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List of works by Dieter Seebach

(+)-11,11′-Di-O-methylelaiophylidene – preparation from elaiophylin and total synthesis from (R)-3-hydroxybutyrate and (S)-malate

1,2-Oxazine N-Oxides as Catalyst Resting States in Michael Additions of Aldehydes to Nitro Olefins Organocatalyzed by α,α-Diphenylprolinol Trimethylsilyl Ether

article

2,4,6-Tri-tert-butylphenoxy (TBPO) als sterisch wirksame Carbonylschutzgruppe — Ein neues nucleophiles Dimethylaminomethylierungsmittel

A journey from the pool of chiral synthetic building blocks to cell-penetrating peptides, to a novel type of enzyme - and back

scientific article published on January 2013

A novel beta-peptidyl aminopeptidase (BapA) from strain 3-2W4 cleaves peptide bonds of synthetic beta-tri- and beta-dipeptides

scientific article

A theoretical and experimental study of the effects of silyl substituents in enantioselective reactions catalyzed by diphenylprolinol silyl ether

scientific article published on 27 October 2014

ADME investigations of unnatural peptides: distribution of a 14C-labeled beta 3-octaarginine in rats

scientific article published on July 2007

Antibacterial activity of enrofloxacin and ciprofloxacin derivatives of β-octaarginine

scientific article published in February 2015

Antibiotic and Hemolytic Activity of a β2/β3 Peptide Capable of Folding into a 12/10-Helical Secondary Structure

scientific article published on 01 December 2003

Are Oxazolidinones Really Unproductive, Parasitic Species in Proline Catalysis? – Thoughts and Experiments Pointing to an Alternative View

scientific article (publication date: March 2007)

Artificial chemokines: combining chemistry and molecular biology for the elucidation of interleukin-8 functionality

scientific article

Autoproteolytic and Catalytic Mechanisms for the β-Aminopeptidase BapA—A Member of the Ntn Hydrolase Family ⬇️

scientific article published on September 12, 2012

Bacterial beta-peptidyl aminopeptidases with unique substrate specificities for beta-oligopeptides and mixed beta,alpha-oligopeptides

scientific article

Bacterial cell penetration by beta3-oligohomoarginines: indications for passive transfer through the lipid bilayer

scientific article published in June 2005

Beta(2)/beta(3)-di- and alpha/beta(3)-tetrapeptide derivatives as potent agonists at somatostatin sst(4) receptors

scientific article published on 24 January 2003

Beta-peptidic peptidomimetics

scientific article published on 26 June 2008

Beta2-amino acids-syntheses, occurrence in natural products, and components of beta-peptides1,2.

scientific article published on January 2004

Brom/Lithium-Austausch an Vinylbromiden mit 2 Moläquivv.tert-Butyllithium. Umsetzungen von Vinyllithiumverbindungen mit Hetero- und Kohlenstoff-Elektrophilen

Can One Derive the Conformational Preference of a β-Peptide from Its CD Spectrum?

scientific article published on 01 November 2002

Catalytic Enantioselective Hydrosilylation of Aromatic Ketones Using Rhodium Complexes of TADDOL-Derived Cyclic Phosphonites and Phosphites

scholarly article by Jun-ichi Sakaki et al published 3 November 1993 in Helvetica Chimica Acta

Cellular uptake studies with beta-peptides

scientific article published on March 2002

ChemInform Abstract: EPC-Synthesis of β-Amino Acid Derivatives Through Lithiated Hydropyrimidines

ChemInform Abstract: Preparation and Determination of X-Ray-Crystal and NMR-Solution Structures of γ2,3,4-Peptides

ChemInform Abstract: β-Peptidic Peptidomimetics

Chemical and Biological Investigations ofβ-Oligoarginines

scientific article (publication date: 2004)

