2008

S. K. Srivastava, S. Niebling, B. Küstner, P. Wich, C. Schmuck, S. Schlücker, Characterization of guanidiniocarbonyl pyrroles in water by pH-dependent UV Raman spectroscopy and component analysis, PhysChemChemPhys 2008, accepted for publication.

D. Haldar, C. Schmuck; Metal free double helices from abiotic backbones. Chem. Soc. Rev. 2008, in press.

D. Moiani, C. Cavallotti, A. Famulari, C. Schmuck; Oxoanion binding by guanidiniocarbonyl pyrrole cations in water: A Combined DFT and MD Investigation. Chem. Eur. J. 2008, 14, 5207-5219.

L. Hernandez-Folgado, C. Schmuck, S. Tomic, I. Piantanida; A novel pyrene-guanidiniocarbonyl-pyrrole cation efficiently differentiates between ds-DNA and ds-RNA by two independent, sensitive spectroscopic methods. Bioorg. Med. Chem. Lett. 2008, 18, 2977-2981

T. Rehm, V. Stepanenko, X. Zhang, F. Würthner, F. Gröhn, K. Klein, C. Schmuck; A new type of soft vesicle forming molecule: an amino acid derived guanidiniocarbonyl pyrrole carboxylate zwitterion. Org. Lett. 2008, 10, 1469-1472.

Th. Rehm, C. Schmuck; How to achieve self-assembly in polar solvents based on specific interactions? Some general guidelines. Feature article Chem.Commun. 2008, 801-813.

C. Schmuck, V. Bickert, M. Merschky, L. Geiger, D. Rupprecht, J. Dudaczek, P. Wich, T. Rehm, U. Machon; A facile and efficient multi-gram synthesis of N-protected guanidinocarbonyl pyrrole carboxylic acids. Eur. J. Org. Chem. 2008, 324-329.

2007

C. Schmuck, J. Dudaczek; Screening of a combinatorial library reveals peptide-based catalysts for phosphorester cleavage in water. Org. Lett. 2007, 9, 5389-5392.

C. Schmuck, D. Rupprecht; The synthesis of highly functionalized pyrroles: A challenge in regioselectivity and chemical reactivity. Invited review for Synthesis 2007, 3095-3110.

B. Küstner, C. Schmuck, P. Wich, C. Jehn, S. Schlücker; UV resonance Raman spectroscopic monitoring of supramolecular complex formation: peptide recognition in aqueous solution. PCCP 2007, 9, 4598-4603.

C. Schmuck, V. Bickert; Oxoanion Binding by Flexible Guanidiniocarbonyl Pyrrole-Ammonium Bis-Cations in Water: Increase of Complex Stability with Increasing flexibility of the Host. J. Org. Chem. 2007, 72, 6832-6839.

C. Schmuck, Th. Rehm, L. Geiger, M. Schäfer; Synthesis and self-association properties of flexible guanidiniocarbonyl pyrrole-carboxylate-zwitterions in DMSO: Intra- versus intermolecular charge interactions. J. Org. Chem. 2007, 72, 6162-6170.

C. Schmuck, L. Hernandez-Folgado; Synthesis of a new artificial host for the binding of dipeptides in water. Org. Biomol. Chem. 2007, 5, 2390-2394.

C. Schmuck; Guest encapsulation within self-assembled molecular containers. (Highlight) Angew. Chem. 119, 5932-5935; Angew. Chem. Int. Ed. 2007, 46, 5830-5833.

C. Schmuck, J. Dudaczek; Ion pairing between the chain ends induces folding of a flexible zwitterion in methanol. Eur. J. Org. Chem. 2007, 3326-3330.

C. Schmuck, D. Rupprecht, M. Junkers, T. Schrader; Artificial Ditopic RGD Receptors. Chem. Eur. J. 2007, 13, 6864-6873.

S. Schlund, C. Schmuck, B. Engels; How Important Is Molecular Rigidity for the Complex Stability of Artificial Host–Guest Systems? A Theoretical Study on Self-Assembly of Gas-Phase Arginine. Chem. Eur. J. 2007, 13, 6644-6653.

C. Schmuck, P. Wich, B. Küstner, W. Kiefer, S. Schlücker; Direct and label-free detection of solid-phase bound compounds using surface enhanced Raman scattering (SERS) microspectroscopy. Angew. Chem. 2007, 119, 4870-4873; Angew. Chem. Int. Ed. 2007, 46, 4786-4789.

