Biocompatible synthesis of macrocyclic thiazole peptides from chiral α-amino nitriles

Macrocyclic peptides containing a thiazole heterocycle exhibit fascinating properties in natural products and future therapeutics. We report a biocompatible macrocyclisation approach facilitated by an N-terminal cysteine and C-terminal nitriles. The use of various chiral α-amino nitriles enables the incorporation of diverse hydrophobic side chains adjacent to the thiazole motif.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2024-12-30
DOI
https://doi.org/10.1039/d4ob01989j
Citations
1
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
0.23

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article

Biocompatible synthesis of macrocyclic thiazole peptides from chiral α-amino nitriles

Christoph Nitsche, Michael G. Gardiner, Junming He, Minghao Shang
1 citations
Organic & Biomolecular Chemistry
Chemical Synthesis and Analysis
0.23
article

Biocompatible synthesis of macrocyclic thiazole peptides from chiral α-amino nitriles

Christoph Nitsche, Michael G. Gardiner, Junming He, Minghao Shang
article en
1 citations

Abstract

Macrocyclic peptides containing a thiazole heterocycle exhibit fascinating properties in natural products and future therapeutics. We report a biocompatible macrocyclisation approach facilitated by an N-terminal cysteine and C-terminal nitriles. The use of various chiral α-amino nitriles enables the incorporation of diverse hydrophobic side chains adjacent to the thiazole motif.

Organic & Biomolecular ChemistryVol. 23(43)
Australian National University (AU)
Australian Research Council
Openalex Percentile: Top 40%
Chemical Synthesis and Analysis
0.23
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