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Literature DB >> 26376076

Improved Carbohydrate Recognition in Water with an Electrostatically Enhanced β-Peptide Bundle.

Michael S Melicher¹, Allison S Walker¹, John Shen¹, Scott J Miller¹, Alanna Schepartz¹.

Abstract

The selective recruitment of oligosaccharides, or even simple sugars, in water solvent is an unsolved molecular recognition problem. Structure-guided, electrostatic redesign led to a significant increase in the affinity of a β-peptide "borono-bundle" for simple sugars in neutral aqueous solution. The affinity for fructose (663 M(-1)) in water should allow its recruitment to the bundle surface for selective catalysis, and future work will focus in this direction.

Entities: Chemical

Mesh：

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Year: 2015 PMID： 26376076 DOI： 10.1021/acs.orglett.5b02187

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

7 in total

1. Metal-Assisted Folding of Prolinomycin Allows Facile Design of Functional Peptides.

Authors: Azade S Hosseini; Wenjian Wang; Fredrik Haeffner; Jianmin Gao
Journal: Chembiochem Date: 2017-02-02 Impact factor: 3.164

Review 2. The Diverse World of Foldamers: Endless Possibilities of Self-Assembly.

Authors: Samuele Rinaldi
Journal: Molecules Date: 2020-07-18 Impact factor: 4.411

3. Regiochemical Effects on the Carbohydrate Binding and Selectivity of Flexible Synthetic Carbohydrate Receptors with Indole and Quinoline Heterocyclic Groups.

Authors: Khushabu Thakur; Milan A Shlain; Mateusz Marianski; Adam B Braunschweig
Journal: European J Org Chem Date: 2021-09-12

4. Membrane active Janus-oligomers of β³-peptides.

Authors: Imola Cs Szigyártó; Judith Mihály; András Wacha; Dóra Bogdán; Tünde Juhász; Gergely Kohut; Gitta Schlosser; Ferenc Zsila; Vlada Urlacher; Zoltán Varga; Ferenc Fülöp; Attila Bóta; István Mándity; Tamás Beke-Somfai
Journal: Chem Sci Date: 2020-06-15 Impact factor: 9.825

Improved Carbohydrate Recognition in Water with an Electrostatically Enhanced β-Peptide Bundle.

1. Metal-Assisted Folding of Prolinomycin Allows Facile Design of Functional Peptides.

Review 2. The Diverse World of Foldamers: Endless Possibilities of Self-Assembly.

3. Regiochemical Effects on the Carbohydrate Binding and Selectivity of Flexible Synthetic Carbohydrate Receptors with Indole and Quinoline Heterocyclic Groups.

4. Membrane active Janus-oligomers of β³-peptides.

5. Geared Toward Applications: A Perspective on Functional Sequence-Controlled Polymers.

6. Synthesis and Self-Assembly of Bundle-Forming α-Helical Peptide-Dendron Hybrids.

7. Molecular Self-Assembly Strategy for Generating Catalytic Hybrid Polypeptides.

Improved Carbohydrate Recognition in Water with an Electrostatically Enhanced β-Peptide Bundle.

1. Metal-Assisted Folding of Prolinomycin Allows Facile Design of Functional Peptides.

Review 2. The Diverse World of Foldamers: Endless Possibilities of Self-Assembly.

3. Regiochemical Effects on the Carbohydrate Binding and Selectivity of Flexible Synthetic Carbohydrate Receptors with Indole and Quinoline Heterocyclic Groups.

4. Membrane active Janus-oligomers of β3-peptides.

5. Geared Toward Applications: A Perspective on Functional Sequence-Controlled Polymers.

6. Synthesis and Self-Assembly of Bundle-Forming α-Helical Peptide-Dendron Hybrids.

7. Molecular Self-Assembly Strategy for Generating Catalytic Hybrid Polypeptides.

4. Membrane active Janus-oligomers of β³-peptides.