A combined atomic force microscopy and computational approach for structural elucidation of breitfussin A and B, highly modified halogenated dipeptides from the Arctic hydrozoan Thuiaria breitfussi

This study presents the first structure isolated from Thuiria breitfussi from the underinvestigated class Hydrozoa. The Breitfussins represent novel halogenated modified dipeptides forming a new structural class containing a combination of indole-oxazole-pyrrole. Given the limited quantity isolated, X-ray crystallography was not possible and structure determination using spectroscopic data was unable to propose a single unequivocal structure consistent with all the data. The structure was therefore supported by a combination of AFM, CASE and DFT calculations, none of which were able to propose a unique solution individually. Remarkably, AFM could be used to determine all the connection positions of the cyclic systems as well as those of the substituent groups: MeO, Br, and I - information that is difficult to obtain with other techniques. Moreover, different AFM contrast above halogen atoms and the MeO group indicate chemical sensitivity within individual molecules.

By: K. Hanssen, B. Schuler, A.Williams, T.B. Demissie, E. Hansen, J. Andersen, J. Svenson, K. Blinov, M. Repisky, F. Mohn, G. Meyer, J.-S. Svendsen, K. Ruud, M. Elyashberg, L. Gross, M. Jaspars, and J. Isaksson

Published in: RZ3872 in 2012


This Research Report is available. This report has been submitted for publication outside of IBM and will probably be copyrighted if accepted for publication. It has been issued as a Research Report for early dissemination of its contents. In view of the transfer of copyright to the outside publisher, its distribution outside of IBM prior to publication should be limited to peer communications and specific requests. After outside publication, requests should be filled only by reprints or legally obtained copies of the article (e.g., payment of royalties). I have read and understand this notice and am a member of the scientific community outside or inside of IBM seeking a single copy only.


Questions about this service can be mailed to reports@us.ibm.com .