Dem IPB wird erneut ein beispielhaftes Handeln im Sinne einer chancengleichheitsorientierten Personal- und Organisationspolitik bescheinigt. Das Institut erhält zum 6. Mal in Folge das TOTAL E-QUALITY…
Die Plant Science Student Conference (PSSC) wird seit 20 Jahren im jährlichen Wechsel von Studierenden der beiden Leibniz-Institute IPK und IPB organisiert. Im Interview erläutern Christina Wäsch…
Neves Filho, R. A. W.; Stark, S.; Westermann, B.; Wessjohann, L. A.;The multicomponent approach to N-methyl peptides: total synthesis of antibacterial (–)-viridic acid and analoguesBeilstein J. Org. Chem.82085-2090(2012)DOI: 10.3762/bjoc.8.234
Two syntheses of natural viridic acid, an unusual triply N-methylated peptide with two anthranilate units, are presented. The first one is based on peptide-coupling strategies and affords the optically active natural product in 20% overall yield over six steps. A more economical approach with only four steps leads to the similarly active racemate by utilizing a Ugi four-component reaction (Ugi-4CR) as the key transformation. A small library of viridic acid analogues is readily available to provide first SAR insight. The biological activities of the natural product and its derivatives against the Gram-negative bacterium Aliivibrio fischeri were evaluated.
Publikation
Weissenborn, M. J.; Wehner, J. W.; Gray, C. J.; Šardzík, R.; Eyers, C. E.; Lindhorst, T. K.; Flitsch, S. L.;Formation of carbohydrate-functionalised polystyrene and glass slides and their analysis by MALDI-TOF MSBeilstein J. Org. Chem.8753-762(2012)DOI: 10.3762/bjoc.8.86
Glycans functionalised with hydrophobic trityl groups were synthesised and adsorbed onto polystyrene and glass slides in an array format. The adsorbed glycans could be analysed directly on these minimally conducting surfaces by MALDI-TOF mass spectrometry analysis after aluminium tape was attached to the underside of the slides. Furthermore, the trityl group appeared to act as an internal matrix and no additional matrix was necessary for the MS analysis. Thus, trityl groups can be used as simple hydrophobic, noncovalently linked anchors for ligands on surfaces and at the same time facilitate the in situ mass spectrometric analysis of such ligands.