@article{NikolausCzaplaMoellnitzetal.2011, author = {Nikolaus, J{\"o}rg and Czapla, Sylvia and M{\"o}llnitz, Kristian and H{\"o}fer, Chris T. and Herrmann, Andreas and Wessig, Pablo and M{\"u}ller, Peter}, title = {New molecular rods - Characterization of their interaction with membranes}, series = {Biochimica et biophysica acta : Biomembranes}, volume = {1808}, journal = {Biochimica et biophysica acta : Biomembranes}, number = {12}, publisher = {Elsevier}, address = {Amsterdam}, issn = {0005-2736}, doi = {10.1016/j.bbamem.2011.08.008}, pages = {2781 -- 2788}, year = {2011}, abstract = {Molecular rods are synthetical molecules consisting of a hydrophobic backbone which are functionalized with varying terminal groups. Here, we report on the interaction of a recently described new class of molecular rods with lipid and biological membranes. In order to characterize this interaction, different fluorescently labeled rods were synthesized allowing for the application of fluorescence spectroscopy and microscopy based approaches. Our data show that the rods are incorporated into membranes with a perpendicular orientation to the membrane surface and enrich preferentially in liquid-disordered lipid domains. These characteristics underline that rods can be applied as stable membrane-associated anchors for functionalizing membrane surfaces.}, language = {en} } @article{TechenCzaplaMoellnitzetal.2013, author = {Techen, Anne and Czapla, Sylvia and M{\"o}llnitz, Kristian and Budach, Dennis B. and Wessig, Pablo and Kumke, Michael Uwe}, title = {Synthesis and spectroscopic characterization of fluorophore-labeled oligospiroketal rods}, series = {Helvetica chimica acta}, volume = {96}, journal = {Helvetica chimica acta}, number = {11}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {0018-019X}, doi = {10.1002/hlca.201200616}, pages = {2046 -- 2067}, year = {2013}, abstract = {Fluorescence probes consisting of well-established fluorophores in combination with rigid molecular rods based on spirane-type structures were investigated with respect to their fluorescence properties under different solvent conditions. The attachment of the dyes was accomplished by 1,3-dipolar cycloaddition between alkynes and azides (click' reaction) and is a prime example for a novel class of sensor constructs. Especially, the attachment of two (different) fluorophores on opposite sides of the molecular rods paves the way to new sensor systems with less bulky (compared to the conventional DNA- or protein-based concepts), nevertheless rigid spacer constructs, e.g., for FRET-based sensing applications. A detailed photophysical characterization was performed in MeOH (and in basic H2O/MeOH mixtures) for i) rod constructs containing carboxyfluorescein, ii) rod constructs containing carboxyrhodamine, iii) rod constructs containing both carboxyfluorescein and carboxyrhodamine, and iv) rod constructs containing both pyrene and perylene parts. For each dye (pair), two rod lengths with different numbers of spirane units were synthesized and investigated. The rod constructs were characterized in ensemble as well as single-molecule fluorescence experiments with respect to i) specific roddye and ii) dyedye interactions. In addition to MeOH and MeOH/NaOH, the rod constructs were also investigated in micellar systems, which were chosen as a simplified model for membranes.}, language = {en} } @article{WawrzinekWessigMoellnitzetal.2012, author = {Wawrzinek, Robert and Wessig, Pablo and M{\"o}llnitz, Kristian and Nikolaus, Joerg and Schwarzer, Roland and M{\"u}ller, Peter and Herrmann, Andreas}, title = {DBD dyes as fluorescent probes for sensing lipophilic environments}, series = {Bioorganic \& medicinal chemistry letters : a Tetrahedron publication for rapid dissemination of preliminary communications on all aspects of bioorganic chemistry, medicinal chemistry and related disciplines}, volume = {22}, journal = {Bioorganic \& medicinal chemistry letters : a Tetrahedron publication