Die Konstruktion von neuen Proteinen und Enzymen - eine Zukunftsperspektive?

Mutter, Manfred

doi:10.1002/ange.19850970805

Cited by 60 publications

(8 citation statements)

References 124 publications

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“…Mithilfe von Wirt‐Gast‐Techniken4e kann das lokale Umfeld von aus dem Protein herausgelösten Peptidsequenzen imitiert werden. So konnte mit Partialsequenzen aus dem Amyloid β (14–24) und der “Islet”‐Protein‐Partialsequenz NFGAIL1, 6 ( IIIa , b ) ein Konformationsübergang von der ungeordneten zur β‐Faltblattstruktur bei gleichzeitiger Bildung von Fibrillen induziert werden (Abbildung 4 a).…”

Section: Synthetisierte Switch‐peptideunclassified

Highly Efficient Suzuki–Miyaura Coupling of Heterocyclic Substrates through Rational Reaction Design

Fleckenstein

Plenio

2008

Chemistry A European J

120

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A dicyclohexyl(2-sulfo-9-(3-(4-sulfophenyl)propyl)-9H-fluoren-9-yl)phosphonium salt was synthesized in 64% overall yield in three steps from simple commercially available starting materials. The highly water-soluble catalyst obtained from the corresponding phosphine and [Na(2)PdCl(4)] enabled the Suzuki coupling of a broad variety of N- and S-heterocyclic substrates. Chloropyridines (-quinolines) and aryl chlorides were coupled with aryl-, pyridine- or indoleboronic acids in quantitative yields in water/n-butanol solvent mixtures in the presence of 0.005-0.05 mol % of Pd catalyst at 100 degrees C, chloropurines were quantitatively Suzuki coupled in the presence of 0.5 mol % of catalyst, and S-heterocyclic aryl chlorides and aryl- or 3-pyridylboronic acids required 0.01-0.05 mol % Pd catalyst for full conversion. The key to the high activity of the Pd-phosphine catalyst is the rational design of the reaction parameters (i.e., the presence of water in the reaction mixture, good solubility of reactants and catalyst in n-butanol/water (3:1), and the electron-rich and sterically demanding nature of the phosphine ligand).

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Section: Synthetisierte Switch‐peptideunclassified

Highly Efficient Suzuki–Miyaura Coupling of Heterocyclic Substrates through Rational Reaction Design

Fleckenstein

Plenio

2008

Chemistry A European J

120

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“…Cation‐free G‐quartets are rare due to the repulsion of the coplanar carbonyl groups and the high stability of less‐ordered polymeric ribbons 9. Herein, we introduce a new class of compounds, guanine‐linked cavitands, and propose a general term for them, template‐assembled synthetic G‐quartets (TASQs), analogous to the term template‐assembled synthetic proteins (TASPs) created by Mutter 10. The lipophilic TASQs reported herein were synthesized by click chemistry,11 and manifest unusual cation‐independent stability.…”

Section: Methodsmentioning

confidence: 99%

Template‐Assembled Synthetic G‐Quartets (TASQs)

Nikan

Sherman

2008

Angewandte Chemie

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Ein ungewöhnliches Quartett: Das Anheften von vier Guaninresten an einen Cavitanden lieferte eine Verbindung, die in CDCl3 templatvermittelt eine lipophile synthetische G‐Quartett(TASQ)‐Struktur ergab. Die Struktur ist im kationenfreien Zustand ungewöhnlich stabil. Dieser kationenfreie Korb sowie mögliche analoge kationengebundene Quartette und kationeninduzierte Quadruplexe könnten therapeutisch nützlich sein.

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“…They are able to form secondary structures like β-sheets and α-helices which have optimum conditions for the formation of hydrogen bonds. Mutter (1985) reports that six residues is the critical chain length for the formation of β-sheets and seven residues for the formation of α-helices. Brack et al (1989) come to similar conclusions.…”

Section: Introductionmentioning

confidence: 98%

Evolution of Homochirality by Epimerization of Random Peptide Chains. A Stochastic Model

Schmidt¹

2006

Orig Life Evol Biosph

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A cyclic process is described which is constituted of polymerization, epimerization, and hydrolysis steps. During the first cycle peptides with random sequences are formed from racemic amino acids. A small portion of these peptides have substructures with a terminal residue linked to a homochiral sequence of optical antipodes. In such a substructure the terminal residue is assumed to invert into its mirror image so that a thermodynamically favourable epimeric stucture with continuous homochirality is formed. In the hydrolysis step the peptides are split back to monomeric units with retention of configuration. Due to stochastic differences between L- and D-substructures a net excess of one of the enantiomers results. This excess enhances the probability of the formation of substructures having the dominant configuration in the next cycle. It is shown by probabilistic considerations and computer simulations that this mechanism generates an autocatalytic growth of one of the enantiomers which finally results in homochiral populations of amino acids. The number of cycles necessary to attain homochirality depends on the number of residues of the substructure, on the chain length distribution of the polymers and on the total number of amino acid units.

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Die Konstruktion von neuen Proteinen und Enzymen - eine Zukunftsperspektive?

Abstract: Professor Paul J. Flory zum 75. Geburtstag gewidmetIn der Natur ist von der fast unendlichen Zahl moglicher Proteine nur eine verschwindend kleine Zahl realisiert.

Cited by 60 publications

References 124 publications

Highly Efficient Suzuki–Miyaura Coupling of Heterocyclic Substrates through Rational Reaction Design

Highly Efficient Suzuki–Miyaura Coupling of Heterocyclic Substrates through Rational Reaction Design

Template‐Assembled Synthetic G‐Quartets (TASQs)

Evolution of Homochirality by Epimerization of Random Peptide Chains. A Stochastic Model

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