Electrochemical Chiral Recognizing Tryptophan Enantiomers Based on Chiral Metal-Organic Framework D-MOF

Huipeng Hou , Shanshan Tang , Wei Wang , Miao Liu , Axin Liang , Bingteng Xie , Yue Yi , Aiqin Luo

Chemical Research in Chinese Universities ›› 2023, Vol. 39 ›› Issue (6) : 976 -984.

PDF
Chemical Research in Chinese Universities ›› 2023, Vol. 39 ›› Issue (6) : 976 -984. DOI: 10.1007/s40242-023-3004-6
Article

Electrochemical Chiral Recognizing Tryptophan Enantiomers Based on Chiral Metal-Organic Framework D-MOF

Author information +
History +
PDF

Abstract

In this work, an electrochemical chiral sensor of a nanowire-like chiral metal-organic framework/multiwalled carbon nanotube-chitosan/glassy carbon electrode(D-MOF/MWCNTs-CS/GCE) was proposed for the enantiorecognition of L/D-tryptophan(L/D-Trp). The asymmetrical spatial structure of D-MOF provides the feasibility for the enantiorecognition of Trp enantiomers. Moreover, differential pulse voltammetry(DPV) was carried out to be the detection method and the DPV peak potential difference(ΔE p) between L-Trp and D-Trp was referred as the index of the enantiorecognition performance. Several parameters, such as mass ratios and drop-coated volume of MWCNTs-CS, drop-coated volume and concentration of D-MOF, pH and detection temperature of D-MOF/MWCNTs-CS/GCE were optimized for the largest ΔE p value. And the molecular dynamics(MD) simulation was used to elucidate the enantiorecognition mechanism. Furthermore, the proportions of D-Trp(D-Trp%) in Trp mixtures were detected in a good linear relationship with the DPV peak potentials(E p), and the proposed electrochemical chiral sensor exhibited good reproducibility, stability and enantiorecognition ability. Additionally, the proposed electrochemical chiral sensor(D-MOF/MWCNTs-CS/GCE) has a good application prospect in the fields of biomedicine, clinical diagnosis, chemical production, pharmaceuticals safety and so on.

Keywords

Electrochemical chiral sensor / Chiral metal-organic framework / Multiwalled carbon nanotube-chitosan(MWCNTs-CS) / D-MOF / Tryptophan(Trp) / Potential difference(ΔE p)

Cite this article

Download citation ▾
Huipeng Hou, Shanshan Tang, Wei Wang, Miao Liu, Axin Liang, Bingteng Xie, Yue Yi, Aiqin Luo. Electrochemical Chiral Recognizing Tryptophan Enantiomers Based on Chiral Metal-Organic Framework D-MOF. Chemical Research in Chinese Universities, 2023, 39(6): 976-984 DOI:10.1007/s40242-023-3004-6

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

Eda G, Haluk B, Erhan Z. J. Pharmaceut. Biomed., 2022, 221: 115031.

[2]

Zhao Y, Zhang Y, Liu H L, Sun B G. Anal. Bioanal. Chem., 2022, 414: 4885.

[3]

Hamase K, Morikawa A, Zaitsu K. J. Chromatogr. B, 2002, 781: 73.

[4]

Fuchs S, Berger R, Klomp L, Koning T. Mol. Genet. Metab., 2005, 85: 168.

[5]

Zhou H, Ran G, Masson J, Wang C, Zhao Y, Song Q. Anal. Chem., 2018, 90: 3374.

[6]

Hou H P, Tang S S, Liu Y Q, Wang W, Liang A X, Sun L Q, Luo A Q. J. Electroanal. Chem., 2022, 904: 115921.

[7]

Guo L J, Zhang Q, Huang Y H, Han Q, Wang Y H, Fu Y Z. Bioelectrochemistry, 2013, 94: 87.

[8]

Niu X H, Yang X, Mo Z L, Wang J, Pan Z, Liu Z Y, Shui C, Liu G G, Liu N J, Guo R B. Bioelectrochemistry, 2020, 131: 107396.

[9]

Chinta J P. Sensors Actuat., 2017, 248: 733.

[10]

Wang C, Zhang L, Li X, Yu A, Zhang S. Talanta, 2020, 218: 121155.

[11]

Chi Z M, Li M M, Xu J, Yang L. Anal. Bioanal. Chem., 2022, 414: 1641.

[12]

Zou J, Zhao G Q, Zhao G L, Yu J G. Coordin. Chem. Rev., 2022, 471: 214732.

