Innovative synthesis of ketopeptide from lysine and methyl-3-hydroxybutyrate

IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
Jiawei Cao, Jinxia Fu, Jianhao Ke, Jiahui Cheng, Hongyi Ren, Xuejing Wang, Zhe Wang, Jiaqi Li, Ruiting Ma, Zijin Xu, Gang Zhang, Shimin Kang
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引用次数: 0

Abstract

The synthesis of ketopeptides is garnering significant interest due to their potential in pharmaceutical and health applications. This study introduces an efficient method for synthesizing a novel ketopeptide, 2-amino-6-[(3-hydroxy-1-oxobutyl) amino] hexanoic acid, known as BHB-L, from lysine and methyl-3-hydroxybutyrate (MHB) through an amidation reaction. Conducted under mild conditions (100 °C for 12 hours), this process achieved a lysine conversion rate of 92.5% and resulted in a BHB-L purity of 94.8%. The synthesized BHB-L demonstrated substantial thermal stability and was capable of releasing 3-hydroxybutyric acid (BHB) effectively in simulated human gastrointestinal environments. This research not only provides a feasible pathway for producing BHB-derived ketopeptides but also highlights their potential utility in medical and health-related fields.

A novel ketopeptide is first time prepared from lysine and methyl-3-hydroxybutyrate through amidation reaction, which can release 3-hydroxybutyric acid in simulated human gastrointestinal environments.

以赖氨酸和3-羟丁酸甲酯为原料合成酮肽的新方法
酮肽的合成由于其在制药和保健方面的潜在应用而引起了人们的极大兴趣。本研究介绍了一种以赖氨酸和3-羟丁酸甲酯(MHB)为原料,通过酰胺化反应合成新型酮肽- 2-氨基-6-[(3-羟基-1-氧丁基)氨基]己酸BHB-L的高效方法。在温和条件下(100°C, 12小时),该工艺的赖氨酸转化率为92.5%,BHB-L纯度为94.8%。合成的BHB- l具有良好的热稳定性,能够在模拟人体胃肠道环境中有效释放3-羟基丁酸(BHB)。该研究不仅为bhb衍生酮肽的生产提供了一条可行的途径,而且突出了其在医疗和健康相关领域的潜在用途。本文首次以赖氨酸和3-羟基丁酸甲酯为原料,通过酰胺化反应制备了一种新型酮肽,该酮肽可在模拟人体胃肠道环境中释放3-羟基丁酸。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Journal of Chemical Sciences
Journal of Chemical Sciences CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
3.10
自引率
5.90%
发文量
107
审稿时长
1 months
期刊介绍: Journal of Chemical Sciences is a monthly journal published by the Indian Academy of Sciences. It formed part of the original Proceedings of the Indian Academy of Sciences – Part A, started by the Nobel Laureate Prof C V Raman in 1934, that was split in 1978 into three separate journals. It was renamed as Journal of Chemical Sciences in 2004. The journal publishes original research articles and rapid communications, covering all areas of chemical sciences. A significant feature of the journal is its special issues, brought out from time to time, devoted to conference symposia/proceedings in frontier areas of the subject, held not only in India but also in other countries.
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