Organic Chemistry and NMR Spectroscopy for Protein Research

Publications Cabrele

Grafik Publications

peer-reviewed publications

The NMR Signature of Gluconoylation: A Frequent N-Terminal Modification of Isotope-labeled Proteins, D. Schweida, P. Barraud, C. Regl, F.E. Loughlin, C.G. Huber, C. Cabrele, M. Schubert (2019) J. Biomol. NMR 73, 71. doi: 10.1007/s10858-019-00228-6

An Explorative Study Towards the Chemical Synthesis of the Immunoglobulin G1 Fc CH3 Domain, L. Grassi, C. Cabrele (2018) J. Pept. Sci. 24(12):e3126. doi: 10.1002/psc.3126

The Recombinant Inhibitor of DNA Binding Id2 Forms Multimeric Structures via the Helix-Loop-Helix Domain and the Nuclear Export Signal, C. Roschger, M. Schubert, C. Regl, A. Andosch, A. Marquez, T. Berger, C.G. Huber, U. Lütz-Meindl, C. Cabrele (2018) Int. J. Mol. Sci. 19(4). pii: E1105. doi: 10.3390/ijms19041105

Structural Analyses of Arabidopsis Thaliana Legumain y Reveal Differential Recognition and Processing of Proteolysis and Ligation Substrates, F.B. Zauner, B. Elsässer, E. Dall, C. Cabrele, H. Brandstetter (2018) J. Biol. Chem. 293, 8934. doi: 10.1074/jbc.M117.817031

Crystal Structure of Plant Legumain Reveals a Unique Two-Chain State with pH-Dependent Activity Regulation, F.B. Zauner, E. Dall, C. Regl, L. Grassi, C.G. Huber, C. Cabrele, H. Brandstetter (2018) Plant Cell 30, 686. doi: 10.1105/tpc.17.00963

Reduction of Cancer Cell Viability by Synergistic Combination of Photodynamic Treatment with the Inhibition of the Id Protein Family, C. Roschger C, T. Verwanger, B. Krammer, C. Cabrele (2018) J. Photochem. Photobiol. B 178, 521. doi: 10.1016/j.jphotobiol.2017.11.038

Complete NMR assignment of succinimide, its detection and quantification in peptides and intact proteins, L. Grassi, C. Regl, S. Wildner, G. Gadermaier, C.G. Huber, C. Cabrele, M. Schubert (2017) Anal. Chem. 89, 11962. doi: 10.1021/acs.analchem.7b01645

Targeting of a helix-loop-helix transcriptional regulator by a short helical peptide, C. Roschger, S. Neukirchen, B. Elsässer, M. Schubert, N. Maeding, T. Verwanger, B. Krammer, C. Cabrele (2017) ChemMedChem 12, 1497–1503. doi: 10.1002/cmdc.201700305. Front cover:  doi: 10.1002/cmdc.20170053

Impact of the amino acid sequence on the conformation of side chain lactam-bridged octapeptides, S. Neukirchen, V. Krieger, C. Roschger, M. Schubert, B. Elsässer, C. Cabrele  (2017) J. Pept. Sci 23, 587-596

Inhibition of delta-secretase improves cognitive functions in mouse models of Alzheimer’s disease, Z. Zhang, O. Obianyo, E. Dall, J. Du, H. Fu, X. Liu, S.S. Kang, M. Song, S.-P. Yu, C. Cabrele M. Schubert, X. Li, J.-Z. Wang, H. Brandstetter, K. Ye (2017) Nature Communications 8, 14740

Stabilization of the dimeric birch pollen allergen Bet v 1 impacts its immunological properties, S. Kofler, C. Ackaert, M. Samonig, C. Asam, P. Briza, J. Horejs-Hoeck, C. Cabrele, F. Ferreira, A. Duschl, C. Huber, H. Brandstetter (2014) J. Biol. Chem. 289: 540-551. doi: 10.1074/jbc.M113.518795

Replacement of Thr32 and Gln34 in the C-terminal neuropeptide Y fragment 25-36 by cis-cyclobutane and cis-cyclopentane β-amino acids shifts selectivity toward the Y(4) receptor, L. Berlicki, M. Kaske, R. Gutiérrez-Abad, G. Bernhardt, O. Illa, R. M.Ortuño, C. Cabrele, A. Buschauer, O. Reiser (2013) J. Med. Chem. 56, 8422-8431. doi: 10.1021/jm4008505

