TY - GEN A1 - Peter, Martin G. A1 - Andersen, Svend Olav A1 - Hartmann, Rudolf A1 - Miessner, Merle A1 - Roepstorff, Peter T1 - Catecholamine-protein conjugates : isolation of 4-phenylphenoxazin-2-ones from oxidative coupling of N-acetyldopamine with alipathic amino acids N2 - 4-Phenylphenoxazinones were isolated after biomimetic oxidation, using diphenoloxidases of insect cuticle, mushroom tyrosinase, or after autoxidation of N-acetyldopamine (Image ) in the presence of β-alanine, β-alanine methyl ester or N-acetyl-L-lysine. They are formed presumably by addition of 2-aminoalkyl-5-alkylphenols to the o-quinone of biphenyltetrol which, in turn, arises from oxidative coupling of. The structures of present the first examples for the assembly of reasonably stable intermediates in the rather complex process of chemical modifications of aliphatic amino acid residues by o-quinones. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 062 Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17571 ER - TY - GEN A1 - Laschewsky, André A1 - Paulus, Wolfgang A1 - Ringsdorf, Helmut A1 - Schuster, A. A1 - Frick, G. A1 - Mathy, A. T1 - Mixed polymeric monolayers and Langmuir-Blodgett multilayers with functional low molecular weight guest compounds N2 - Mixed monolayers and Langmuir-Blodgett multilayers of functional low molecular weight guest compounds, especially nonlinear optical (NLO) dyes, within the matrix of an amphotropic spacer polymer have been prepared. The polymer matrix enabled the transfer of guest compounds not capable of self-organizing at the air-water interface by themselves. The structure of the LB multilayers and the transfer process were studied by small angle X-ray scattering and UV-visible spectroscopy. Good NLO coefficients were found in the mixed films. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 060 Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17233 ER - TY - GEN A1 - Andersen, Svend Olav A1 - Perter, Martin G. A1 - Roepstorff, Peter T1 - Cuticle-catalyzed coupling between N-acetylhistidine and N-acetyldopamine N2 - Several types of insect cuticle contain enzymes catalyzing the formation ofof adducts between N-acetyldopamine (NADA) and N-acetylhistidine (NAH). Two such adducts, NAH-NADA-I and NAH NADA-II, have been isolated and their structures determined. In one of the adducts the link connecting the two residues occurs between the I-position (ß-position) in the NADA side chain and the 1-N atom (τ-N) in the imidazole ring of histidine. Diphenoloxidase activity alone is not sufficient for formation of this adduct, whereas extracts containing both diphenoloxidase and o-quinone-p-quinone methide isomerase activities catalyze the coupling reaction. The adduct consists of a mixture of two diastereomers and they are presumably formed by spontaneous reaction between enzymatically produced NADA-p-quinone methide and N-acetylhistidine. The other adduct has been identified as a ring addition product of N-acetylhistidine and NADA. In contrast to the former adduct it can be formed by incubation of the two substrates with mushroom tyrosinase alone. An adduct between N-acetylhistidine and the benzodioxan-type NADA-dimer is produced in vitro, when the N-acetylhistidine-NADA adduct is incubated with NADA and locust cuticle containing a 1,2-dehydro-NADA generating enzyme system. Trimeric NADA-polymerization products of the substituted benzodioxan-type have been obtained from in vivo sclerotized locust cuticle, confirming the ability of cuticle to produce NADA-oligomers. The results indicate that some insect cuticles contain enzymes promoting linkage of oxidized NADA to histidine residues. It is suggested that histidine residues in the cuticular proteins can serve as acceptors for oxidized NADA and that further addition of NADA-residues to the phenolic groups of bound NADA can occur, resulting in formation of protein-linked NADA-oligomers. The coupling reactions identified may be an important step in natural cuticular sclerotization. