TY - JOUR A1 - Mertens, Monique A1 - Hilsch, Malte A1 - Haralampiev, Ivan A1 - Volkmer, Rudolf A1 - Wessig, Pablo A1 - Müller, Peter T1 - Synthesis and characterization of a new Bifunctionalized, Fluorescent, and Amphiphilic molecule for recruiting SH-Containing molecules to membranes JF - ChemBioChem N2 - This study describes the synthesis and characterization of an amphiphilic construct intended to recruit SH-containing molecules to membranes. The construct consists of 1)an aliphatic chain to enable anchoring within membranes, 2)a maleimide moiety to react with the sulfhydryl group of a soluble (bio)molecule, and 3)a fluorescence moiety to allow the construct to be followed by fluorescence spectroscopy and microscopy. It is shown that the construct can be incorporated into preformed membranes, thus allowing application of the approach with biological membranes. The close proximity between the fluorophore and the maleimide moiety within the construct causes fluorescence quenching. This allows monitoring of the reaction with SH-containing molecules by measurement of increases in fluorescence intensity and lifetime. Notably, the construct distributes into laterally ordered membrane domains of lipid vesicles, which is probably triggered by the length of its membrane anchor. The advantages of the new construct can be employed for several biological, biotechnological, and medicinal applications. KW - DBD dyes KW - fatty acids KW - liposomes KW - maleimide KW - membranes KW - palmitoylation Y1 - 2018 U6 - https://doi.org/10.1002/cbic.201800268 SN - 1439-4227 SN - 1439-7633 VL - 19 IS - 15 SP - 1643 EP - 1647 PB - Wiley-VCH CY - Weinheim ER - TY - JOUR A1 - Haralampiev, Ivan A1 - Mertens, Monique A1 - Schwarzer, Roland A1 - Herrmann, Andreas A1 - Volkmer, Rudolf A1 - Wessig, Pablo A1 - Mueller, Peter T1 - Recruitment of SH-Containing peptides to lipid and biological membranes through the use of a palmitic acid functionalized with a Maleimide Group JF - Angewandte Chemie : a journal of the Gesellschaft Deutscher Chemiker ; International edition N2 - This study presents a novel and easily applicable approach to recruit sulfhydryl-containing biomolecules to membranes by using a palmitic acid which is functionalized with a maleimide group. Notably, this strategy can also be employed with preformed (biological) membranes. The applicability of the assay is demonstrated by characterizing the binding of a Rhodamine-labeled peptide to lipid and cellular membranes using methods of fluorescence spectroscopy, lifetime measurement, and microscopy. Our approach offers new possibilities for preparing biologically active liposomes and manipulating living cells. KW - liposomes KW - maleimide KW - membranes KW - palmitic acid KW - palmitoylation KW - peptides Y1 - 2015 U6 - https://doi.org/10.1002/anie.201408089 SN - 1433-7851 SN - 1521-3773 VL - 54 IS - 1 SP - 323 EP - 326 PB - Wiley-VCH CY - Weinheim ER -