Chiral hydroperoxides as oxygen source in the catalytic stereoselective epoxidation of allylic alcohols by sandwich-type polyoxometalates: control of enantioselectivity through a metal-coordinated template

scientific article published in October 2003

Circular dichroism spectra of β-peptides: sensitivity to molecular structure and effects of motional averaging

scientific article published on 16 September 2003

Comparative metabolism of alpha- and beta-peptides in the insect Heliothis virescens and in plant cells of black Mexican sweet maize

scientific article published on September 2004

Comparison of Permeation through Phosphatidylcholine Bilayers ofN-Dipicolinyl-α- and -β-Oligopeptides

scientific article published on 01 November 2006

Crystal Structure of 2-Lithio-2-methyl-1,3-dithiane Tetramethylethylenediamine

Crystal Structures of BapA Complexes with β-Lactam-Derived Inhibitors Illustrate Substrate Specificity and Enantioselectivity of β-Aminopeptidases

scientific article published on 07 September 2012

Crystal Structures– AManifesto for the Superiority of the Valine-Derived 5,5-Diphenyloxazolidinone as an Auxiliary in Enantioselective Organic Synthesis

article published in 2002

Cyclo-?-peptides: Structure and tubular stacking of cyclic tetramers of 3-aminobutanoic acid as determined from powder diffraction data

article by Dieter Seebach et al published 10 February 1997 in Helvetica Chimica Acta

Design and Synthesis of γ-Dipeptide Derivatives with Submicromolar Affinities for Human Somatostatin Receptors

scientific article published on 01 February 2003

Design, machine synthesis, and NMR-solution structure of a β-heptapeptide forming a salt-bridge stabilised 314-helix in methanol and in water

article published in 2001

Design, synthesis and structural investigations of a beta-peptide forming a 314-helix stabilized by electrostatic interactions

scientific article published in April 2004

Diastereoselective Aldol Addition Using Boron Trichloride or Alkoxydichloroborane

article

Die Geometrie von Lithium-Komplexen mit koordinativ gebundenen Carbonylverbindungen und die Struktur eines Lithiumdienolates

Die P4-Phosphazenbase als Teil eines metallfreien Initiatorsystems für die anionische Polymerisation von Methacrylsäuremethylester

Enantiomeric and diastereoisomeric (mixed) L/ D-octaarginine derivatives - a simple way of modulating the properties of cell-penetrating peptides

scientific article published in July 2013

Enantioselective Generation and Diastereoselective Reactions of Chiral Enolates Derived from ?-Heterosubstituted Carboxylic Acids. Preliminary Communication

article by Dieter Seebach & Reto Naef published 16 December 1981 in Helvetica Chimica Acta

Enantioselective preparation of sec. Alcohols from aldehydes and dialkyl zinc compounds, generated in situ from Grignard reagents, using substoichiometric amounts of TADDOL-titanates

Enantioselective synthesis of .beta.-amino acids. 2. Preparation of the like stereoisomers of 2-methyl- and 2-benzyl-3-aminobutanoic acid

article published in 1992

Enzymatic degradation of beta- and mixed alpha,beta-oligopeptides

scientific article

Enzyme-catalyzed formation of beta-peptides: beta-peptidyl aminopeptidases BapA and DmpA acting as beta-peptide-synthesizing enzymes

scientific article

Exploring the antibacterial and hemolytic activity of shorter- and longer-chain beta-, alpha,beta-, and gamma-peptides, and of beta-peptides from beta2-3-aza- and beta3-2-methylidene-amino acids bearing proteinogenic side chains--a survey.

scientific article published in March 2005

Gamma2-, gamma3-, and gamma(2,3,4)-amino acids, coupling to gamma-hexapeptides: CD spectra, NMR solution and X-ray crystal structures of gamma-peptides

scientific article published in February 2002

Generation and synthetic applications of 2-lithio-1,3-dithianes

scientific article (publication date: 1975)

