Identification, synthesis, and characterization of an unprecedented N‐(2‐carboxyethyl) adduct impurity in an injectable ganirelix formulation
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Published:2023-12-22
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Volume:
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ISSN:1075-2617
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Container-title:Journal of Peptide Science
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language:en
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Short-container-title:Journal of Peptide Science
Author:
Jadav Rohit1,
Kameriya Ramraj2,
Chatterjee Saurav2,
Gour Vinod2,
Purohit Parva1,
Bandyopadhyay Anupam2ORCID
Affiliation:
1. Kashiv BioSciences Pvt Ltd. Ahmedabad Gujarat India
2. Biomimetic Peptide Engineering Laboratory, Department of Chemistry Indian Institute of Technology Ropar Ropar Punjab India
Abstract
Ganirelix, a peptide‐based drug used to treat female infertility, has been in high market demand, which attracted generic formulation. A hitherto unknown impurity of ganirelix was observed in our formulation process, which reached ~0.3% in 6 months and led to a detailed investigation of its structure. In‐depth analysis of ESI‐MS/MS data of this impurity coupled with an artificial intelligence prediction tool led to a highly unusual putative structure, that is, N‐(2‐carboxyethyl)‐ganirelix (NCE‐GA), which was authenticated by chemical synthesis from ganirelix and NMR analysis and via corroborated HPLC and MS/MS data with the formulation‐derived impurity.
Funder
Department of Science and Technology, Ministry of Science and Technology, India
Indian Institute of Technology Ropar
Subject
Organic Chemistry,Drug Discovery,Pharmacology,Molecular Biology,Molecular Medicine,General Medicine,Biochemistry,Structural Biology