[13]

Guo J L, Wei X F, Lian H T, Li L S, Sun X Y, Liu B. ACS Appl. Nano Mater., 2020, 3: 3675.

[14]

Sun X Z, Fu Z B, Zhang M, Fu H, Lin C H, Kuang J J, Zhang H Y, Hu P. Microchem. J., 2022, 183: 108074.

[15]

Niu X H, Yan S, Chen J L, Li H X, Wang K J. Electrochim. Acta, 2020, 405: 139809.

[16]

Dong L Q, Zhang Y S, Duan X M, Zhu X F, Sun H, Xu J K. Anal. Chem., 2017, 89: 9695.

[17]

Sun Y X, Zhang D D, Sheng Y, Xu D, Zhang R, Bradley M. Anal. Methods, 2021, 13: 2011.

[18]

Liu N., Liu J., Niu X. H., Wang J., Guo R., Mo Z., Microchim. Acta, 2021, 188

[19]

He S, Shang X, Lu W, Tian Y, Xu Z, Zhang W. Anal. Chim. Acta, 2021, 1147: 155.

[20]

Niu X, Yang X, Mo Z, Wang J, Pan Z, Liu Z, Shui C, Liu G, Liu N, Guo R. Bioelectrochemistry, 2020, 131: 107396.

[21]

Yang X, Niu X, Mo Z, Guo R, Liu N, Zhao P, Liu Z. Microchim. Acta, 2019, 186: 333.

[22]

Niu X, Yang X, Mo Z, Liu N, Guo R, Pan Z, Liu Z. Microchim. Acta, 2019, 186: 557.

[23]

Bao L, Chen X, Yang B, Tao Y, Kong Y. ACS Appl. Mater. Inter., 201, 8: 21710.

[24]

Gong L, Zhao Q, Wu S, Yin Z, Wu D, Cai W, Kong Y. Langmuir, 2021, 37: 14454.

[25]

Gong T, Zhu S, Huang S, Gu P, Xiong Y, Zhang J, Jiang X. Anal. Chim. Acta, 2022, 1191: 339276.

[26]

Tao Y, Gu X, Yang B, Deng L, Bao L, Kong Y, Chu F, Qin Y. Anal. Chem., 2017, 89: 1900.

[27]

Niu X, Yang X, Li H, Shi Q, Wang K. Chirality, 2021, 33: 248.

[28]

Zou J, Yu J G. Materials Science and Engineering: C, 2020, 112: 110910.

[29]

Kuppler R J, Timmons D J, Fang Q R, Li J R, Makal T, Young M, Yuan D Q, Zhao D, Zhuang W J, Zhou H C. Coord Chem Rev, 2009, 252: 3042.

[30]

Liu Y L, Zhao X J, Yang X X, Li Y F. Analyst, 2013, 138: 4526.

[31]

Yu L Q, Yan X P. Chem. Commun, 2013, 49: 2142.

[32]

José N S, Ana A G, Yolanda M M, Daniel R S, Dmytro A, Pilar C F, Matthew J R. Carlos M. G., J. Am. Chem. Soc, 2017, 139: 4294.

[33]

Bagheri N, Khataee A, Habibi B, Javad H. Talanta, 2018, 179: 710.

[34]

Lee E, Ju H, Jung J H, Ikeda M, Habata Y, Lee S S. Inorg. Chem, 2019, 58: 1177.

[35]

Bard A J, Faulkne L R. Electrochemical Methods Fundamentals and Application, 2001.

[36]

Patel B R, Imran S, Ye W Y, Weng H Y, Noroozifar M, Kerman K. Electrochim. Acta, 2020, 362: 137094.

[37]

Ou J, Tao Y X, Xue J J, Kong Y, Dai J Y, Deng L H. Electrochem. Commun., 2015, 57: 5.

[38]

Yu Y, Tao Y X, Yang B Z, Wu D T, Qin Y, Kong Y. Anal. Chem., 2017, 89: 12930.

[39]

Hou H P, Tang S S, Wang W, Liu M, Liang A X, Sun L Q, Luo A Q. J. Electrochem. Soc., 2022, 169: 037506.

[40]

Gong T, Zhu S, Huang S Q, Gu P C, Xiong Y, Zhang J, Jiang X H. Anal. Chim. Acta, 2022, 1191: 339276.

[41]

He S Y, Shang X, Lu W, Yang T, Xu Z A, Zhang W. Anal. Chim. Acta, 2021, 1147: 155.

[42]

Wang L L, Gong W C, Wang F, Yu Z Y, Chen Z L. Methods, 201, 8: 3481e3487.

AI Summary AI Mindmap
PDF

194

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/