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S-Acylation and plasma membrane targeting of the farnesylated carboxyl-terminal peptide of N-ras in mammalian fibroblasts.
Fluorescence microscopy reveals that in CV-1 cells the S-acylated form of the peptide is localized preferentially to the plasma membrane, as has been observed for N-ras itself. Expand
The choice of protecting groups is one of the decisive factors in the successful realization of a complex, demanding synthetic project. The protecting groups used influence the length and efficiencyExpand
Total synthesis of (+)-phorboxazole A.
A highly convergent, stereocontrolled total synthesis of the potent antiproliferative agent ( +)phorboxazole A ( 1) has been achieved and is placed in the company of the spongistatins, collectively the most potent cytostatic agents discovered to date. Expand
Chemoenzymatic Synthesis of Biotinylated Ras Peptides and Their Use in Membrane Binding Studies of Lipidated Model Proteins by Surface Plasmon Resonance
Characteristic peptides, which have the same lipid modifications as their parent proteins and labels, by which they can be traced, for example, the biotin group, are efficient reagents for the studyExpand
Total synthesis of (+)-phorboxazole A exploiting the Petasis-Ferrier rearrangement.
A highly convergent, stereocontrolled total synthesis of the potent antiproliferative agent (+)-phorboxazole A (1) has been achieved. Highlights of the synthesis include: modified Petasis-FerrierExpand
Chemoenzymatic synthesis of N-Ras lipopeptides
For the study of biological phenomena influenced by the plasma-membrane-bound Ras proteins and other lipidated proteins, characteristic peptides which embody the correct lipid modifications of theirExpand
Synthesis of characteristic lipopeptides of the human N-Ras protein and their evaluation as possible inhibitors of protein farnesyl transferase.
If acid labile blocking functions like the Boc group were used, upon deprotection an undesired addition of the acid to the double bonds of the farnesyl residue occurred, therefore, acid laboratoryile blocking groups should not be employed in the synthesis ofFarnesylated lipopeptides. Expand