Journal of Molecular Modeling

, Volume 12, Issue 6, pp 953–963 | Cite as

The structure of 5a,6–anhydrotetracycline and its Mg2+ complexes in aqueous solution

Original paper


Semiempirical molecular orbital theory has been used for a systematic scan of the binding positions for a Mg2+ ion with 5a,6–anhydrotetracycline taking both conformational flexibility and possible different tautomeric forms into account. The magnesium ion has been calculated alone and with four or five complexed water molecules in order to simulate the experimental situation more closely. The results are analyzed by comparing the behavior of the title compound with that of tetracycline itself and possible causes for the stronger induction of the Tetracycline Receptor (TetR) by 5a,6–anhydrotetracycline than by tetracycline are considered.

Energetically favored 3D -structure of the zwitteranionic 5a,6-anhydrotetracycline magnesium complex in solution


AM1 5a,6–anhydrotetracycline Conformational analysis Magnesium interactions 



We thank the Deutsche Forschungsgemeinschaft (Collaborative Research Center 473: Mechanisms of Transcriptional Regulation, Research Training Group 805/1: Protein–Protein Interactions) for financial support.

Supplementary material

894_2005_55_MOESM1_ESM.pdf (56 kb)
Table S1 Angles and their ranges used in the cluster analysis of the “hot” structures (PDF 48 kb) (25 kb)
S2 Zip-file “” with the coordinates of the minima for each cluster/protonation pattern/water complexation sphere. The name tag indicates the protonation pattern, the conformation and the amount of water molecules in the complexation sphere (ZIP 26 kb)


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Copyright information

© Springer-Verlag 2006

Authors and Affiliations

  • Olaf G. Othersen
    • 1
  • Harald Lanig
    • 1
  • Timothy Clark
    • 1
  1. 1.Computer-Chemie-CentrumFriedrich-Alexander-Universität Erlangen-NürnbergErlangenGermany

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