Biomimetic Soluble Collagen Purified from Bones, A. M. Ferreira, P. Gentile, S. Sartori, C. Pagliano, C. Cabrele, V. Chiono, G. Ciardelli (2012) Biotechnol. J. doi: 10.1002/biot.201200184

Copper Nanoparticles Stabilized on Nitrogen-doped Carbon Nanotubes as Efficient and Recyclable Catalysts for Alkyne/Aldehyde/Cyclic Amine A3-Type Coupling Reactions, V. Ganga Ramu, A. Bordoloi, T.C. Nagaiah, W. Schuhmann, M. Muhler, C. Cabrele (2012) Appl. Cat. A Gen. 431-432, 88-94 (http://dx.doi.org/10.1016/j.apcata.2012.04.019)

Unique α,β- and α,α,β,β-Peptide Foldamers Based on cis-β-Aminocyclo-pentanecarboxylic Acid, L. Berlicki, L. Pilsl, E. Weber, I. M. Mandity, C. Cabrele, T. A. Martinek, F. Fülöp, O. Reiser (2012) Angew. Chemie Int. Ed. 51, 2208-2212

How Ionic Liquids Can Help to Stabilize Native Proteins, H. Weingärtner, C. Cabrele, C. Herrmann (2011) Phys. Chem. Chem. Phys. 14, 415-426

Functional Reconstitution of Human Neuropeptide Y (NPY) Y2 and Y4 Receptors in Sf9 Insect Cells, N. Pop, P. Igel, A. Brennauer, C. Cabrele, G. Bernhardt, R. Seifert, A. Buschauer (2011) J. Recept. Signal Transduct. 31, 271-285

Side-Chain Cyclization Based on Serine Residues: Synthesis, Structure and Activity of a Novel Cyclic Analogue of the Parathyroid Hormone Fragment 1-11, A. Caporale, M. Sturlese, L. Gesiot, F. Zanta, A. Wittelsberger, C. Cabrele, (2010) J. Med. Chem. 53, 8072-8079

G protein-coupled receptors function as logic gates for nanoparticle binding and cell uptake, W. Hild, K. Pollinger, A. Caporale, C. Cabrele, M. Keller, N. Pluym, A. Buschauer, R. Rachel, J. Tessmar, M. Breunig, A. Goepferich, (2010) Proc. Natl. Acad. Sci. USA 107, 10667-10672

Synthesis and Conformation of an Analog of the Helix-Loop-Helix Domain of the Id1 Protein Containing the O-Acyl Iso-Prolyl-Seryl Switch Motif, M. Beißwenger, T. Yoshiya, Y. Kiso, C. Cabrele, (2010) J. Peptide Sci. 16, 303-308

Synthetic Peptides Containing a Conserved Sequence Motif of the Id Protein Family Modulate Vascular Smooth Muscle Cell Phenotype, S. Pellegrino, N. Ferri, N. Colombo, E. Cremona, A. Corsini, R. Fanelli, M. L. Gelmi, C. Cabrele, (2009) Bioorg. Med. Chem. Lett. 19, 6298-6302

Stable Right- and Left-handed Peptide Helices Containing Cα-tetrasubstituted α-Amino Acids, A. A. Grauer, C. Cabrele, M. Zabel, B. König (2009) J. Org. Chem. 74, 3718-3726

Switching from the Unfolded to the Folded State of the Helix-Loop-Helix Domain of the Id Proteins Based on the O-Acyl Isopeptide Method, S. D. Kiewitz, T. Kakizawa, Y. Kiso, C. Cabrele (2008) J. Peptide Sci. 14, 1209-1215

Recognition of the Helix-Loop-Helix Domain of the ld Proteins by an Artificial Luminescent Metal Complex Receptor, S. D. Kiewitz, M. Kruppa, A. Riechers, B. König, C. Cabrele (2008) J. Mol. Recognit. 21, 79-88

