Production of Atosiban’s Key Intermediate Pentapeptide: Synthetic Approaches to the Development of a Peptide Synthesis with Less Racemization and Simplifier Purification Process

The key intermediate NH(2)-Ile-Thr(Bzl)-Asn-Cys(Bzl)-Pro-COOH of Atosiban was prepared from N-Boc-S-Bzl-cysteine by the stepwise lengthening of the chain according to the repetitive N,O-bis(trimethylsilyl)acetamide/N-hydroxysuccinimide ester (BSA/NHS) strategy. This synthetic route required no chrom...

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Detalles Bibliográficos
Autores principales: Ma, Chunying, Zheng, Yixuan, Liu, Jinwei, Li, Xiaobao, Feng, Wenhua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8951825/
https://www.ncbi.nlm.nih.gov/pubmed/35335281
http://dx.doi.org/10.3390/molecules27061920
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author Ma, Chunying
Zheng, Yixuan
Liu, Jinwei
Li, Xiaobao
Feng, Wenhua
author_facet Ma, Chunying
Zheng, Yixuan
Liu, Jinwei
Li, Xiaobao
Feng, Wenhua
author_sort Ma, Chunying
collection PubMed
description The key intermediate NH(2)-Ile-Thr(Bzl)-Asn-Cys(Bzl)-Pro-COOH of Atosiban was prepared from N-Boc-S-Bzl-cysteine by the stepwise lengthening of the chain according to the repetitive N,O-bis(trimethylsilyl)acetamide/N-hydroxysuccinimide ester (BSA/NHS) strategy. This synthetic route required no chromatography purification and can be readily performed, yielding a highly pure pentapeptide compound.
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spelling pubmed-89518252022-03-26 Production of Atosiban’s Key Intermediate Pentapeptide: Synthetic Approaches to the Development of a Peptide Synthesis with Less Racemization and Simplifier Purification Process Ma, Chunying Zheng, Yixuan Liu, Jinwei Li, Xiaobao Feng, Wenhua Molecules Communication The key intermediate NH(2)-Ile-Thr(Bzl)-Asn-Cys(Bzl)-Pro-COOH of Atosiban was prepared from N-Boc-S-Bzl-cysteine by the stepwise lengthening of the chain according to the repetitive N,O-bis(trimethylsilyl)acetamide/N-hydroxysuccinimide ester (BSA/NHS) strategy. This synthetic route required no chromatography purification and can be readily performed, yielding a highly pure pentapeptide compound. MDPI 2022-03-16 /pmc/articles/PMC8951825/ /pubmed/35335281 http://dx.doi.org/10.3390/molecules27061920 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Ma, Chunying
Zheng, Yixuan
Liu, Jinwei
Li, Xiaobao
Feng, Wenhua
Production of Atosiban’s Key Intermediate Pentapeptide: Synthetic Approaches to the Development of a Peptide Synthesis with Less Racemization and Simplifier Purification Process
title Production of Atosiban’s Key Intermediate Pentapeptide: Synthetic Approaches to the Development of a Peptide Synthesis with Less Racemization and Simplifier Purification Process
title_full Production of Atosiban’s Key Intermediate Pentapeptide: Synthetic Approaches to the Development of a Peptide Synthesis with Less Racemization and Simplifier Purification Process
title_fullStr Production of Atosiban’s Key Intermediate Pentapeptide: Synthetic Approaches to the Development of a Peptide Synthesis with Less Racemization and Simplifier Purification Process
title_full_unstemmed Production of Atosiban’s Key Intermediate Pentapeptide: Synthetic Approaches to the Development of a Peptide Synthesis with Less Racemization and Simplifier Purification Process
title_short Production of Atosiban’s Key Intermediate Pentapeptide: Synthetic Approaches to the Development of a Peptide Synthesis with Less Racemization and Simplifier Purification Process
title_sort production of atosiban’s key intermediate pentapeptide: synthetic approaches to the development of a peptide synthesis with less racemization and simplifier purification process
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8951825/
https://www.ncbi.nlm.nih.gov/pubmed/35335281
http://dx.doi.org/10.3390/molecules27061920
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