Generation of Secondary, Tertiary, and Quaternary Centers by Geminal Disubstitution of Carbonyl Oxygens ⬇️

scientific article published on 01 January 2011

Helical content of a β(3)-octapeptide in methanol: molecular dynamics simulations explain a seeming discrepancy between conclusions derived from CD and NMR data

scientific article

Helices and other secondary structures of beta- and gamma-peptides

scientific article

Herstellung von (S)-4-Methyloxetan-2-on(β-Butyrolacton) durch Lactonisierung von (R)-3-Hydroxy-buttersäure mit Orthoessigsäure-triethylester

scientific article published in June 2006

Herstellung vonerythro-2-Hydroxybernsteinsäure-Derivaten aus Äpfelsäureester. Vorläufige Mitteilung

Highly efficient catalytic asymmetric epoxidation of allylic alcohols by an oxovanadium-substituted polyoxometalate with a regenerative TADDOL-derived hydroperoxide

scientific article published on 01 March 2003

How Small Amounts of Impurities Are Sufficient to Catalyze the Interconversion of Carbonyl Compounds and Iminium Ions, or Is There a Metathesis through 1,3-Oxazetidinium Ions? Experiments, Speculations, and Calculations

scholarly article by Dieter Seebach et al published September 2014 in Helvetica Chimica Acta

Imaging of a beta-peptide distribution in whole-body mice sections by MALDI mass spectrometry

scientific article

Improved efficacy of fosmidomycin against Plasmodium and Mycobacterium species by combination with the cell-penetrating peptide octaarginine

scientific article published on 15 July 2013

Interaction of alpha-and beta-oligoarginine-acids and amides with anionic lipid vesicles: a mechanistic and thermodynamic study

scientific article published in May 2006

Interaction of β(3) /β(2) -peptides, consisting of Val-Ala-Leu segments, with POPC giant unilamellar vesicles (GUVs) and white blood cancer cells (U937)--a new type of cell-penetrating peptides, and a surprising chain-length dependence of their vesi

scientific article published on May 2015

Inversion of the Configuration of a Single Stereocenter in a β-Heptapeptide Leads to Drastic Changes in its Interaction with Phospholipid Bilayers

scientific article published on 01 August 2009

Investigation of the Interactions ofβ-Peptides with DNA Duplexes by Circular Dichroism Spectroscopy

Joy and flustration with organofluorine compounds - a fluorous autobiography

scientific article published on January 2014

Kinetic resolution of aliphatic beta-amino acid amides by beta-aminopeptidases

scientific article published on 01 June 2009

Kristallstruktur von 2-Lithio-2-methyl-1,3-dithian-Tetramethylethylendiamin (1/1)

Labeling and Protecting N -Terminal Protein Positions by β -Peptidyl Aminopeptidase-Catalyzed Attachment of β -Amino-Acid Residues - Insulin as a First Example

Linear, Peptidase-Resistantβ2/β3-Di- andα/β3-Tetrapeptide Derivatives with Nanomolar Affinities to a Human Somatostatin Receptor, Preliminary Communication

article by Dieter Seebach et al published 14 November 2001 in Helvetica Chimica Acta

Low-Temperature X-ray Crystal-Structure Analysis of the Thermally Unstable Lithiated 2-Butenyltert-Butyl Sulfide: A comparison with modelab initio MO calculations

Methoden der Reaktivitätsumpolung

Methods of Reactivity Umpolung

scholarly article by Dieter Seebach published April 1979 in Angewandte Chemie International Edition

Microreactor synthesis of beta-peptides

scientific article published on 01 October 2006

Molecular dynamics simulations of small peptides: can one derive conformational preferences from ROESY spectra?

scientific article published in December 2003

N,N′-Dimethylpropyleneurea

N-linked glycosylated beta-peptides are resistant to degradation by glycoamidase A

scientific article published on 01 December 2005

NMR Structure in methanol of a β-hexapeptide with a disulfide clamp

NMR-Solution Structures and Affinities for the Human Somatostatin G-Protein-Coupled Receptors hsst1â 5 of CF3 Derivatives of Sandostatin® (Octreotide)

