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2 article(s) from Müller, Peter

Membrane properties of hydroxycholesterols related to the brain cholesterol metabolism

Malte Hilsch,
Ivan Haralampiev,
Peter Müller,
Daniel Huster and
Holger A. Scheidt

Beilstein J. Org. Chem. 2017, 13, 720–727, doi:10.3762/bjoc.13.71

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Figure 1: Top: Chemical structures of cholesterol and hydroxycholesterols with selected numbering for the car...

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Figure 2: ²H NMR chain order parameter of the sn-1 chain of (A) POPC-d₃₁ in the absence and in the presence o...

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Figure 3: Rate constants for the permeation of dithionite across LUV membranes composed of POPC in the absenc...

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Figure 4: Confocal fluorescence images of GUVs containing DOPC/PSM/cholesterol (A), DOPC/PSM/24R-HC (B), DOPC...

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Published 18 Apr 2017

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Articulated rods – a novel class of molecular rods based on oligospiroketals (OSK)

Pablo Wessig,
Roswitha Merkel and
Peter Müller

Beilstein J. Org. Chem. 2015, 11, 74–84, doi:10.3762/bjoc.11.11

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Figure 1: Typical OSK rod A with solubility enhancing sleeve (D) and building blocks B,C,E.

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Figure 2: Fundamental structure of articulated rods (blue = legs, red = joint, green = terminal functionaliti...

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Figure 3: Synthetic strategy towards articulated rods.

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Scheme 1: Synthesis of building block 8 (i: trimethylsilylpropargyl-4-nitrophenylcarbonate. ii: Dess–Martin-p...

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Scheme 2: Synthesis of articulated rod 11 (i: CBr₄, PPh₃, NaN₃. ii: K₂CO₃/MeOH. iii: Cu/C DCM/MeOH 1:1, cat. ...

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Scheme 3: Sequential deprotection of 11 and synthesis of triple articulated rod 14 (i: K₂CO₃/MeOH. ii: CBr₄/P...

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Scheme 4: Synthesis of articulated rods 23–25 with increased solubility (i: 4-hydroxypiperidine, DCC, HOBt. i...

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Scheme 5: Macrocyclization of articulated rod 25.

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Scheme 6: Synthesis of building blocks 27–29 (i: 1. pyrene-1-ylacetic acid, DCC/DMAP, 68%; 2. Dess–Martin per...

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Scheme 7: Synthesis of articulated rods 32a–c (i: NaH, TMSCl, TMSOTf. ii: Cu/C, Et₃N).

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Scheme 8: Synthesis of articulated rods 33, 34 and 36.

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Scheme 9: Synthesis of articulated rod 39 (i: cinnamoyl chloride, DMAP, pyridine. ii: DMF 120 °C).

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Scheme 10: Synthesis of functionalized articulated rod 43 (i: PYBOP, Et₃N. ii: KOH, H₂O. iii: 32c, quant.).

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Scheme 11: Stretched-folded equilibrium of pyrene labelled AR 32a.

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Figure 4: Fluorescence spectra of AR 32a in EPA at different temperatures (c = 5·10⁻⁶ mol/L).

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Figure 5: Monomer–excimer ratio I_M/I_EX of the fluorescence of 32a depending on solvent viscosity (DCE = 1,2-d...

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Figure 6: Monomer–excimer ratio I_M/I_EX of the fluorescence of 32a depending on the addition of cyclodextrines...

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Scheme 12: Formation of pseudorotaxanes from AR 32a and cyclodextrines.

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Figure 7: Influence of Triton X-100 on the fluorescence spectra of 32a in aqueous solution. 32a was added fro...

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Figure 8: Comparison of photochemical reactivity of 32b, 33a, 39 (left). Irradiation UV spectrum of 32b in AC...

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Full Research Paper

Published 16 Jan 2015

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