Determination of Affinity and Activity of Ligands at the Human Neuropeptide Y Y4 Receptor by Flow Cytometry and Aequorin Luminescence, R. Ziemek, E. Schneider, A. Kraus, C. Cabrele, A. G. Beck-Sickinger, G. Bernhardt, A. Buschauer (2007) J. Rec. Signal Trans. 27, 217-233

γ-Aminoadamantanecarboxylic Acids Through Direct C–H Bond Amidations, L. Wanka,C. Cabrele, M. Vanejews, P. R. Schreiner (2007) Eur. J. Org. Chem. 9, 1474-1490

An Improved Synthesis of 3,4-(Aminomethano)proline and its Incorporation into Small Oligopeptides, F. Brackmann, N. Colombo, C. Cabrele, A. de Meijere (2006) Eur. J. Org. Chem. 19, 4440-4450

Fluorescence- and Luminescence-based Methods for the Determination of Affinity and Activity of Neuropeptide Y Y2 Receptor Ligands, R. Ziemek, A. Brennauer, E. Schneider, C. Cabrele, A. G. Beck-Sickinger, G. Bernhardt, A. Buschauer (2006) Eur. J. Pharmacol. 551, 10-18

5-Fluorouracil-related Enhancement of Adenoviral Infection Is Coxsackievirus-Adenovirus Receptor Independent and Associated with Morphological Changes in Lipid Membranes, C. Cabrele, M. Vogel, P. Piso, M. Rentsch, J. Schröder, K. W. Jauch, H. J. Schlitt, A. W. Beham (2006) World J. Gastroenterol. 12, 5168-5174

A Short Id2 Protein Fragment Containing the Nuclear Export Signal Forms Amyloid-Like Fibrils, N. Colombo, J. Schroeder, C. Cabrele (2006) Biochem. Biophys. Res. Commun. 346, 182-187

Stepwise Solid-Phase-Synthesis and Spontaneous Homodimerization of the Helix-Loop-Helix Protein Id3, J. Svobodová, C. Cabrele (2006) ChemBioChem 7, 1164-1168

Synthesis and Conformational Analysis of Id2 Protein Fragments: Impact of Chain Length and Point Mutations on the Structural HLH Motif, N. Colombo, C. Cabrele (2006) J. Peptide Sci. 12, 550-558

Chemoenzymatic Resolution of Epimeric Cis 3-Carboxycyclopentylglycine Derivatives, C. Cabrele, F. Clerici, R. Gandolfi, M. L. Gelmi, F. Molinari, S. Pellegrino (2006) Tetrahedron 62, 3502-3508

Synthesis and Conformational Properties of Protein Fragments Based on the Id Family of DNA-Binding and Cell-Differentiation Inhibitors, S. Kiewitz, C. Cabrele (2005) Biopolymers (Peptide Sci.) 80, 762-774

Analogues of Neuropeptide Y Containing ß-Aminocyclopropane Carboxylic Acids are the Shortest Linear Peptides That are Selective for the Y1 Receptor, N. Koglin, C. Zorn, R. Beumer, C. Cabrele, C. Bubert, N. Sewald, O. Reiser, A. G. Beck-Sickinger (2003) Angew. Chem. Int. Ed. 42, 202-205

Ala31-Aib32: Identification of the Key Motif for High Affinity and Selectivity of Neuropeptide Y at the Y5-Receptor, C. Cabrele, H. A. Wieland, N. Koglin, C. Stidsen, A. G. Beck-Sickinger (2002) Biochemistry 41, 8043-8049

Redox-Active Cyclic Bis(cysteinyl)peptides as Catalysts for in vitro Oxidative Protein Folding, C. Cabrele, S. Fiori, S. Pegoraro, L. Moroder (2002) Chem. Biol. 9, 731-740

Photomodulation of the Redox and Folding Adjuvant Properties of Bis-Cysteinyl-Peptides, C. Cabrele, A. Cattani-Scholz, C. Renner, R. Behrendt, D. Oesterhelt, L. Moroder (2002) Eur. J. Org. Chem. 13, 2144-2150

Photoresponsive Cyclic Bis-Cysteinyl-Peptides as Catalysts of Oxidative Protein Folding, A. Cattani-Scholz, C. Renner, C. Cabrele, R. Behrendt, D. Oesterhelt, L. Moroder (2002) Angew. Chem. Int. Ed. 41, 289-292

