Carolacton - A macrolide ketocarbonic acid that reduces biofilm formation by the caries- and endocarditis-associated bacterium Streptococcus mutans

European Journal of Organic Chemistry

Volumn , Issue 7, 2010, Pages 1284-1289

  Jansen, Rolf ^a   Irschik, Herbert ^a   Huch, Volker ^b   Schummer, Dietmar ^a   Steinmetz, Heinrich ^a   Bock, Martin ^c   Schmidt, Thomas ^c   Kirschning, Andreas ^c   Müller, Rolf ^a,b  

^a HELMHOLTZ CENTRE FOR INFECTION RESEARCH   (Germany)

^b SAARLAND UNIVERSITY   (Germany)

^c LEIBNIZ UNIVERSITY HANNOVER   (Germany)

Author keywords

Antibiotics; Molecular modeling; Natural products; Structure elucidation

Indexed keywords

EID: 77149127719     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200901126     Document Type: Article

References (20)

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18. int = 0.02) independent reflections. An empirical absorption correction on psi-scans was applied. To keep the reflex to parameter ratio reliable, we reduced the number of parameters to 324 using rigid hydrogen position in the full-matrix least-squares refinement. We also applied a split position to O2 and obtained residuals of R1 = 0.04 and wR2 = 0.106 for the final refinement. The Flack's absolute structure parameter was determined to 0.0(3). In conjunction with the spectroscopic and chemical investigation results, there is no doubt that the determined structure represents the correct enantiomeric form. CCDC-735883 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
19. The values of the coupling constant J increase with the conformational stability of the side chain, i.e. 8.5, 10.2, and 11.3 Hz, respectively.
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