892; Schwarz, M. Chimia 1996, 50, 280-281, and cit. lit.
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23. See also Seto, H.; Watanabe, H.; Furihata, K. Tetrahedron Lett. 1996, 37, 7979-7982.
24. Böttger, D. Diplomarbeit, Universität Bochum 1979; Dissertation, Universität Bochum 1983.
25. Böttger, D. Diplomarbeit, Universität Bochum 1979; Dissertation, Universität Bochum 1983.
26. Review: Grisebach, H. in Adv. Carbohydr. Chem. Biochem. 1978, 35, 81-126.