NMR-Solution Structures in Methanol of anα-Heptapeptide, of aβ3/β2-Nonapeptide, and of an all-β3-Icosapeptide Carrying the 20 Proteinogenic Side Chains

scholarly article by Dieter Seebach et al published July 2005 in Helvetica Chimica Acta

NMR-Solution Structures of Fluoro-Substitutedβ-Peptides: A314-Helix and a Hairpin Turn. The First Case of a 90° OCCF Dihedral Angle in anα-Fluoro-Amide Group

NMR-Structural Investigations of a β3-Dodecapeptide with Proteinogenic Side Chains in Methanol and in Aqueous Solutions

scholarly article by Touraj Etezady-Esfarjani et al published May 2002 in Helvetica Chimica Acta

New Open-Chain and Cyclic Tetrapeptides, Consisting ofα-,β2-, andβ3-Amino-Acid Residues, as Somatostatin Mimics - A Survey

Oligoesters of (R)-3-Hydroxybutanoic Acid: Transmembrane Transport of Ca2+across Vesicle Bilayers

On the Mechanism of Eukaryotic Cell Penetration by α‐ and β‐Oligoarginines – Targeting Infected Erythrocytes ⬇️

scientific article published on January 1, 2011

On the Solution Structure of PHB: Preparation and NMR Analysis of Isotopically Labeled Oligo[(R)-3-hydroxybutanoic Acids] (OHBs)

On the Structure of PHB (=Poly[(R)-3-hydroxybutanoic Acid]) in Phospholipid Bilayers: Preparation of Trifluoromethyl-Labeled Oligo[(R)-3-hydroxybutanoic Acid] Derivatives

On the Structure of Poly(3-hydroxybutanoic acid) in Solution and in Phospholipid Bilayers. Circular Dichroism and Fluorescence Spectroscopy with Oligo(3-hydroxybutanoic acid) Derivatives

On the biodegradation of beta-peptides

scientific article published on 01 May 2002

On the influence of charged side chains on the folding-unfolding equilibrium of beta-peptides: a molecular dynamics simulation study

scientific article

On the terminal homologation of physiologically active peptides as a means of increasing stability in human serum--neurotensin, opiorphin, B27-KK10 epitope, NPY.

scientific article published on May 2011

Peptide Folding: When Simulation Meets Experiment

scholarly article by Xavier Daura et al published 15 January 1999 in Angewandte Chemie

Permeation of a beta-heptapeptide derivative across phospholipid bilayers

scientific article published on 26 July 2007

Permeation through phospholipid bilayers, skin-cell penetration, plasma stability, and CD spectra of α- and β-oligoproline derivatives

scientific article

Pharmacokinetic investigation of a 14C-labelled beta 3/alpha tetrapeptide in rats

scientific article

Polymer Backbone Conformation-A Challenging Task for Database Information Retrieval

article

Polymer-Rückgrat-Konformation - eine schwierige Aufgabe für Datenbank-Suchaktionen

article

Preparation and Characterization of New C2- and C1-Symmetric Nitrogen, Oxygen, Phosphorous, and Sulfur Derivatives and Analogs of TADDOL. Part III

Preparation and NMR Structure of the Cyclo-β-tripeptide [β3-HGlu]3 in Aqueous Solution: A New Class of Enterobactin-TypeC3-Symmetrical Ligands?, Preliminary Communication

Preparation and characterization of TADDOLs immobilized on hydrophobic controlled-pore-glass silica gel and their use in enantioselective heterogeneous catalysis

scientific article published in February 2002

Preparation and determination of X-ray-crystal and NMR-solution structures of γ2,3,4-peptides