C. Schmuck, P. Wich; The development of artificial receptors for small peptides using combinatorial approaches. Topics Curr. Chem. 2007, 277, 3-30. (Creative Chemical Sensor Systems, Volume Editor, Th. Schrader)

C. Schmuck, T. Rehm; Foldamer Hybrids: Defined Supramolecular Structures from Flexible Molecules. in Foldamers (Eds. Stefan Hecht, Ivan Huc), Wiley-VCH, 2007, Seite 109-146

C. Schmuck, M. Heller; Solid phase synthesis of a new biomimetic receptor for anionic carbohydrates. Org. Biomol. Chem. 2007, 5, 787-791.

C. Schmuck, Th. Rehm, K. Klein, F. Gröhn; Formation of Vesicular Structures via the Self-Assembly of a Flexible Bis-Zwitterion in DMSO. Angew. Chem. 2007, 119, 1723-1727; Angew. Chem. Int. Ed. 2007, 46, 1693-1697.

2006

C. Schmuck, D. Rupprecht, W. Wienand; Sequence-Dependent Binding of Dipeptides in Water by an Artificial Receptor. Chem. Eur. J. 2006 12, 9186-9195.

C. Schmuck: "How to Improve Guanidinium Cations for Oxoanion Binding in Aqueous Solution? The Design of Artificial Peptide Receptors." Coord. Chem. Rev. 2006, 205, 3053-3067.

C. Schmuck, P. Wich; Combinatorial receptor finding – large and random vs. small and focused libraries. New J. Chem. 2006, 30, 1377-1385.

C. Schmuck, U. Machon: “2-Guanidiniocarbonyl-Furans as a new Class of Potential Anion Hosts: Synthesis and first Binding Studies.” Eur. J. Org. Chem. 2006, 4385-4392.

G. Bringmann, H. Scharl, K. Maksimenka, K. Radacki, H. Braunschweig, P. Wich, C. Schmuck; Atropo-Diastereoselective Cleavage of Configurationally Unstable Biaryl Lactones with Amino Acid Esters. Eur. J. Org. Chem. 2006, 4349-4361. (Cover Picture)

C. Schmuck, P. Wich: “Sequence dependent stereoselectivity in the binding of tetrapeptides in water by flexible artificial receptors.” Angew. Chem. Int. Ed. 2006, 45, 4277-4281.

C. Schmuck, T. Rehm, F. Gröhn, K. Klein, F. Reinhold: „Self-Assembly of a Flexible Bis-Zwitterion in Polar Solution: Formation of Discrete Nanometer-Sized Cyclic Dimers.” J. Am. Chem. Soc. 2006, 128, 1430-1431.

C. Schmuck, M. Schwegmann: “ A naked-eye sensor for the selective detection of citrate – but not tartrate or malate - in aqueous solvents.” Org. Biomol. Chem. 2006, 4, 836-838.

C. Schmuck, M. Heil: “One-Armed Artificial Receptors for the Binding of Polar Tetrapeptides in Water: Probing the Substrate Selectivity of a Combinatorial Receptor Library.” Chem. Eur. J. 2006, 12, 1339-1348.

C. Schmuck, D. Rupprecht, C. Urban, N. Walden: „ Syntheses of Orthogonally Protected Pyrrole Tricarboxylic Acid Derivatives: Versatile Building Blocks for Pyrrole Containing Compounds.“ Synthesis 2006, 89-96.

2005

U. Kaeppler, N. Stiefl, M. Schiller, R. Vicik, A. Breuning, W. Schmitz, D. Rupprecht, C. Schmuck, K. Baumann, J. Ziebuhr, T. Schirmeister: “A new lead for non-peptidic active-site directed inhibitors of the SARS coronavirus main protease discovered by a combination of screening and docking methods.” J. Med. Chem. 2005, 48, 6832-6842.

C. Schmuck, M. Heil, J. Scheiber, K. Baumann: „ Charge Interactions do the Job: A Combined Statistical and Combinatorial Approach to Find Artificial Receptors for Tetrapeptide Binding in Water.” Angew. Chem. Int. Ed. 2005, 44, 7208-7212.

C. Schmuck, J. Dudaczek: “New guanidinium based carboxylate receptors derived from 5-amino-pyrrole-2-carboxylate: synthesis and first binding studies.” Tetrahedron Lett. 2005, 46, 7101-7105.

C. Schmuck, M. Schwegmann: “Recognition of anionic carbohydrates by an artificial receptor in water.” Org. Lett. 2005, 7, 3517-3520.

