Constrained beta-amino acid-containing miniproteins

Drewniak-Świtalska, Magda; Barycza, Barbara; Rudzińska-Szostak, Ewa; Morawiak, Paweł; Berlicki, Łukasz

doi:10.1039/d1ob00309g

Cited by 9 publications

(7 citation statements)

References 44 publications

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“…The spectral data acquired on this material matched those reported previously for the compound assigned the illustrated all-cis configuration and that had been obtained by a multistep reaction sequence. Compounds such as 46 could serve as precursors to a range of conformationally constrained β-amino acid derivatives, species of particular interest in the assembly of peptidomimetics …”

Section: Resultsmentioning

confidence: 99%

α-Iodo-α,β-Unsaturated Ketones as Vicinal Dielectrophiles: Their Reactions with Dinucleophiles Provide New Annulation Protocols for the Formation of Carbo- and Heterocyclic Ring Systems

et al. 2022

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α-Iodo-α,β-unsaturated ketones such as compound 1 serve as vicinal dielectrophiles and react with a range of dinucleophiles including pentane-2,4-dione and 1,3-indandione to produce [3 + 2]- and [2 + 1]-adducts such as 5 and 38, respectively. [4 + 2]- and [5 + 2]-cycloadducts have been obtained from compound 1 by related means. Preliminary studies reveal that α-iodinated α,β-unsaturated esters can also participate in at least some of these same processes.

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Section: Resultsmentioning

confidence: 99%

α-Iodo-α,β-Unsaturated Ketones as Vicinal Dielectrophiles: Their Reactions with Dinucleophiles Provide New Annulation Protocols for the Formation of Carbo- and Heterocyclic Ring Systems

et al. 2022

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“…Rational redesign of natural folds with noncanonical building blocks (referred to as heterogeneous backbone engineering or “foldamerization”) led to the obtaining of a short and stable B1 domain of the G protein (GB1), N-terminal fragment of the villin headpiece (VHP), Trp-cage-like folds, or zinc finger folds . Extensive studies on the backbone modification were carried out in GB1 (Figure , sequence 15 ) with the aim of changing approximately 20% of the sequence with heterogeneous building blocks but still maintaining the tertiary fold .…”

Section: Incorporation Of Noncanonical Amino Acidsmentioning

confidence: 99%

Design and Engineering of Miniproteins

Ożga

Berlicki

2022

ACS Bio Med Chem Au

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The potential of miniproteins in the biological and chemical sciences is constantly increasing. Significant progress in the design methodologies has been achieved over the last 30 years. Early approaches based on propensities of individual amino acid residues to form individual secondary structures were subsequently improved by structural analyses using NMR spectroscopy and crystallography. Consequently, computational algorithms were developed, which are now highly successful in designing structures with accuracy often close to atomic range. Further perspectives include construction of miniproteins incorporating nonnative secondary structures derived from sequences with units other than α-amino acids. Noteworthy, miniproteins with extended structures, which are now feasibly accessible, are excellent scaffolds for construction of functional molecules.

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“…32 Using various approaches, steps were made away from purely α-peptidic backbones, and β-amino acids were introduced in tertiary structures. [33][34][35][36][37][38][39] Some helix bundles from β-peptides 40,41 and oligoureas 42,43 have also been reported.…”

Section: Introductionmentioning

confidence: 99%

Molecular torsion springs: alteration of helix curvature in frustrated tertiary folds

et al. 2023

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Constrained beta-amino acid-containing miniproteins

Abstract: The construction of beta-amino acid-containing peptides that fold to tertiary structures in solution remains challenging. Two model miniproteins, namely, Trp-cage and FSD, were scanned using constrained beta-amino acid in order...

Cited by 9 publications

References 44 publications

α-Iodo-α,β-Unsaturated Ketones as Vicinal Dielectrophiles: Their Reactions with Dinucleophiles Provide New Annulation Protocols for the Formation of Carbo- and Heterocyclic Ring Systems

α-Iodo-α,β-Unsaturated Ketones as Vicinal Dielectrophiles: Their Reactions with Dinucleophiles Provide New Annulation Protocols for the Formation of Carbo- and Heterocyclic Ring Systems

Design and Engineering of Miniproteins

Molecular torsion springs: alteration of helix curvature in frustrated tertiary folds

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