Probing the interactions of an acyl carrier protein domain from the 6-deoxyerythronolide B synthase

scientific article published on July 2011

Probing the proteolytic stability of beta-peptides containing alpha-fluoro- and alpha-hydroxy-beta-amino acids

scientific article

Reaction of Fe3(CO)12 with octreotide--chemical, electrochemical and biological investigations

scientific article published on 2 February 2010

Revised Structure of the Fungal Germination Self-Inhibitor Gloeosporone

Rigorous Conformational Analysis of Pyrrolidine Enamines with Relevance to Organocatalysis

scholarly article by Tamara Husch et al published October 2017 in Helvetica Chimica Acta

Solution Structures of β Peptides from Raman Optical Activity

scientific article published on 01 January 2008

Solving the structures of light-atom compounds with powder charge flipping

Stereochemical Models for Discussing Additions toα,β-Unsaturated Aldehydes Organocatalyzed by Diarylprolinol or Imidazolidinone Derivatives - Is There an‘(E)/(Z)-Dilemma’?

article

Stereospecific preparation of terminal vinyllithium derivatives by Br/Li-exchange with t-butyllithium

article

Stoichiometric Reactions of Enamines Derived from Diphenylprolinol Silyl Ethers with Nitro Olefins and Lessons for the Corresponding Organocatalytic Conversions - a Survey

Structure and Conformation ofβ-Oligopeptide Derivatives with Simple Proteinogenic Side Chains: Circular Dichroism and Molecular Dynamics Investigations

scholarly article by Dieter Seebach et al published 19 January 2000 in Helvetica Chimica Acta

Structure and Reactivity of Lithium Enolates. From Pinacolone to SelectiveC-Alkylations of Peptides. Difficulties and Opportunities Afforded by Complex Structures

scholarly article by Dieter Seebach published December 1988 in Angewandte Chemie International Edition

Structure-based evolution of subtype-selective neurotensin receptor ligands

scientific article published on 23 September 2014

Studying the Stability of a Helical β-Heptapeptide by Molecular Dynamics Simulations

article

Substitution of HMPT by the cyclic urea DMPU as a cosolvent for highly reactive nucleophiles and bases

scholarly article by Triptikumar Mukhopadhyay & Dieter Seebach published 3 February 1982 in Helvetica Chimica Acta

Substrate profiling of IGF-1R and InsR: Identification of a potent pentamer substrate ⬇️

scientific article published on September 29, 2011

Swiss chemical society - syngenta symposium: frontiers in fluorine chemistry

scientific article published on 01 January 2014

Syntheses and CD-Spectroscopic Investigations of Longer-Chain -Peptides: Preparation by Solid-Phase Couplings of Single Amino Acids, Dipeptides, and Tripeptides

Syntheses, receptor bindings, in vitro and in vivo stabilities and biodistributions of DOTA-neurotensin(8-13) derivatives containing β-amino acid residues - a lesson about the importance of animal experiments

scientific article published in December 2013

Synthesis and Biological Evaluation of a Cyclo-β-tetrapeptide as a Somatostatin Analogue

scientific article

Synthesis and CD Spectra of Fluoro- and Hydroxy-Substituted -Peptides

Synthesis of (±)-1-desoxy-2-lycorinone and of a possible trans-dihydro-lycoricidine precursor

Synthesis of Cyclo-β-tripeptides and Their Biologicalin vitro Evaluation as Antiproliferatives against the Growth of Human Cancer Cell Lines

Synthesis of Linear Oligomers of (R)-3-Hydroxybutyrate and Solid-State Structural Investigations by electron microscopy and X-ray scattering

scholarly article by Dieter Seebach et al published 29 June 1994 in Helvetica Chimica Acta

Synthesis of β-Hexa- and β-Heptapeptides Containing Novel β2,3-Amino Acids with Two Serine or Two Cysteine Side Chains - CD- and NMR-Spectroscopic Evidence for 314-Helical Secondary Structures in Water

Synthesis, Characterization, and Folding Behavior of β-Amino Acid Derived Polyisocyanides

scientific article published on 01 March 2006

TADDOLs, Their Derivatives, and TADDOL Analogues: Versatile Chiral Auxiliaries

scientific article

Temperature-Dependent NMR and CD Spectra ofβ-Peptides: On the Thermal Stability ofβ-Peptide Helices - Is the Folding Process ofβ-Peptides Non-cooperative?