S. Schlund, C. Schmuck, B. Engels: “Knock-Out”-Analogues as a Tool to quantify Supramolecular Processes: a Theoretical Study of Molecular Interactions in Guanidiniocarbonyl Pyrrole Carboxylate Dimers.” J. Am. Chem. Soc. 2005, 127, 11115-11124.

C. Schmuck, L. Geiger: „ Efficient complexation of N-acetyl-amino acid carboxylates in water by an artificial receptor: unexpected cooperativity in the binding of glutamate but not aspartate.” J. Am. Chem. Soc. 2005, 127, 10486 - 10487.

C. Schmuck, P. Frey, M. Heil: “Inhibition of Fibril Formation of Ab by Guanidiniocarbonyl Pyrrole Receptors.” ChemBioChem 2005, 6, 628-631.

C. Schmuck, M. Schwegmann: „A molecular flytrap for the selective binding of citrate and other tris-carboxylates in water.” J. Am. Chem. Soc. 2005, 127, 3373-3379.

C. Schmuck, U. Machon: “Amino Acid binding by 2-(Guanidinio- carbonyl) Pyridines in Aqueous Solvents: A Comparative Binding Study Correlating Complex Stability with Stereoelectronic Factors.”; Chem. Eur. J. 2005, 11, 1109-1118.

C. Schmuck, S. Graupner: “Amino acid binding in water by a new guanidinio­carbonyl pyrrole dication: The effect of the experimental conditions on complex stability and stoichiometry”; Tetrahedron Lett. 2005, 46, 1295-1298.

C. Schmuck, L. Geiger: “Design and synthesis of a new class of arginine analogues with an
improved anion binding site in the side chain”; ChemCommun 2005, 772-774.

2004

M. Schäfer, C. Schmuck, L. Geiger, M. J. Chalmers, C. L. Hendrickson, A. G. Marshall: “Structurally related non-covalent complexes examined by quadrupole ion trap (QIT) MS2 and infrared multiphoton dissociation Fourier transform ion cyclotron resonance mass spectrometry IRMPD-FT-ICR MS: evidence for salt-bridge structures in the gas phase”; Int. J. Mass. Spec. 2004, 237, 33-45.

(for more infos on the book click on it)

C. Schmuck, L. Geiger: “Dipeptide Binding in Water by a De-novo Designed Guanidiniocarbonylpyrrole Receptor”; J. Am. Chem. Soc. 2004, 126, 8898-8899.

C. Schmuck, L. Geiger: “Dimerization of a guanidiniocarbonyl pyrrole cation in DMSO that can be controlled by the counter anion.”; Chem.Commun. 2004, 1698 - 1699.

C. Schmuck, W. Wienand, L. Geiger: „Bioorganic Receptors for Amino Acids and Peptides. Combining rational design with combinatorial chemistry”; in
Highlights in Bioorganic Chemistry: Methods and Applications
(Eds. C. Schmuck, H. Wennemers), Wiley-VCH, 2004.

2003

C. Schmuck, V. Bickert: „N’-alkylated guanidiniocarbonyl pyrroles: New receptors for amino acid recognition in water”; Org. Lett. 2003, 5, 4579 - 4581.

M. Schäfer, C. Schmuck, M. Heil, H. J. Cooper, C. L. Hendrickson, M. J. Chalmers, A. G. Marshall: „Determination of the Gas-phase Activation Energy for the Unimolecular Dissociation of a Non-covalent Complex by Infrared Multiphoton Dissociation Tandem Fourier Transform Ion Cyclotron Resonance Mass Spectrometry”; JASMS 2003, 14,1282-1289.

C. Schmuck, M. Heil: "Peptide binding by one-armed receptors in water: screening of a combinatorial library for binding of Val-Val-Ile-Ala." ChemBioChem. 2003, 4, 1232-1238.

C. Schmuck, L. Geiger: "Carboxylate Binding by Guanidiniocarbonyl Pyrroles: From Self-Assembly to Peptide Receptors", Curr. Org. Chem. 2003, 7, 1485-1502.

C. Schmuck: "Molecules with helical structures: How to build a molecular spiral staircase?", Angew. Chem. Int. Ed. 2003, 42, 2448-2452.

C. Schmuck, M. Heil: „Targeting the C-Terminus of b-Amyloid with a Tripeptide-based Cationic Receptor: A Combinatorial Approach to a Quantitative Understanding of Peptide Binding”; Org. Biomol. Chem. 2003, 1, 633-636.