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 072 KW - sclerotization KW - quinone KW - quinone methide KW - o-quinone isomerase KW - Hyalophora cecropia KW - Locusta migratoria Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-16762 ER - TY - GEN A1 - Tsukruk, Vladimir A1 - Mischenko, Nikolay A1 - Köberle, Peter A1 - Laschewsky, André T1 - The structural order of some novel ionic polymers; 2. : Models of molecular packing N2 - The molecular packing and spatial correlations of two isomeric zwitterionic polymethacrylates and one polyacrylate analog are studied by means of X-ray analysis and conformational calculations. The analysis of the correlation functions and density distribution profiles suggest a double-layered molecular packing which is discussed for the three polymers investigated, with respect to their different chemical structures. Whereas the zwitterionic polymethacrylates studied exhibit liquid-like short-range order, the polyacrylate analog exhibits an ordered double-layered superstructure. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 096 Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17256 ER - TY - GEN A1 - Embs, Frank A1 - Funhoff, Dirk A1 - Laschewsky, André A1 - Licht, Ulrike A1 - Ohst, Holger A1 - Prass, Werner A1 - Ringsdorf, Helmut A1 - Wegner, Gerhard A1 - Wehrmann, Rolf T1 - Preformed polymers for Langmuir-Blodgett films- molecular concepts N2 - The use of preformed polymers for the preparation of Langmuir-Blodgett (LB) multilayers is reviewed. Principles for polymer self-organization are outlined and the appropriate molecular designs are discussed. Recent developments in the different classes of polymers for LB multilayers are presented, and their outstanding properties highlighted. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 081 KW - Amphiphilic Polymers KW - Rod-like Polymers KW - LCPs KW - Stability of LB Films Y1 - 1991 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17196 ER - TY - GEN A1 - Anton, Peter A1 - Laschewsky, André T1 - Polysoaps via alternating olefin/SO2 copolymers N2 - Contents: Introduction Results and discussion - Monomers studied - Monomer properties - Polymerization, copolymer composition and general properties - Polymer properties in aqueous solution Conclusion Experimental part - Materials - Copolymerization with S02 (typical procedure) - Methods T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 088 Y1 - 1991 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17216 ER - TY - GEN A1 - Laschewsky, André T1 - Oligoethyleneoxide spacer groups in polymerizable surfactants N2 - Cationic and zwitterionic polymerizable surfactants bearing tri- and tetraethyleneglycol spacer groups between the polymerizable moiety and the surfactant structure were prepared and polymerized. Monomers and polymers were investigated with respect to their aggregation behavior in aqueous systems and compared to analogous monomers and polymers lacking spacer groups. In the case of the monomeric surfactants, the spacer groups depress both the Kraffttemperature and the critical micelle concentration. the area occupied per molecule at the air-water interface is substantially enlarged by the spacers, whereas the depression of surface tension is nearly constant. Although the monomers with and without spacers are true surfactants, all the polymers are water-insoluble, but form monomolecular layers at the air-water interface. In analogy to the monomer behavior, the incorporation of the spacer groups increases the area occupied per repeat unit at the air-water interface substantially, but hardly affects the surface activity. