Super-secondary structure peptidomimetics: Design and synthesis of an α-α hairpin analogue

Laura Nevola; Johanna M. Rodriguez; Sam Thompson; Andrew D. Hamilton

doi:10.1080/10610278.2013.817581

Super-secondary structure peptidomimetics: Design and synthesis of an α-α hairpin analogue

Laura Nevola, Johanna M. Rodriguez, Sam Thompson, Andrew D. Hamilton

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The α-α helix motif presents key recognition domains in protein-protein and protein-oligonucleotide binding, and is one of the most common super-secondary structures. Herein, we describe the design, synthesis and structural characterisation of an α-α hairpin analogue based on a tetra-coordinated Pd(II) bis-(iminoisoquinoline) complex as a template for the display of two α-helix mimics. This approach is exemplified by the attachment of two biphenyl peptidomimetics to reproduce the side chains of the i and i+4 residues of two helices.

Original language	English (US)
Pages (from-to)	586-590
Number of pages	5
Journal	Supramolecular Chemistry
Volume	25
Issue number	9-11
DOIs	https://doi.org/10.1080/10610278.2013.817581
State	Published - Sep 18 2013

Keywords

GCN4
alpha helix
protein - protein interaction
side chain
structural mimicry

ASJC Scopus subject areas

General Chemistry

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10.1080/10610278.2013.817581

Cite this

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title = "Super-secondary structure peptidomimetics: Design and synthesis of an α-α hairpin analogue",

abstract = "The α-α helix motif presents key recognition domains in protein-protein and protein-oligonucleotide binding, and is one of the most common super-secondary structures. Herein, we describe the design, synthesis and structural characterisation of an α-α hairpin analogue based on a tetra-coordinated Pd(II) bis-(iminoisoquinoline) complex as a template for the display of two α-helix mimics. This approach is exemplified by the attachment of two biphenyl peptidomimetics to reproduce the side chains of the i and i+4 residues of two helices.",

keywords = "GCN4, alpha helix, protein - protein interaction, side chain, structural mimicry",

author = "Laura Nevola and Rodriguez, {Johanna M.} and Sam Thompson and Hamilton, {Andrew D.}",

note = "Funding Information: The authors thank the National Institutes of Health (GM69850) and the University of Oxford for funding, Dr Christopher Incarvito for X-ray analysis and Dr Hayden Peacock (Oxford) for his helpful discussions.",

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T2 - Design and synthesis of an α-α hairpin analogue

AU - Nevola, Laura

AU - Rodriguez, Johanna M.

AU - Thompson, Sam

AU - Hamilton, Andrew D.

N1 - Funding Information: The authors thank the National Institutes of Health (GM69850) and the University of Oxford for funding, Dr Christopher Incarvito for X-ray analysis and Dr Hayden Peacock (Oxford) for his helpful discussions.

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Y1 - 2013/9/18

N2 - The α-α helix motif presents key recognition domains in protein-protein and protein-oligonucleotide binding, and is one of the most common super-secondary structures. Herein, we describe the design, synthesis and structural characterisation of an α-α hairpin analogue based on a tetra-coordinated Pd(II) bis-(iminoisoquinoline) complex as a template for the display of two α-helix mimics. This approach is exemplified by the attachment of two biphenyl peptidomimetics to reproduce the side chains of the i and i+4 residues of two helices.

AB - The α-α helix motif presents key recognition domains in protein-protein and protein-oligonucleotide binding, and is one of the most common super-secondary structures. Herein, we describe the design, synthesis and structural characterisation of an α-α hairpin analogue based on a tetra-coordinated Pd(II) bis-(iminoisoquinoline) complex as a template for the display of two α-helix mimics. This approach is exemplified by the attachment of two biphenyl peptidomimetics to reproduce the side chains of the i and i+4 residues of two helices.

KW - GCN4

KW - alpha helix

KW - protein - protein interaction

KW - side chain

KW - structural mimicry

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Super-secondary structure peptidomimetics: Design and synthesis of an α-α hairpin analogue

Abstract

Keywords

ASJC Scopus subject areas

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