C. Schmuck, W. Wienand: „Highly Stable Self-Assembly in Water: Ion Pair Driven Dimerization of a Guanidiniocarbonyl Pyrrole Carboxylate Zwitterion ”, J. Am. Chem. Soc. 2003, 125, 452-459.

2002

C. Schmuck, W. Wienand: „ The First Efficient Synthesis and Optical Resolution of Monosubstituted Cyclotribenzylenes”, Synthesis 2002,  655-663.

2001

C. Schmuck, M. Heil, M. Dechantsreiter, U. E. Hackler: “Stereoselective Complexation of Amino Acid Carboxylates in Aqueous Solutions: Automated Parallel Synthesis of a Guanidiniocarbonyl-Pyrrole Receptor Library”; JALA 2001, 6, 51-53.

C. Schmuck: „Peptiden auf den Leib geschneidert – Von der molekularen Erkennung zum Design neuer Wirkstoffe“; ChiuZ 2001, 35, 356-366.

C. Schmuck, W. Wienand: „Selbstkomplementäre 4-Wasserstoffbrücken-Bindungsmotive als funktionales Prinzip: Von dimeren Übermolekülen zu supramolekularen Polymeren“; Angew. Chem. 2001, 113, 4493-4499.

C. Schmuck, M. Heil, U. E. Hackler, M. Dechantsreiter: “Stereoselective Complexation of Amino Acid Carboxylates in Aqueous Solutions: Automated, Parallel Synthesis of a Guanidiniocarbonyl-Pyrrole Receptor Library.” Proceedings of ECSOC-5, September 1-30, 2001.

C. Schmuck, M. Heil: „Anion Dependent Dimerization of a Guanidiniocarbonyl Pyrrole Cation in DMSO“; Org. Lett. 2001, 3, 1253-1256.

C. Schmuck: „Self-Assembly of 2-(guanidiniocarbonyl)-pyrrole-4-carboxylate in dimethyl sulfoxide: an entropy driven oligomerization“; Tetrahedron 2001, 57, 3063-3067.

F. Vögtle, C. Reuter, W. Wienand, C. Schmuck: „A Self-threaded Molecular 8“; Chem. Eur. J. 2001, 7, 1728-1733.

C. Schmuck, J. Lex: „C-H-O Interactions as Isofunctional Replacements for N-H-O Interactions - Dimer Formation of Methyl 5-Amido-Pyrrole-2-Carboxylates in the Solid State“; Eur. J. Org. Chem. 2001, 1519-1523.

2000

C. Schmuck: „Self-Folding Molecules: A Well Defined, Stable Loop Formed by a Carboxylate-Guanidinium Zwitterion in DMSO”;
J. Org. Chem. 2000, 65, 2432-2437.

C. Schmuck: „Carboxylate Binding by 2-(Guanidiniocarbonyl) Pyrrole Receptors in Aqueous Solvents: Improving the Binding Properties of Guanidinium Cations Through Additional Hydrogen Bonds“;
Chem. Eur. J. 2000, 6, 709-718.

1999

C. Schmuck, J. Lex: „Acetate Binding Within a Supramolecular Hydrogen Bonding Network Formed by a Guanidiniocarbonyl Pyrrole Cation in the Solid State“; Org. Lett. 1999, 1, 1779-1781.

C. Schmuck: „ Highly Stable Self-Association of 5-(Guanidiniocarbonyl)-1H-Pyrrole-2-Carboxylate in DMSO - The Importance of Electrostatic Interactions“; Eur. J. Org. Chem. 1999, 2397-2403.

C. Schmuck: „Side Chain Selective Binding of N-Acetyl-a-Amino Acid Carboxylates by a 2-(Guanidinocarbonyl)pyrrole Receptor in Aqueous Solvents“; Chem. Commun. 1999, 843-844

before 1999

R. Breslow, C. Schmuck: „The Mechanism of Thiazolium Catalysis“; Tetrahedron Lett. 1996, 37, 8241-8242.

R. Breslow, C. Schmuck: „Goodness of Fit in Complexes between Substrates and Ribonuclease Mimics; Effects on Binding, Catalytic Rate Constants and Regiochemistry“; J. Am. Chem. Soc. 1996, 118, 6601-6605.

W. R. Roth, V. Staemler, M. Neumann, C. Schmuck: „Radikalstabilisierungs­energie; das MMEVBH-Kraftfeld“; Liebigs Ann. 1995, 1061-1118.