Optimized Ring Closing Metathesis Reaction Conditions To Suppress Desallyl Side Products in the Solid-Phase Synthesis of Cyclic Peptides Involving Tyrosine(O-allyl)-Reference-Cited by-同舟云学术

Optimized Ring Closing Metathesis Reaction Conditions To Suppress Desallyl Side Products in the Solid-Phase Synthesis of Cyclic Peptides Involving Tyrosine(O-allyl)

Published:2019-12-27 Issue:3 Volume:85 Page:1407-1415
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Gisemba Solomon A.¹²,Aldrich Jane V.¹²^ORCID

Affiliation:

1. Department of Medicinal Chemistry, The University of Kansas, Lawrence, Kansas 66045, United States

2. Department of Medicinal Chemistry, University of Florida, Gainesville, Florida 32610, United States

Funder

National Institute on Drug Abuse

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b02345

Reference62 articles.

1. Synthesis of a novel potent cyclic peptide MC4-ligand by ring-closing metathesis

2. Alkene- and alkyne-bridged mimics of nisin as potential peptide-based antibiotics

3. Cell-Permeable Stapled Peptides Based on HIV-1 Integrase Inhibitors Derived from HIV-1 Gene Products

4. Synthesis of all-hydrocarbon stapled α-helical peptides by ring-closing olefin metathesis

5. A role for ring-closing metathesis in medicinal chemistry: Mimicking secondary architectures in bioactive peptides

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2. Chemoselective, Oxidation-Induced Macrocyclization of Tyrosine-Containing Peptides;Journal of the American Chemical Society;2023-04-29

3. Generation of new carbon–carbon and carbon–heteroatom bonds mediated by agro-waste extracts: a review;Environmental Chemistry Letters;2021-10-30

4. Analogs of the κ opioid receptor antagonist arodyn cyclized by ring-closing metathesis retain κ opioid receptor affinity, selectivity and κ opioid receptor antagonism;Medicinal Chemistry Research;2021-06-17

5. Conformational Constraint between Aromatic Residue Side Chains in the “Message” Sequence of the Peptide Arodyn Using Ring Closing Metathesis Results in a Potent and Selective Kappa Opioid Receptor Antagonist;Journal of Medicinal Chemistry;2021-03-10