Dipeptide Nanotubes Containing Unnatural Fluorine-Substituted β2,3-Diarylamino Acid and l -Alanine as Candidates for Biomedical Applications

Andrea Bonetti; Sara Pellegrino; Priyadip Das; Sivan Yuran; Raffaella Bucci; Nicola Ferri; Fiorella Meneghetti; Carlo Castellano; Meital Reches; Maria Luisa Gelmi

doi:10.1021/acs.orglett.5b02132

Dipeptide Nanotubes Containing Unnatural Fluorine-Substituted β^2,3-Diarylamino Acid and l -Alanine as Candidates for Biomedical Applications

Andrea Bonetti, Sara Pellegrino^*, Priyadip Das, Sivan Yuran, Raffaella Bucci, Nicola Ferri, Fiorella Meneghetti, Carlo Castellano, Meital Reches, Maria Luisa Gelmi

^*Corresponding author for this work

Institute of Chemistry

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

47 Scopus citations

Abstract

The synthesis and the structural characterization of dipeptides composed of unnatural fluorine-substituted β^2,3-diarylamino acid and l-alanine are reported. Depending on the stereochemistry of the β amino acid, these dipeptides are able to self-assemble into proteolytic stable nanotubes. These architectures were able to enter the cell and locate in the cytoplasmic/perinuclear region and represent interesting candidates for biomedical applications.

Original language	English
Pages (from-to)	4468-4471
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	18
DOIs	https://doi.org/10.1021/acs.orglett.5b02132
State	Published - 18 Sep 2015

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© 2015 American Chemical Society.

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title = "Dipeptide Nanotubes Containing Unnatural Fluorine-Substituted β2,3-Diarylamino Acid and l -Alanine as Candidates for Biomedical Applications",

abstract = "The synthesis and the structural characterization of dipeptides composed of unnatural fluorine-substituted β2,3-diarylamino acid and l-alanine are reported. Depending on the stereochemistry of the β amino acid, these dipeptides are able to self-assemble into proteolytic stable nanotubes. These architectures were able to enter the cell and locate in the cytoplasmic/perinuclear region and represent interesting candidates for biomedical applications.",

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doi = "10.1021/acs.orglett.5b02132",

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AU - Bonetti, Andrea

AU - Pellegrino, Sara

AU - Das, Priyadip

AU - Yuran, Sivan

AU - Bucci, Raffaella

AU - Ferri, Nicola

AU - Meneghetti, Fiorella

AU - Castellano, Carlo

AU - Reches, Meital

AU - Gelmi, Maria Luisa

PY - 2015/9/18

Y1 - 2015/9/18

N2 - The synthesis and the structural characterization of dipeptides composed of unnatural fluorine-substituted β2,3-diarylamino acid and l-alanine are reported. Depending on the stereochemistry of the β amino acid, these dipeptides are able to self-assemble into proteolytic stable nanotubes. These architectures were able to enter the cell and locate in the cytoplasmic/perinuclear region and represent interesting candidates for biomedical applications.

AB - The synthesis and the structural characterization of dipeptides composed of unnatural fluorine-substituted β2,3-diarylamino acid and l-alanine are reported. Depending on the stereochemistry of the β amino acid, these dipeptides are able to self-assemble into proteolytic stable nanotubes. These architectures were able to enter the cell and locate in the cytoplasmic/perinuclear region and represent interesting candidates for biomedical applications.

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Dipeptide Nanotubes Containing Unnatural Fluorine-Substituted β^2,3-Diarylamino Acid and l -Alanine as Candidates for Biomedical Applications

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