for rapid dissemination of preliminary communications on all aspects of bioorganic chemistry, medicinal chemistry and related disciplines}, number = {17}, publisher = {Elsevier}, address = {Oxford}, issn = {0960-894X}, doi = {10.1016/j.bmcl.2012.07.056}, pages = {5367 -- 5371}, year = {2012}, abstract = {Small fluorescent organic molecules based on [1,3]dioxolo[4,5-f][1,3]benzodioxole (DBD) could be used as probes for lipophillic microenvironments in aqueous solutions by indicating the critical micelles concentration of detergents and staining cell organelles. Their fluorescence lifetime decreases drastically by the amount of water in their direct environment. Therefore they are potential probes for fluorescence lifetime imaging microscopy (FLIM).}, language = {en} } @article{WessigMoellnitz2012, author = {Wessig, Pablo and M{\"o}llnitz, Kristian}, title = {Building blocks for oligospiroketal (OSK) rods and evaluation of their influence on rod rigidity}, series = {The journal of organic chemistry}, volume = {77}, journal = {The journal of organic chemistry}, number = {8}, publisher = {American Chemical Society}, address = {Washington}, issn = {0022-3263}, doi = {10.1021/jo300266b}, pages = {3907 -- 3920}, year = {2012}, abstract = {We report on the synthesis of three new sleeves and their incorporation in OSK rods. The structures of these sleeves are based on neo-inositol, terephthalaldehyde diacetals, and indacene. To quantify the influence of the sleeves on rod rigidity, we applied the worm-like chain (WLC) model on the new rods and found that this approach is rather disappointing. As the chief cause of this result, we assume that the rigidity of typical molecular rods largely exceeds the rigidity of polymers, which were successfully described by the WLC model. Alternatively, we suggest quantifying the rigidity of molecular rods by fitting an empirical function on the end-to-end distance distribution curve obtained by MD simulations. After checking various function types, the Levy-Martin function proved to be most suitable for this purpose. On the basis of this function, we defined the Levy-Martin parameter and suggest using this parameter for the characterization of the rigidity of molecular rods.}, language = {en} } @article{WessigMoellnitzHuebner2010, author = {Wessig, Pablo and M{\"o}llnitz, Kristian and H{\"u}bner, Sebastian}, title = {A short and efficient route from myo- to neo-inositol}, issn = {0936-5214}, doi = {10.1055/s-0029-1220071}, year = {2010}, abstract = {An efficient route from myo- to neo-inositol is described. The key steps of the sequence are oxidation of the hydroxy group at C-5 to the corresponding ketone, followed by a highly (dr = 7.8:1) stereoselective reduction. The route includes nine steps with an overall yield of 51\% and is therefore superior to all hitherto reported methods for the preparation of neo-inositol.}, language = {en} } @article{WessigMoellnitzKellingetal.2011, author = {Wessig, Pablo and M{\"o}llnitz, Kristian and Kelling, Alexandra and Schilde, Uwe}, title = {Crystal structure of 1r,2c,3c,4t,5t,6t-1,2,3,4,5,6-hexakis-trimethylsilanyloxy-cyclohexane, C24H60O6Si6}, series = {Zeitschrift f{\"u}r Kristallographie : international journal for structural, physical and chemical aspects of crystalline materials ; New crystal structures}, volume = {226}, journal = {Zeitschrift f{\"u}r Kristallographie : international journal for structural, physical and chemical aspects of crystalline materials ; New crystal structures}, number = {2}, publisher = {De Gruyter Oldenbourg}, address = {M{\"u}nchen}, issn = {1433-7266}, doi = {10.1524/ncrs.2011.0105}, pages = {228 -- 230}, year = {2011}, abstract = {C24H60O6Si6, triclinic, P (1) over bar (no. 2), a = 11.307(2) angstrom, b = 12.159(2) angstrom, = 16.576(2) angstrom, alpha = 109.47(1)degrees, beta = 94.64(1)degrees, gamma = 111.65(1)degrees, V = 1942.3 angstrom(3), Z = 2, R-gt(F) = 0.043, wR(ref)(F-2) = 0.118, T = 210 K.}, language = {en} }