Y-Receptor Affinity Modulation by the Design of Pancreatic Polypeptide/Neuropeptide Y Chimera Led to Y5-Receptor Ligands with Picomolar Affinity, C. Cabrele, H. A. Wieland, M. Langer, C. Stidsen, A. G. Beck-Sickinger (2001) Peptides 22, 365-378

Characterization of Neuropeptide Y Receptor Subtypes by Synthetic NPY Analogues and by Anti-Receptor Antibodies, C. P. Eckard, C. Cabrele, H. A. Wieland, A. G. Beck-Sickinger (2001) Molecules 6, 448-467

Binding Properties of Three Neuropeptide Y Receptor Subtypes from Zebrafish: Comparison with Mammalian Y1 Receptors, M. M. Berglund, I. Lundell, C. Cabrele, C. Serradeil-Le Gal; A. G. Beck-Sickinger, D. Larhammar (2000) Biochem. Pharmacol. 60, 1815-1822

Differently Labeled Peptide Ligands for Rapid Investigation of Receptor Expression on a New Human Glioblastoma Cell Line, M. Fabry, C. Cabrele, H. Höcker, A. G. Beck-Sickinger (2000) Peptides 21, 1885-1893

2-36[K4, RYYSA19-23]PP: A Novel Y5-Receptor Preferring Ligand with Strong Stimulatory Effect on Food Intake, K. McCrea, T. Wisialowski, C. Cabrele, B. Church, A. G. Beck-Sickinger, E. Kraegen, H. Herzog (2000) Regul. Pept. 87, 47-58

The First Selective Agonist for the Neuropeptide Y Y5-Receptor Increases Food Intake in Rats, C. Cabrele, M. Langer, R. Bader, H. A. Wieland, H. N. Doods, O. Zerbe, A. G. Beck-Sickinger (2000) J. Biol. Chem. 275, 36043-36048

Molecular Characterization of the Ligand-Receptor Interactions of the NPY/PP Family, C. Cabrele, A. G. Beck-Sickinger (2000) J. Peptide Sci. 6, 97-122

The Synthesis of Diastereo- and Enantiomerically Pure β-Aminocyclopropane-Carboxylic Acids, R. Beumer, C. Bubert, C. Cabrele, O. Vielhauer, M. Pietzsch, O. Reiser (2000) J. Org. Chem. 65, 8960-8969

The Amino Acid Side Chain Attachment Approach and its Application to the Synthesis of Tyrosine-Containing Cyclic Peptides, C. Cabrele, M. Langer, A. G. Beck-Sickinger (1999) J. Org. Chem. 64, 3453-4361

Novel Strategies for the Synthesis of Peptides Containing Cis- or Trans-β-Aminocyclopropanecarboxylic Acids, C. Bubert, C. Cabrele, O. Reiser (1997) Synlett, 827-829

Investigation of Crudes of Synthesis of [Leu31, Pro34]-Neuropeptide Y by Capillary Zone Electrophoresis/Mass Spectrometry, A. Zaramella, O. Curcuruto, M. Hamdan, C. Cabrele, E. Peggion (1995) Rapid Commun. in Mass Spectrometry 9, 1386-1390

 

publications in scientific magazinges

Wenn Proteine ihren Partner wechseln (When proteins chainge their partner), C. Cabrele (2011) BIOSpektrum (Spektrum Akademischer Verlag) 1, 12.

 
Publications in Books and Proceedings

Peptide-Based Modulation of Helix-Loop-Helix Proteins, C. Cabrele, S. Pellegrino, N. Ferri, M. L. Gelmi, M. Beißwenger (2010) in Abstracts of Papers, 239th ACS National Meeting, San Francisco, CA, USA, ORGN-478.

Conformation and Stability of the Helix-Loop-Helix Domain of the Id Protein Family, S. D. Kiewitz, Y. Kiso, C. Cabrele, (2009) in Breaking Away: Proceedings of the 21st American Peptide Symposium, M. Lebl Ed., 462-463, American Peptide Society, Bloomington, Indiana.

