Cyclols Revisited: Facile Synthesis of Medium‐Sized Cyclic Peptides | Zendy

MendozaSanchez Rodrigo | Zendy; Corless Victoria B. | Zendy; Nguyen Q. Nhu N. | Zendy; BergeronBrlek Milan | Zendy; Frost John | Zendy; Adachi Shinya | Zendy; Tantillo Dean J. | Zendy; Yudin Andrei K. | Zendy

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Cyclols Revisited: Facile Synthesis of Medium‐Sized Cyclic Peptides

Author(s) -

MendozaSanchez Rodrigo,

Corless Victoria B.,

Nguyen Q. Nhu N.,

BergeronBrlek Milan,

Frost John,

Adachi Shinya,

Tantillo Dean J.,

Yudin Andrei K.

Publication year - 2017

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201703616

Subject(s) - diketopiperazines , cyclic peptide , combinatorial chemistry , chemistry , drug discovery , peptide , stereochemistry , biochemistry

Medium‐sized rings, particularly the corresponding cyclic peptides, are challenging synthetic targets. In the present study, we report an approach to medium‐sized cyclic peptides through targeted formation and collapse of cyclol intermediates. This methodology operates on β‐amino imides derived from 2,5‐diketopiperazines and offers a straightforward transition from frequently examined scaffolds in drug discovery to a rarely visited class of medium‐sized rings.

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