Dynamisches Oberflächen‐Imprinting: hochaffine Peptid‐Bindungsstellen durch induzierte Organisation von synthetischen Membranrezeptoren

Gruber, Benjamin; Balk, M. Sc. Stefan; Stadlbauer, Stefan; König, Burkhard

doi:10.1002/ange.201205701

Cited by 12 publications

(1 citation statement)

References 28 publications

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“…Such mimics may also be able to link together reaction networks in different compartments or immiscible phases. In recent years, several types of synthetic receptor have been reported, [21–27] including metal‐ion capped α‐aminoisobutyric acid (Aib) foldamers that undergo end‐to‐end conformational change upon binding to chiral carboxylates. These hydrophobic peptides fold into 3 10 helices in non‐polar environments, helices that undergo fast interconversion at room temperature between the right‐ ( P ) and left‐ ( M ) handed screw‐senses [28] .…”

Section: Introductionmentioning

confidence: 99%

Reaction, Recognition, Relay: Anhydride Hydrolysis Reported by Conformationally Responsive Fluorinated Foldamers in Micelles

Doerner,

della Sala,

Wang

et al. 2024

Angew Chem Int Ed

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Natural membrane receptors are proteins that can report on changes in the concentration of external chemical messengers. Messenger binding to a receptor produces conformational changes that are relayed through the membrane into the cell; this information allows cells to adapt to changes in their environment. Artificial membrane receptors (R)‐1 and (S)‐1 are helical α‐aminoisobutyric acid (Aib) foldamers that replicate key parts of this information relay. Solution‐phase 19F NMR spectroscopy of zinc(II)‐capped receptor 1, either in organic solvent or in membrane‐mimetic micelles, showed messenger binding produced an enrichment of either left‐ or right‐handed screw‐sense; the chirality of the bound messenger was relayed to the other receptor terminus. Furthermore, in situ production of a chemical messenger in the external aqueous environment could be detected in real‐time by a racemic mixture of receptor 1 in micelles. The hydrolysis of insoluble anhydrides produced carboxylate in the aqueous phase, which bound to the receptors and gave a distinct 19F NMR output from inside the hydrophobic region of the micelles.

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Section: Introductionmentioning

confidence: 99%

Reaction, Recognition, Relay: Anhydride Hydrolysis Reported by Conformationally Responsive Fluorinated Foldamers in Micelles

Doerner,

della Sala,

Wang

et al. 2024

Angew Chem Int Ed

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Burkhard König

2013

Angewandte Chemie

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An Affinity Reagent for the Recognition of Pyrophosphorylated Peptides

Conway

Fiedler

2015

Angewandte Chemie

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A resin‐bound dinuclear zinc(II) complex for the selective capture of pyrophosphopeptides is reported. The metal complex binds diphosphate esters over other anionic groups, such as monophosphate esters, sulfate esters, and carboxylic acids, with high specificity. Immobilization of the compound provided a reagent capable of binding and retaining nanomolar quantities of pyrophosphopeptide in the presence of cell lysate. The high affinity and specificity of the reagent makes it an attractive tool for the study of in vivo pyrophosphorylation.

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Dynamisches Oberflächen‐Imprinting: hochaffine Peptid‐Bindungsstellen durch induzierte Organisation von synthetischen Membranrezeptoren

Cited by 12 publications

References 28 publications

Reaction, Recognition, Relay: Anhydride Hydrolysis Reported by Conformationally Responsive Fluorinated Foldamers in Micelles

Reaction, Recognition, Relay: Anhydride Hydrolysis Reported by Conformationally Responsive Fluorinated Foldamers in Micelles

Burkhard König

An Affinity Reagent for the Recognition of Pyrophosphorylated Peptides

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