An amphoteric and hydrogen-bond-rich artificial α-amino acid for highly durable aqueous redox flow batteries

Abstract Aqueous organic redox flow batteries offer promising prospects for large-scale, high-safety, and cost-effective energy storage systems with no reliance on scarce mineral resources. However, challenges such as limited water solubility and poor stability hinder the practical application of or...

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Main Authors: Pengbo Zhang, Yuzhu Liu, Jie Wei, Zuoao Wu, Xinmei Song, Guochun Ding, Huaizhu Wang, Junchuan Liang, Zuoxiu Tie, Zhong Jin
Format: Article
Language:English
Published: Nature Portfolio 2025-05-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-025-59962-1
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author Pengbo Zhang
Yuzhu Liu
Jie Wei
Zuoao Wu
Xinmei Song
Guochun Ding
Huaizhu Wang
Junchuan Liang
Zuoxiu Tie
Zhong Jin
author_facet Pengbo Zhang
Yuzhu Liu
Jie Wei
Zuoao Wu
Xinmei Song
Guochun Ding
Huaizhu Wang
Junchuan Liang
Zuoxiu Tie
Zhong Jin
author_sort Pengbo Zhang
collection DOAJ
description Abstract Aqueous organic redox flow batteries offer promising prospects for large-scale, high-safety, and cost-effective energy storage systems with no reliance on scarce mineral resources. However, challenges such as limited water solubility and poor stability hinder the practical application of organic redox molecules in aqueous organic redox flow batteries. Herein, we report the design and synthesis of an artificial redox-active α-amino acid molecule by functionalizing 1,5-dihydroxyanthraquinone with natural cysteine side group, which exhibits enhanced aqueous solubility and redox reversibility in alkaline aqueous organic redox flow batteries. Owing to its unique zwitterionic structure and abundant hydrogen bonds, the negolyte based on artificial α-amino acid molecule exhibits a very low capacity decay rate of 0.00025% per cycle (equivalent to 0.011% per day) under 1 M electron transfer. Theoretical simulations and spectroscopic analyses underscore the importance of the symmetric distribution and abundant hydrogen-bonding interactions of amphipathic amino acid side chains in enhancing the stability of the anthraquinone redox core and reducing its dimerization, as well as enhancing its water solubility and redox reversibility. This study presents the promising potential of nature-inspired principles in designing electrochemically stable, redox-active organic molecules, contributing to the advancement of large-scale, biocompatible, and sustainable aqueous organic redox flow batteries.
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issn 2041-1723
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publishDate 2025-05-01
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spelling doaj-art-416a9e07ee6d44adbe2c1dbb1d4ab7d42025-08-20T03:48:18ZengNature PortfolioNature Communications2041-17232025-05-0116111410.1038/s41467-025-59962-1An amphoteric and hydrogen-bond-rich artificial α-amino acid for highly durable aqueous redox flow batteriesPengbo Zhang0Yuzhu Liu1Jie Wei2Zuoao Wu3Xinmei Song4Guochun Ding5Huaizhu Wang6Junchuan Liang7Zuoxiu Tie8Zhong Jin9State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityState Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing UniversityAbstract Aqueous organic redox flow batteries offer promising prospects for large-scale, high-safety, and cost-effective energy storage systems with no reliance on scarce mineral resources. However, challenges such as limited water solubility and poor stability hinder the practical application of organic redox molecules in aqueous organic redox flow batteries. Herein, we report the design and synthesis of an artificial redox-active α-amino acid molecule by functionalizing 1,5-dihydroxyanthraquinone with natural cysteine side group, which exhibits enhanced aqueous solubility and redox reversibility in alkaline aqueous organic redox flow batteries. Owing to its unique zwitterionic structure and abundant hydrogen bonds, the negolyte based on artificial α-amino acid molecule exhibits a very low capacity decay rate of 0.00025% per cycle (equivalent to 0.011% per day) under 1 M electron transfer. Theoretical simulations and spectroscopic analyses underscore the importance of the symmetric distribution and abundant hydrogen-bonding interactions of amphipathic amino acid side chains in enhancing the stability of the anthraquinone redox core and reducing its dimerization, as well as enhancing its water solubility and redox reversibility. This study presents the promising potential of nature-inspired principles in designing electrochemically stable, redox-active organic molecules, contributing to the advancement of large-scale, biocompatible, and sustainable aqueous organic redox flow batteries.https://doi.org/10.1038/s41467-025-59962-1
spellingShingle Pengbo Zhang
Yuzhu Liu
Jie Wei
Zuoao Wu
Xinmei Song
Guochun Ding
Huaizhu Wang
Junchuan Liang
Zuoxiu Tie
Zhong Jin
An amphoteric and hydrogen-bond-rich artificial α-amino acid for highly durable aqueous redox flow batteries
Nature Communications
title An amphoteric and hydrogen-bond-rich artificial α-amino acid for highly durable aqueous redox flow batteries
title_full An amphoteric and hydrogen-bond-rich artificial α-amino acid for highly durable aqueous redox flow batteries
title_fullStr An amphoteric and hydrogen-bond-rich artificial α-amino acid for highly durable aqueous redox flow batteries
title_full_unstemmed An amphoteric and hydrogen-bond-rich artificial α-amino acid for highly durable aqueous redox flow batteries
title_short An amphoteric and hydrogen-bond-rich artificial α-amino acid for highly durable aqueous redox flow batteries
title_sort amphoteric and hydrogen bond rich artificial α amino acid for highly durable aqueous redox flow batteries
url https://doi.org/10.1038/s41467-025-59962-1
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