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3 article(s) from Schmuck, Carsten

Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils

Jan-Erik Ostwaldt,
Christoph Hirschhäuser,
Stefan K. Maier,
Carsten Schmuck and
Jochen Niemeyer

Beilstein J. Org. Chem. 2021, 17, 105–114, doi:10.3762/bjoc.17.11

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Figure 1: a) VII systems described by Sijbesma and Meijer, featuring two ureidopyrimidone BUs which are linke...

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Figure 2: a) GCP and ACP motif, as charged and neutral BUs and BINAM as precoordinating LU. b) Compounds 1, 2...

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Figure 3: Synthesis of compounds 1 to 4. Reagents and conditions: i) ʟ-Boc-glutamic acid benzyl ester, HCTU, ...

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Figure 4: a) 2D-screening in DMSO of the GCP derivative 1, specific viscosity vs concentration vs temperature...

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Figure 5: Comparison of the specific viscosities in dependence of the temperature of the ACP derivative (oran...

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Figure 6: DLS measurement of compound 2 in toluene at 25 °C, 60 °C and 100 °C.

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Figure 7: Specific viscosity of compounds 2, 3 and 4 in Nynas NS8 in dependency to the temperature.

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Figure 8: Specific viscosity of compound 4 in Nynas NS8 and Nexbase 3020.

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Full Research Paper

Published 12 Jan 2021

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Naphthalene diimide bis-guanidinio-carbonyl-pyrrole as a pH-switchable threading DNA intercalator

Poulami Jana,
Filip Šupljika,
Carsten Schmuck and
Ivo Piantanida

Beilstein J. Org. Chem. 2020, 16, 2201–2211, doi:10.3762/bjoc.16.185

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Scheme 1: DNA-targeting roles of the structural components incorporated in the design of the novel small mole...

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Scheme 2: Synthesis of compound 4. Conditions: a) mono-N-Boc-ethylenediamine, DMF, 90 °C; b) i) trifluoroacet...

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Figure 1: UV–vis titrations of compound 4 (c = 1.0 × 10⁻⁶ M), with ct-DNA at pH 7.0 (a) and at pH 5 (b). Inse...

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Figure 2: a) CD titration of ct-DNA (c = 3.0 × 10⁻⁵ M) with compound 4 at pH 7.0 (Na cacodylate buffer, I = 0...

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Figure 3: CD titration of poly(rA)–poly(rU) (c = 3.0 × 10⁻⁵ M) with compound 4 at a) pH 7.0 (Na cacodylate bu...

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Figure 4: CD titration of ds-DNAs (c = 3.0 × 10⁻⁵ M) with 4 for ratio r_[₄_{]/ [DNA]} = 0.4. Done at pH 5.0 (Na c...

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Figure 5: ITC experiments of poly(dAdT)–poly(dAdT) (c = 5.0 × 10⁻⁵ M) titrated with compound 4. Dots represen...

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Figure 6: AFM image of a) ct-DNA showing a fibre-like structure with a length of several micrometres; b) upon...

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Published 08 Sep 2020

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Self-association of an indole based guanidinium-carboxylate-zwitterion: formation of stable dimers in solution and the solid state

Carolin Rether,
Wilhelm Sicking,
Roland Boese and
Carsten Schmuck

Beilstein J. Org. Chem. 2010, 6, No. 3, doi:10.3762/bjoc.6.3

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Figure 1: Self-assembly of zwitterion 1 to give dimer 1·1 and self-assembly of zwitterion 2 to give dimer 2·2...

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Scheme 1: Synthesis of zwitterion 2.

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Scheme 2: Synthesis of compound 2·H⁺.

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Figure 2: ¹H NMR spectra of zwitterion 2 (bottom) and its protonated form 2·H⁺ (top).

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Figure 3: Part of the ¹H NMR spectrum of 2 in [D₆]DMSO showing the complexation-induced shifts of the indole ...

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Figure 4: Representative binding isotherm of the aromatic proton d (left) and the indole NH proton (right).

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Figure 5: Binding isotherm of the guanidinium NH₂ protons.

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Figure 6: Crystal structure of dimer 2·2 with hydrogen bond distances (Å) and dihedral angles.

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Figure 7: Side view of dimer 2·2 in the solid state.

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Figure 8: Part of the crystal lattice of zwitterion 2.

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Scheme 3: An attractive H-bond in 1 (left) is replaced by a repulsive steric interaction in 2 (right).

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Figure 9: Energy-minimized structure for dimer 2·2 with hydrogen bond distances (Å) and dihedral angles.

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Published 14 Jan 2010

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