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 059 KW - Polymerizable surfactant KW - polysoap KW - sulfobetain KW - spacer KW - micelle KW - monolayer Y1 - 1991 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17221 ER - TY - GEN A1 - Bubeck, Christoph A1 - Laschewsky, André A1 - Lupo, Donald A1 - Neher, Dieter A1 - Ottenbreit, Petra A1 - Paulus, Wolfgang A1 - Prass, Werner A1 - Ringsdorf, Helmut A1 - Wegner, Gerhard T1 - Amphiphilic dyes for nonlinear optics: Dependence of second harmonic generation on functional group substitution T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 082 Y1 - 1991 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17201 ER - TY - GEN A1 - Peter, Martin G. A1 - Boldt, Peter C. A1 - Niederstein, Yvonne A1 - Peter-Katalinić, Jasna T1 - Synthesen von Galactose-Cluster-haltigen Steroid-Derivaten N2 - The synthesis of galactose clusters that are linked to a steroid moiety by a peptide-like spacer unit is described. The galactose cluster is obtained by Koenigs-Knorr glycosylation of TRIS-Gly-Fmoc (2b) under Helferich conditions. Peptide and ester bonds are formed after activation of carboxylic acids as diphenylthiophene dioxide (TDO) esters. 6a is synthesized in a convergent way by coupling of (Ac4Gal)3-TRIS-Gly (3e) with cholesteryl TDO succinate (5b). Coupling of (Ac4Gal)3-TRIS-Gly hydrogen succinate (3f) with Gly-O-Chol (5d) by means of EEDQ yields 6d. Reaction of (Ac4Gal)3-TRIS-Gly-SUCC-O-TDO (3g) with 25-hydroxycholesterol leads in a linear sequence to the oxysterol derivative 6f. Selective cleavage of the acetyl groups from galactose units yields the known compound 6b and the new derivatives 6e and 6g. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 042 KW - Glycoconjugates KW - Galactosides KW - Steroid esters KW - Amphiphiles KW - Glycopeptides Y1 - 1990 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-16783 ER - TY - GEN A1 - Peter, Martin G. A1 - Förster, Hans T1 - On the structure of Eumelanins : identification of constitutional patterns by solid-state NMR spectroscopy N2 - Aus dem Inhalt: Melanins are complex polyphenolic polymers. They are usually formed in nature by enzyme-catalyzed oxidative polymerization of o-diphenols. The deep black eumelanins, derived from Dopa 1 or dopamine 3, are distinguished from the yellow to brown phaeomelanins obtained from Dopa in the presence of cysteine. Characteristic of eumelanins are the indole units, which are formed from catecholamines by intramolecular addition of the amino groups to the oxidatively generated o-quinones. [...] T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 053 Y1 - 1989 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17027 ER - TY - GEN A1 - Erdelen, C. A1 - Laschewsky, André A1 - Ringsdorf, H. A1 - Schneider, J. A1 - Schuster, A. T1 - Thermal behaviour of polymeric Langmuir-Blodgett multilayers N2 - Langmuir-Blodgett multilayers of hydrocarbon and fluorocarbon polymers with hydrophilic spacer, lipid-polyelectrolyte complexes and mesogenic polymers have been prepared. The thermal behaviour of the multilayers was studied by small angle X-ray scattering, IR and UV—visible spectroscopy. Good thermal stabilities were found for the various classes of polymers. In addition, for both complexed multilayers and mesogenic polymer films, reorientation processes were observed. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 080 Y1 - 1989 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17378 ER - TY - GEN A1 - Peter, Martin G. T1 - Chemische Modifikation von Biopolymeren durch Chinone und Chinonmethide N2 - Chinone und Vorstufen, die oxidativ in Chinone und/oder Chinonmethide umgewandelt werden können, sind in der Natur weit verbreitet. Als sekundäre Naturstoffe wirken sie häufig antibiotisch, cytotoxisch, aber auch pathogen, und eine Reihe von Pflanzen und Tieren benutzt chinoide Substanzen als Abwehrstoffe, oft mit spektakulärem Erfolg. Auf makromolekularer Ebene spielen Chinonmethide im Pflanzenreich eine Schlüsselrolle bei der Biosynthese von Lignin, während die Bildung von Melanoproteinen ein Beispiel für Reaktionen von o-Chinonen im Tierreich ist. Bei den Insekten dienen Chinone und Chinonmethide zur Bildung des lebensnotwendigen Exoskeletts. Die Reaktivität von Chinonen in biologischen Systemen hat auch für den Menschen unmittelbare Bedeutung in pharmazeutischer, toxikologischer und technologischer Hinsicht. Den Beispielen in diesem Aufsatz liegt ein gemeinsames Prinzip zugrunde, nämlich die chemische Modifikation von Biopolymeren durch Chinone und Chinonmethide. Wie sich besonders bei einer detaillierteren Betrachtung der Reaktionen zeigt, die zur Sklerotisierung der Insektencuticula führen, sind in den letzten Jahren wichtige neue Erkenntnisse hinzugekommen, die vor allem durch die modernen Methoden der Stofftrennung und der Festkörper-NMR-Spektroskopie ermöglicht worden sind. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 043 Y1 - 1989 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-16802 ER - TY - GEN A1 - Laschewsky, André T1 - Monolayers and Langmuir-Blodgett multilayers of discotic liquid crystals? N2 - Contents: 1. Discotic Liquid Crystals 2. Monolayers and Langmuir-Blodgett Multilayers 3. Theoretical Considerations on the Molecular Packing of Discotic LCs in Monolayers and Multilayers 4. Spreading Experiments with Discotic LCs 5. LB-Multilayers of Discotic LCs 6. Polymeric Discotic LCs 7. Summary T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 061 Y1 - 1989 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17396 ER - TY - GEN A1 - Biddle, M. B. A1 - Rickert, S. E. A1 - Lando, J. B. A1 - Laschewsky, André T1 - The use of the Langmuir-Blodgett technique to obtain ultra-thin polar films N2 - The piezoelectric and pyroelectric properties of oriented films possessing dipole moments are increasingly being used in pressure, acoustic, thermal and optical devices. The performance of these devices in many applications may be enhanced by thin-film technology.The developing Langmuir-Blodgett thin-film deposition technique offers the opportunity to obtain highly oriented and uniform organic-based films in the 10–5000 nm thickness range. Special techniques must be used, however, to assemble these molecules in such a way as to result in polar multilayer films. Several possible deposition techniques are investigated, with one resulting in a polar and pyroelectric film about 50 nm thick. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 098 Y1 - 1989 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17185 ER - TY - GEN A1 - Peter, Martin G. A1 - Förster, Hans T1 - Zur Struktur von Eumelaninen : Identifizierung von Konstitutionsmustern durch Festkörper-NMR-Spektroskopie T1 - On the Structure of Eumelanins : Identification of Constitutional Patterns by Solid-state NMR Spectroscopy N2 - Aus dem Inhalt: Melanine sind komplexe polyphenolische Polymere. In der Natur entstehen sie durch meist enzymkatalysierte oxidative Polymerisation von o-Diphenolen. Man unterscheidet die aus Dopa 1 oder Dopamin 3 hervorgehenden, tiefschwarzen Eumelanine von den aus Dopa in Gegenwart von Cystein entstehenden, gelben bis braunen Phaomelaninen. [...] T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 054 Y1 - 1989 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17038 ER - TY - GEN A1 - Laschewsky, André A1 - Ringsdorf, H. T1 - Polymerization of amphiphilic dienes in Langmuir-Blodgett multilayers N2 - Amphiphilic derivatives of octadiene and docosadiene were investigated in monolayers and Langmuir-Blodgett multilayers, with respect to their self-organization and their polymerization behavior. All amphiphiles investigated form monolayers. However, only acid and alcohol derivatives were able to build up multilayers. Those multilayers are rapidly photopolymerized in the layers via a two-step process: Irradiation with long-wavelength UV light yields soluble polymers, whereas additional irradiation with sfiort-wavelength UV light produces insoluble and presumably cross-linked polymers. The reaction meclianism is discussed according to the polymer characterization by UV spectroscopy, small-angle X-ray scattering, NMR spectroscopy, and gel permeation chromatography. All multilayers undergo structural changes during the polymerization; substantial changes result in defects in the polymerized layers as observed by scanning electron microscopy. In contrast to the acids and alcohols, the deposition of monolayers of the aldehyde derivatives did not yield well-ordered multilayers, but rather amorphous films. In this different film structure, the photopolymerization process differs from the one observed in multilayers. