@misc{WessigMatthes2013,
  author    = {Wessig, Pablo and Matthes, Annika},
  title     = {Photochemical synthesis and properties of 1,6- and 1,8-Naphthalenophanes},
  series = {Postprints der Universit{\"a}t Potsdam : Mathematisch-Naturwissenschaftliche Reihe},
  journal   = {Postprints der Universit{\"a}t Potsdam : Mathematisch-Naturwissenschaftliche Reihe},
  number    = {1042},
  issn      = {1866-8372},
  doi       = {10.25932/publishup-47667},
  url       = {http://nbn-resolving.de/urn:nbn:de:kobv:517-opus4-476675},
  pages     = {13},
  year      = {2013},
  abstract  = {Various 1,6- and 1,8-naphthalenophanes were synthesized by using the Photo-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds are easily accessible from omega-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for the atropisomerization could be determined in some cases by means of dynamic NMR (DNMR) and/or dynamic HPLC (DHPLC) experiments.},
  language  = {en}
}
@article{WessigMatthes2013,
  author    = {Wessig, Pablo and Matthes, Annika},
  title     = {Photochemical synthesis and properties of 1,6- and 1,8-Naphthalenophanes},
  series = {Molecules},
  volume    = {18},
  journal   = {Molecules},
  number    = {1},
  publisher = {MDPI},
  address   = {Basel},
  issn      = {1420-3049},
  doi       = {10.3390/molecules18011314},
  pages     = {1314 -- 1324},
  year      = {2013},
  abstract  = {Various 1,6- and 1,8-naphthalenophanes were synthesized by using the Photo-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds are easily accessible from omega-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for the atropisomerization could be determined in some cases by means of dynamic NMR (DNMR) and/or dynamic HPLC (DHPLC) experiments.},
  language  = {en}
}
@article{GrimmMeyerCzaplaetal.2013,
  author    = {Grimm, Christiane and Meyer, Thomas and Czapla, Sylvia and Nikolaus, J{\"o}rg and Scheidt, Holger A. and Vogel, Alexander and Herrmann, Andreas and Wessig, Pablo and Huster, Daniel and M{\"u}ller, Peter},
  title     = {Structure and dynamics of molecular rods in membranes application of a Spin-Labeled rod},
  series = {Chemistry - a European journal},
  volume    = {19},
  journal   = {Chemistry - a European journal},
  number    = {8},
  publisher = {Wiley-VCH},
  address   = {Weinheim},
  issn      = {0947-6539},
  doi       = {10.1002/chem.201202500},
  pages     = {2703 -- 2710},
  year      = {2013},
  abstract  = {Molecular rods consisting of a hydrophobic backbone and terminally varying functional groups have been synthesized for applications for the functionalization of membranes. In the present study, we employ a spin-labeled analogue of a recently described new class of molecular rods to characterize their dynamic interactions with membranes. By using the different approaches of ESR and NMR spectroscopy, we show that the spin moiety of the membrane-embedded spin-labeled rod is localized in the upper chain/glycerol region of membranes of different compositions. The rod is embedded within the membrane in a tilted orientation to adjust for the varying hydrophobic thicknesses of these bilayers. This orientation does not perturb the membrane structure. The water solubility of the rod is increased significantly in the presence of certain cyclodextrins. These cyclodextrins also allow the rods to be extracted from the membrane and incorporated into preformed membranes. The latter will improve the future applications of these rods in cellular systems as stable membrane-associated anchors for the functionalization of membrane surfaces.},
  language  = {en}
}
@article{WessigMatthesSchildeetal.2013,
  author    = {Wessig, Pablo and Matthes, Annika and Schilde, Uwe and Kelling, Alexandra},
  title     = {Asymmetric synthesis of (1,5)Naphthalenophanes by Dehydro-Diels-Alder reaction},
  series = {European journal of organic chemistry},
  journal   = {European journal of organic chemistry},
  number    = {11},
  publisher = {Wiley-VCH},
  address   = {Weinheim},
  issn      = {1434-193X},
  doi       = {10.1002/ejoc.201201594},
  pages     = {2123 -- 2129},
  year      = {2013},
  abstract  = {An asymmetric variant of the dehydro-Diels-Alder (DDA) reaction has been developed and applied in the atropselective synthesis of various (1,5)naphthalenophanes. Whereas the suitability of the photochemically induced DDA (PDDA) was limited, the thermally induced DDA provided the desired product, depending on the chiral auxiliary used and the length of the linker, with nearly perfect stereoselectivity. Furthermore, the mechanism of the DDA was investigated by means of DFT calculations, and a stepwise mechanism involving 1,4-biradicals was suggested.},
  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{WawrzinekZiomkowskaHeuvelingetal.2013,
  author    = {Wawrzinek, Robert and Ziomkowska, Joanna and Heuveling, Johanna and Mertens, Monique and Herrmann, Andreas and Schneider, Erwin and Wessig, Pablo},
  title     = {DBD Dyes as Fluorescence Lifetime Probes to Study Conformational Changes in Proteins},
  series = {CHEMISTRY-A EUROPEAN JOURNAL},
  volume    = {19},
  journal   = {CHEMISTRY-A EUROPEAN JOURNAL},
  number    = {51},
  publisher = {WILEY-V C H VERLAG GMBH},
  address   = {WEINHEIM},
  issn      = {0947-6539},
  doi       = {10.1002/chem.201302368},
  pages     = {17349 -- 17357},
  year      = {2013},
  abstract  = {Previously, [1,3]dioxolo[4,5-f][1,3]benzodioxole (DBD)-based fluorophores used as highly sensitive fluorescence lifetime probes reporting on their microenvironmental polarity have been described. Now, a new generation of DBD dyes has been developed. Although they are still sensitive to polarity, in contrast to the former DBD dyes, they have extraordinary spectroscopic properties even in aqueous surroundings. They are characterized by long fluorescence lifetimes (10-20ns), large Stokes shifts (approximate to 100nm), high photostabilities, and high quantum yields (>0.56). Here, the spectroscopic properties and synthesis of functionalized derivatives for labeling biological targets are described. Furthermore, thio-reactive maleimido derivatives of both DBD generations show strong intramolecular fluorescence quenching. This mechanism has been investigated and is found to undergo a photoelectron transfer (PET) process. After reaction with a thiol group, this fluorescence quenching is prevented, indicating successful bonding. Being sensitive to their environmental polarity, these compounds have been used as powerful fluorescence lifetime probes for the investigation of conformational changes in the maltose ATP-binding cassette transporter through fluorescence lifetime spectroscopy. The differing tendencies of the fluorescence lifetime change for both DBD dye generations promote their combination as a powerful toolkit for studying microenvironments in proteins.},
  language  = {en}
}