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Chemistry. 2018 Dec 5;24(68):17869-17880. doi: 10.1002/chem.201802533. Epub 2018 Oct 18.

Chemical Synthesis of Bioactive Naturally Derived Cyclic Peptides Containing Ene-Like Rigidifying Motifs.

Author information

1
School of Biological Sciences, The University of Auckland, 3 Symonds St., Auckland, 1142, New Zealand.
2
School of Chemical Sciences, The University of Auckland, 23 Symonds St., Auckland, 1142, New Zealand.

Abstract

The development of synthetic methods to prepare conformationally constrained peptides and peptide-polyketide hybrids remain an important chemical challenge. It is known that structural rigidity correlates with the specificity, bioactivity, and stability of these peptide systems, thus rigid systems are particularly attractive leads for development of potent biopharmaceuticals. Herein we provide an overview of recent developments in the syntheses of naturally derived constrained peptides and peptide-polyketide hybrids, with a particular emphasis on those systems containing an ene-like bond.

KEYWORDS:

(thio)enamide; cyclopeptides; imines; peptides; synthesis

PMID:
29987917
DOI:
10.1002/chem.201802533
[Indexed for MEDLINE]

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