Tetrameric Cubic Structures of Two Solvated Lithium Enolates

The Cyclo-β-Tetrapeptide (β-HPhe-β-HThr-β-HLys-β-HTrp): Synthesis, NMR Structure in Methanol Solution, and Affinity for Human Somatostatin Receptors

The Miraculous CD Spectra (and Secondary Structures?) ofβ-Peptides as They Grow Longer, Preliminary Communication

article by Dieter Seebach et al published 28 February 2001 in Helvetica Chimica Acta

The Outstanding Biological Stability ofβ- andγ-Peptides toward Proteolytic Enzymes: An In Vitro Investigation with Fifteen Peptidases

scientific article published in 2001

The Substrate-Activity-Screening methodology applied to receptor tyrosine kinases: a proof-of-concept study

scientific article published on 4 September 2012

The enantiomer of octreotate binds to all five somatostatin receptors with almost equal micromolar affinity--a comparison with SANDOSTATIN.

scientific article published in July 2008

The fourth helical secondary structure of beta-peptides: the (P)-28-helix of a beta-hexapeptide consisting of (2R,3S)-3-amino-2-hydroxy acid residues

scientific article published in April 2003

The outstanding metabolic stability of a 14C-labeled beta-nonapeptide in rats--in vitro and in vivo pharmacokinetic studies

scientific article published in September 2002

The proteolytic stability of 'designed' beta-peptides containing alpha-peptide-bond mimics and of mixed alpha,beta-peptides: application to the construction of MHC-binding peptides

scientific article published on 01 May 2005

The world of beta- and gamma-peptides comprised of homologated proteinogenic amino acids and other components

scientific article published on August 2004

Total synthesis of (+)-11,11'-di-O-methylelaiophylidene, an aglycon of elaiophylin

scientific article published in 1985

Tritylketone und Tritylenone. Beiträge zur sterisch erzwungenenMichael-Addition und zur diastereoselektiven Aldol-Addition

article

Visible-Light Microscopic Discovery of Up to 150 μm Long Helical Amyloid Fibrils Built of the Dodecapeptide H-(Val-Ala-Leu)4 -OH and of Decapeptides Derived from Insulin

scientific article

cis-Stilbene and (1 alpha,2 beta,3 alpha)-(2-ethenyl-3-methoxycyclopropyl)benzene as mechanistic probes in the Mn(III)(salen)-catalyzed epoxidation: influence of the oxygen source and the counterion on the diastereoselectivity of the competitive con

scientific article published in May 2002

l-2-Nitro-1,3-alkanediols by stereoselective addition of nitroethanol to aldehydes. On the asymmetric electrophilic addition to double bonds

article

pH-sensitive vesicles containing a lipidic beta-amino acid with two hydrophobic chains

scientific article

β- and γ-Di- and Tripeptides as Potential Substrates for the Oligopeptide Transporter hPepT1

scientific article published on 21 September 2007

β-Aminopeptidase-Catalyzed Biotransformations of β2-Dipeptides: Kinetic Resolution and Enzymatic Coupling

scientific article published on 01 May 2010

β-Depsipeptides—the effect of a missing and a weakened hydrogen bond on the stability of the β-peptidic 314-helixElectronic supplementary information (ESI) available: NMR and NOE data. See http://www.rsc.org/suppdata/cc/b2/b204187c/

scientific article published on 01 August 2002

β-Peptides: Synthesis by Arndt-Eistert homologation with concomitant peptide coupling. Structure determination by NMR and CD spectroscopy and by X-ray crystallography. Helical secondary structure of a β-hexapeptide in solution and its stability tow

β-Peptides: a surprise at every turn

article published in 1997

β-Thiopeptides: Synthesis, NMR Solution Structure, CD Spectra, and Photochemistry

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