Synthesis and biological evaluation of mirror isomers of β-(1 → 3)-glucans as immune modulators.

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Autori principali: Sun, Ao, Li, Zipeng, Zhao, Wenjian, Zheng, Jiayi, Zhang, Yuhan, Yao, Mingju, Yao, Wang, Zhang, Xiao, Meng, Xiangbao, Li, Zhongtang, Li, Zhongjun
Natura: Artículo científico
Lingua:en
Pubblicazione: Carbohydrate polymers 2025
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author Sun, Ao
Li, Zipeng
Zhao, Wenjian
Zheng, Jiayi
Zhang, Yuhan
Yao, Mingju
Yao, Wang
Zhang, Xiao
Meng, Xiangbao
Li, Zhongtang
Li, Zhongjun
author_facet Sun, Ao
Li, Zipeng
Zhao, Wenjian
Zheng, Jiayi
Zhang, Yuhan
Yao, Mingju
Yao, Wang
Zhang, Xiao
Meng, Xiangbao
Li, Zhongtang
Li, Zhongjun
Sun, Ao
Li, Zipeng
Zhao, Wenjian
Zheng, Jiayi
Zhang, Yuhan
Yao, Mingju
Yao, Wang
Zhang, Xiao
Meng, Xiangbao
Li, Zhongtang
Li, Zhongjun
collection PubMed - marine biology
contents Synthesis and biological evaluation of mirror isomers of β-(1 → 3)-glucans as immune modulators. Sun, Ao Li, Zipeng Zhao, Wenjian Zheng, Jiayi Zhang, Yuhan Yao, Mingju Yao, Wang Zhang, Xiao Meng, Xiangbao Li, Zhongtang Li, Zhongjun Mice Animals Macrophages beta-Glucans Isomerism RAW 264.7 Cells Immunologic Factors Glucans β-(1 → 3)-glucan is widely distributed in the cell walls of bacteria, fungi, yeasts and algae. A variety of pharmacological effects of β-(1 → 3)-glucan have been demonstrated, including immune modulation. The enzyme recognition pocket can recognize the chirality of the ligand and often give rise to disparate biological activities. The bioactivity of the mirror-image isomers of natural oligosaccharides is scarcely studied due to the difficulty of acquiring them. In this study, we have successfully completed the total synthesis of the naturally occurring β-ᴅ-(1 → 3)-glucans and their mirror image β-ʟ-(1 → 3)-glucans containing three, four, eight, and twelve monosaccharides for the first time. Subsequently, the immunomodulatory activities of ᴅ- and ʟ-type β-glucans were evaluated to explore their bioactivity and preliminary mechanism of action. The results indicated that mirror-image β-(1 → 3)-glucans exerted bidirectional regulatory effects on M0/M1-type macrophages. The ᴅ-type β-(1 → 3)-glucans have the potential to regulate macrophage polarization through the GPCR and CR3 signalling pathways. In contrast, the ʟ-type β-(1 → 3)-glucans achieved bidirectional regulation of macrophage polarization by influencing cellular metabolism. The findings presented herein provide new evidence for the further investigation of the biological activities of oligosaccharides and their mirror image isomers.
format Artículo científico
id pubmed_40158999
institution PubMed
language en
publishDate 2025
publisher Carbohydrate polymers
record_format pubmed
spellingShingle Synthesis and biological evaluation of mirror isomers of β-(1 → 3)-glucans as immune modulators.
Sun, Ao
Li, Zipeng
Zhao, Wenjian
Zheng, Jiayi
Zhang, Yuhan
Yao, Mingju
Yao, Wang
Zhang, Xiao
Meng, Xiangbao
Li, Zhongtang
Li, Zhongjun
Mice
Animals
Macrophages
beta-Glucans
Isomerism
RAW 264.7 Cells
Immunologic Factors
Glucans
Synthesis and biological evaluation of mirror isomers of β-(1 → 3)-glucans as immune modulators. Sun, Ao Li, Zipeng Zhao, Wenjian Zheng, Jiayi Zhang, Yuhan Yao, Mingju Yao, Wang Zhang, Xiao Meng, Xiangbao Li, Zhongtang Li, Zhongjun Mice Animals Macrophages beta-Glucans Isomerism RAW 264.7 Cells Immunologic Factors Glucans β-(1 → 3)-glucan is widely distributed in the cell walls of bacteria, fungi, yeasts and algae. A variety of pharmacological effects of β-(1 → 3)-glucan have been demonstrated, including immune modulation. The enzyme recognition pocket can recognize the chirality of the ligand and often give rise to disparate biological activities. The bioactivity of the mirror-image isomers of natural oligosaccharides is scarcely studied due to the difficulty of acquiring them. In this study, we have successfully completed the total synthesis of the naturally occurring β-ᴅ-(1 → 3)-glucans and their mirror image β-ʟ-(1 → 3)-glucans containing three, four, eight, and twelve monosaccharides for the first time. Subsequently, the immunomodulatory activities of ᴅ- and ʟ-type β-glucans were evaluated to explore their bioactivity and preliminary mechanism of action. The results indicated that mirror-image β-(1 → 3)-glucans exerted bidirectional regulatory effects on M0/M1-type macrophages. The ᴅ-type β-(1 → 3)-glucans have the potential to regulate macrophage polarization through the GPCR and CR3 signalling pathways. In contrast, the ʟ-type β-(1 → 3)-glucans achieved bidirectional regulation of macrophage polarization by influencing cellular metabolism. The findings presented herein provide new evidence for the further investigation of the biological activities of oligosaccharides and their mirror image isomers.
title Synthesis and biological evaluation of mirror isomers of β-(1 → 3)-glucans as immune modulators.
topic Mice
Animals
Macrophages
beta-Glucans
Isomerism
RAW 264.7 Cells
Immunologic Factors
Glucans
url https://pubmed.ncbi.nlm.nih.gov/40158999/