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 058 Y1 - 1988 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17176 ER - TY - GEN A1 - Lupo, Donald A1 - Prass, Werner A1 - Scheunemann, Ude A1 - Laschewsky, André A1 - Ringsdorf, Helmut A1 - Ledoux, Isabelle T1 - Second-harmonic generation in Langmuir-Blodgett monolayers of stilbazium salt and phenylhydrazone dyes N2 - Contents: 1. INTRODUCTION 2. SYNTHESIS OF THE COMPOUNDS 3. PREPARATION AND CHARACTERIZATION OF MONOLAYERS A. Monolayer Isotherms B. Langmuir-Blodgett Monolayer Films 4. EXPERIMENTAL SETUP FOR NONLINEAR MEASUREMENTS 5. NONLINEAR OPTICAL PROPERTIES 6. DISCUSSION 7. CONCLUSION T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 094 Y1 - 1988 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17401 ER - TY - GEN A1 - Laschewsky, André A1 - Ringsdorf, H. A1 - Schmidt, G. A1 - Schneider, J. T1 - Self-organization of polymeric lipids with hydrophilic spacers in side groups and main chain : investigation in monolayers and multilayers N2 - Several polymerizable lipids were synthesized and polymerized to amphiphilic homopolymers and to copolymers with the help of hydrophilic comonomers. The self-organization of these polymeric lipids was investigated in monolayers and Langmuir-Blodgett multilayers. The self-organization of these polymers in model membranes is due to hydrophilic spacer groups in the amphiphilic side groups as well as to hydrophilic spacer groups in the polymer backbone. Thus, highly ordered monolayers and LB-multilayers are easily obtained. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 057 Y1 - 1987 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17147 ER - TY - GEN A1 - Ferenz, Hans-Jörg A1 - Peter, Martin G. T1 - The inhibitory effect of sinefungin on juvenile hormone biosynthesis and development in locusts N2 - The antibiotic fungal metabolite sinefungin is a potent inhibitor of S-adenosylmethionine-acceptor methyltransferases. Its effect on insect metabolism and especially on corpora allata farnesoic acid methyltransferase, which catalyzes the penultimate step of juvenile hormone biosynthesis, was investigated in Locusta migratoria. Injection of sinefungin results in a delay of imaginal molt and in suppression of ovary development. Isolated corpora allata are unable to synthesize juvenile hormone III in the presence of more than 1.0 mM sinefungin. In a cell-free system containing the S-adenosylmethionine-dependent farnesoic acid methyltransferase from corpora allata sinefungin is a competitive inhibitor of the synthesis of methylfarnesoate with Ki of 1 μM. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 076 KW - Locust KW - sinefungin KW - O-methyltransferase KW - juvenile hormone biosynthesis Y1 - 1987 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-16811 ER - TY - GEN A1 - Koch, Horst A1 - Laschewsky, André A1 - Ringsdorf, Helmut A1 - Teng, Kang T1 - Photodimerization and photopolymerization of amphiphilic cinnamic acid derivatives in oriented monolayers, vesicles and solution N2 - Cinnamic acid moieties were incorporated into amphiphilic compounds containing one and two alkyl chains. These lipid-like compounds with photoreactive units undergo self-organization to form monolayers at the gas-water interface and bilayer structures (vesicles) in aqueous solutions. The photoreaction of the cinnamic acid moiety induced by 254 nm UV light was investigated in the crystalline state, in monolayers, in vesicles and in solution in organic solvents. The single-chain amphiphiles undergo dimerization to yield photoproducts with twice the molecular weight of the corresponding monomers in organized systems. The photoreaction of amphiphiles containing two cinnamic acid groups occurs via two mechanisms: The intramolecular dimerization produces bicycles, with retention of the molecular weight of the corresponding monomer. The intermolecular reaction leads to oligomeric and polymeric photoproducts. In contrast to the single-chain amphiphiles, photodimerization processes of lipoids containing two cinnamic acid moieties also occur in solution in organic solvents. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 078 Y1 - 1986 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus-17111 ER -