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Related Experiment Video

Updated: May 20, 2025

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates

Published on: March 6, 2019

Total Synthesis of Enlicitide Decanoate.

Hongming Li¹, David A Thaisrivongs¹, Gao Shang¹

¹Department of Process Research and Development, Merck & Co., Inc., Rahway, New Jersey 07065, United States.

Journal of the American Chemical Society

|March 24, 2025

Summary

We synthesized enlicitide decanoate, a novel oral proprotein convertase subtilisin/kexin type 9 inhibitor for atherosclerotic cardiovascular disease. A robust manufacturing process was developed for large-scale production of this complex peptide.

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Last Updated: May 20, 2025

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Published on: March 6, 2019

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An Efficient Method for the Synthesis of Peptoids with Mixed Lysine-type/Arginine-type Monomers and Evaluation of Their Anti-leishmanial Activity

An Efficient Method for the Synthesis of Peptoids with Mixed Lysine-type/Arginine-type Monomers and Evaluation of Their Anti-leishmanial Activity

Published on: November 2, 2016

Area of Science:

Medicinal Chemistry
Cardiovascular Medicine
Process Chemistry

Background:

Atherosclerotic cardiovascular disease (ASCVD) is a leading cause of mortality worldwide.
Proprotein convertase subtilisin/kexin type 9 (PCSK9) inhibitors represent a promising therapeutic strategy for managing hyperlipidemia and reducing cardiovascular risk.
Enlicitide decanoate is an orally bioavailable PCSK9 inhibitor under development for ASCVD treatment.

Purpose of the Study:

To report the total synthesis of enlicitide decanoate.
To describe the development of a manufacturing process for large-scale enlicitide production.

Main Methods:

Convergent synthesis strategy.
Development of a robust and efficient manufacturing process.
Characterization of the synthesized enlicitide decanoate.

Main Results:

Successful total synthesis of enlicitide decanoate.
Establishment of a scalable manufacturing process.
Enlicitide decanoate is a complex macrocyclic peptide with nonpeptide structural elements.

Conclusions:

The developed synthetic and manufacturing process enables large-scale production of enlicitide decanoate.
This work facilitates the clinical development of enlicitide decanoate for atherosclerotic cardiovascular disease.