Synthesis and Activity of Cyclic Analogues of PTH(1-11), A. Caporale, F. Zanta, C. Cabrele, A. Wittelsberger, E. Peggion (2008) in Proceedings of the 30th European Peptide Symposium; H. Lankinen Ed., 72-73, EPS and FIPS, Helsinki, Finland.

Synthesis of Fluorescence-Labeled Fragments of the Inhibitors of DNA-Binding Id and Their Characterization by FRET Spectroscopy, C. Cabrele, J. Svobodova, N. Colombo, A. Snyder (2007) in Abstracts of Papers, 233rd ACS National Meeting, Chicago, IL, USA, ORGN-017.

A Synthetic and Spectroscopic Approach to Study the Conformational Properties of the Inhibitor of DNA-binding Id3, J. Svobodova, C. Cabrele (2006) in Proceedings of the International Conference of 43rd Japanese Peptide Symposium and 4th Peptide Engineering Meeting 43JPS/PEM4, Yokohama, H. Ishida & H. Mihara, Ed., 278, The Japanese Peptide Society, Osaka, Japan, 2006.

Studies on the Chemical Synthesis of the Id Proteins and Mutated Analogs, C. Cabrele, S. Kiewitz, J. Havrdova, N. Colombo (2005) in Abstracts of Papers, 230th ACS National Meeting, Washington, DC, USA, ORGN-560.

E4 Mutierte und E4 deletierte Adenoviren zeigen vergleichbare lytische Kapzität wie Onyx 1520 unabhängig vom p53 Status bei kolorektalen Tumorzelllinien, C. Cabrele, M. Vogel, M. Rentsch, A. Fürst, K. W. Jauch, A. Beham (2003) in Chirurgisches Forum, Deutsche Gesellschaft für Chirurgie, Springer Verlag, Heidelberg, Band 32, 75-77.

Synthesis, Redox and Structural Properties of Cystine-Cyclopeptides Containing the Active-Site of the Thioredoxin Superfamily, C. Cabrele, S. Fiori, S. Pegoraro, L. Moroder (2001) in Peptides: The Wave of the Future, M. Lebl & R. A. Houghten, Ed., 462-463, American Peptide Society, San Diego, CA.

NMR Structure of the First Neuropeptide Y Y5-Receptor-Selective Agonist, R. Bader, G. Rytz, C. Cabrele, G. Folkers, O. Zerbe, A.G. Beck-Sickinger (2001) in Peptides 2000, J. Martinez & J. A. Fehrentz, Ed., 449-450, EDK, Paris, France.

Synthesis, Spectroscopic and Biological Studies of Neuropeptide Y Analogs Containing 2-Amino-3-Methoxycarbonyl-1-Cyclopropane-carboxylic Acid, C. Cabrele, R. Beumer, M. Langer, O. Reiser, A. G. Beck-Sickinger (2001) in Peptides 2000, J. Martinez & J. A. Fehrentz, Ed., 795-796, EDK, Paris, France.

Neuropeptide Y: A Molecule for Hunger, Stress and Memory, A. G. Beck-Sickinger, C. Cabrele, R. Söll (1999) in Bioorganic Chemistry: Highlights and New Aspects, U. Diederichsen, T. K. Lindhorst, B. Westermann, L. A. Wessjohann, Ed., 291-297, Wiley-VCH, Weinheim, 1999.

Amino Acid Side-Chain Attachment: A Convenient Strategy to Obtain C-Terminal Modified or Cyclic Peptides by Solid Phase Synthesis, C. Cabrele, A. G. Beck-Sickinger (1999) in Peptides 1998, S. Bajusz and F. Hudecz, Ed., 202-203, Akadémiai Kiadó, Budapest, 1999.


patents

Immunogens Comprising Conformationally Discriminating Epitopes to Produce FcgRIIb- or FcgRIIa-Binding Antibodies for Diagnosis and Therapy of Neoplastic, Infectious, Immune and Autoimmune Diseases, R. Huber, P. Sondermann, U. Jacob, K. Wendt, C. Cabrele, L. Moroder (2005) PCT Int. Appl., 57 pp. CODEN: PIXXD2 WO 2005051999 A2 20050609.

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