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Journal ArticleDOI

Detection of Hindered Rotation and Inversion by NMR Spectroscopy

Horst Kessler
- 01 Mar 1970 - 
- Vol. 9, Iss: 3, pp 219-235
TLDR
In this paper, the effects of substituents on the activation barriers of rotamers and invertomers were investigated, and the stability limits of isomers can also be determined.
Abstract
Rotations and inversions in organic molecules are readily recognizable from the temperature dependence of the NMR spectra. The study of the effects of substituents on the activation barriers of such processes permits the elucidation of reaction mechanisms, and the stability limits of isomers can also be determined. The knowledge of the stability limits is necessary for the specific synthesis of stable rotamers and invertomers.

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Journal ArticleDOI

Conformation and Biological Activity of Cyclic Peptides

Horst Kessler
- 01 Jul 1982 - 
TL;DR: In this paper, the authors proposed a model for peptide conformation analysis using NMR spectroscopic methods, including many recent advances, in relation to their ability to contribute to peptide conformational analysis.
Journal ArticleDOI

Peptidomimetics for Receptor Ligands—Discovery, Development, and Medical Perspectives

TL;DR: Peptidomimetics, compounds that act as substitutes for peptides in their interaction with receptors, have been synthesized and show higher metabolic stability, better bioavailability, and longer duration of action.
Journal ArticleDOI

Structure-Based Design of Inhibitors of Protein-Protein Interactions: Mimicking Peptide Binding Epitopes

TL;DR: A new classification of peptidomimetics (classes A–D) is introduced that enables a clear assignment of available approaches for the structure-based design of PPI inhibitors through stabilizing or mimicking turns, β-sheets, and helices.
Journal ArticleDOI

N-Methylation of Peptides : A New Perspective in Medicinal Chemistry

TL;DR: It is shown here for the first time that the simple approach of multiple N-methylation can drastically improve the metabolic stability and intestinal permeability of peptides, for example, resulting in 10% oral bioavailability for a tri-N-methylated Veber-Hirschmann peptide analog.
References
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Journal ArticleDOI

Specification of Molecular Chirality

TL;DR: In this article, the topological analysis of chiral molecular models has been extended to deal with organic-chemical conformations, and, on the other hand, with inorganic-chemical configurations to ligancy six.
Journal ArticleDOI

Study of Moderately Rapid Chemical Exchange Reactions by Means of Nuclear Magnetic Double Resonance

TL;DR: In this paper, a nuclear magnetic double resonance method for the determination of chemical exchange rates has been developed, which is applicable to systems in which a nuclear spin is reversibly transferred between two nonequivalent sites, A and B, and is obtained through the study of the decay to a new equilibrium value of Signal A upon the sudden saturation of Signal B.
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