Citation: Ruiying WANG, Hui WANG, Fenglan CHAI, Zhinan ZUO, Benlai WU. Three-dimensional homochiral Eu(Ⅲ) coordination polymer and its amino acid configuration recognition[J]. Chinese Journal of Inorganic Chemistry, ;2025, 41(5): 877-884. doi: 10.11862/CJIC.20250052 shu

Three-dimensional homochiral Eu(Ⅲ) coordination polymer and its amino acid configuration recognition

Ruiying WANG ¹ ,
Hui WANG ¹ ,
Fenglan CHAI ^1,, ,
Zhinan ZUO ² ,
Benlai WU ^2,,

1.
School of Chemical Engineering, Henan Technical Institute of Applied Technology, Zhengzhou 450042, China
2.
College of Chemistry, Zhengzhou University, Zhengzhou 450001, China

Corresponding author: Fenglan CHAI, 965996899@qq.com Benlai WU, wbl@zzu.edu.cn
Received Date: 19 February 2025
Revised Date: 20 March 2025

Figures(8)

Solvothermal reaction of a designed enantiomerically pure chiral ligand S-4'-[(2-carboxy-5-oxopyrrolidin1-yl)methyl]-(1, 1'-biphenyl)-3, 5-dicarboxylic acid (H₃L) with Eu(Ⅲ) salt produced a new homochiral coordination polymer {[Eu(L)]·0.5CH₃CN}_n (1). Single crystal X-ray diffraction analysis has displayed that 1 belongs to the tetragonal I4 ₁ chiral space group. In 1, anionic ligands L^3- acted as μ₇-bridges and connected Eu(Ⅲ) ions to form a 3D helical structure with 7-connected topology. Ligand H₃L not only transfers chirality to the resulting metal-organic framework but also induces helical chirality generation. Complex 1 exhibited excellent ligandsensitized emission and thermal stability. Using complex 1 as a fluorescent probe, its configuration recognition performance on common amino acids was investigated. Our results showed that the different enantiomers of aspartic acid, alanine, lysine, leucine, tyrosine, and valine had various impacts on the fluorescence intensity of 1, indicating that 1 can detect their configurations of the six amino acids mentioned above.
- homochiral metal-organic framework,
- Eu(Ⅲ) complex,
- crystal structure,
- fluorescence property,
- enantiomer recognition
1. [1]
  DENG X, YANG L L, HUANG H L, YANG Y Y, FENG S Q, ZENG M, LI Q, XU D S. Shape-defined hollow structural Co-MOF-74 and metal nanoparticles@Co-MOF-74 composite through a transformation strategy for enhanced photocatalysis performance[J]. Small, 2019,15(35)1902287. doi: 10.1002/smll.201902287
2. [2]
  HONG D H, SHIM H S, HA J S, MOON H R. MOF-on-MOF architec-tures: Applications in separation, catalysis, and sensing[J]. Bull. Korean Chem. Soc., 2021,42(7):956-969. doi: 10.1002/bkcs.12335
3. [3]
  DU Y X, JIE G A, JIA H L, LIU J H, WU J Y, FU Y H, ZHANG F M, ZHU W D, FAN M H. Visible-light-induced photocatalytic CO₂ reduc-tion over zirconium metal organic frameworks modified with different functional groups[J]. J. Environ. Sci., 2023,132:22-30. doi: 10.1016/j.jes.2022.10.037
4. [4]
  YUE X Y, FU L, LI Y, XU S, LIN X, BAI Y H. Lanthanide bimetallic MOF-based fluorescent sensor for sensitive and visual detection of sulfamerazine and malachite[J]. Food Chem., 2023,410135390. doi: 10.1016/j.foodchem.2023.135390
5. [5]
  ZHAO C X, LIU X Y, LIU J N, WANG J, WAN X, WANG C D, LI X Y, SHUI J L, SONG L, PENG H J, LI B Q, ZHANG Q. Molecular recognition regulates coordination structure of single-atom sites[J]. Angew. Chem.-Int. Edit., 2023,62(48)e202313028. doi: 10.1002/anie.202313028
6. [6]
  NI C Z, LI R M, ZHANG F Q, LI Q A W, ZHU Y Y, ZENG J, GU S X. A chiral fluorescent probe for molecular recognition of basic amino acids in solutions and cells[J]. Chin. Chem. Lett., 2024,35(10)109862. doi: 10.1016/j.cclet.2024.109862
7. [7]
  CHENG Q S, MA Q, PEI H B, LIANG H, ZHANG X J, JIN X N, LIU N J, GUO R B, MO Z L. Chiral metal-organic frameworks materials for racemate resolution[J]. Coord. Chem. Rev., 2023,484215120. doi: 10.1016/j.ccr.2023.215120
8. [8]
  ANTIL N, AKHTAR N, NEWAR R, BEGUM W, KUMAR A, MANNA K, CHAUHAN M. Chiral iron(Ⅱ)-catalysts within valinol-grafted metal-organic frameworks for enantioselective reduction of ketones[J]. ACS Catal., 2021,11(16):10450-10459. doi: 10.1021/acscatal.1c02529
9. [9]
  LAKSHMIPRIYA M, KOLANGHIYAPPAN D, PALANSSAMY N, BANIK S, KUMAR P S, GANESAN S S. Development of BINOL derived axially chiral molecular probe for electrochemical discrimina-tion of tryptophan enantiomers[J]. J. Electroanal. Chem., 2023,950(12)117866.
10. [10]
  ZHAO Y W, LI X, ZHANG F Q, ZHANG X. Precise control of the dimension of homochiral metal-organic frameworks (MOFs) and their luminescence properties[J]. Acta Chim. Sinica, 2021,79(11):1409-1414.
11. [11]
  LIU N, YANG B Z, YIN Z Z, CAI W R, LI J Y, KONG Y. A chiral sensing platform based on chiral metal-organic framework for enan-tiodiscrimination of the isomers of tyrosine and tryptophan[J]. J. Electroanal. Chem., 2022,918116445. doi: 10.1016/j.jelechem.2022.116445
12. [12]
  LEI M Y, WANG X H, ZHANG T J, SHI Y, WEN J H, ZHANG Q F. Homochiral Eu³⁺@MOF composite for the enantioselective detection and separation of (R/S)-ornidazole[J]. Inorg. Chem., 2022,61(18):6764-6772. doi: 10.1021/acs.inorgchem.1c03695
13. [13]
  JIN Q X, WANG F L, CHEN S Y, ZHOU L M, JIANG H J, ZHANG L, LIU M H. Circularly polarized luminescence of aluminum com-plexes for chiral sensing of amino acid and amino alcohol[J]. Chem.-Asian J., 2020,15(2):319-324. doi: 10.1002/asia.201901480
14. [14]
  LIU J Z, CHAI X Y, HUANG J T, LI R S, LI C M, LING J, CAO Q E, HUANG C Z. Chiral assembly of perovskite nanocrystals: Sensi-tive discrimination of amino acid enantiomers[J]. Anal. Chem., 2024,96(10):4282-4289. doi: 10.1021/acs.analchem.3c05941
15. [15]
  ZHU B X, RUAN W J, GAO F, HU G H, ZHU Z A. Study on spec-tral characterization of water soluble chiral Salen Mn(Ⅱ) complexes and the recognition of amino acids[J]. Acta Chim. Sinica, 2004,62(1):58-65.
16. [16]
  DONG J, ZHANG X D, XIE X F, GUO F, SUN W Y. Amino group dependent sensing properties of metal-organic frameworks: Selective turn-on fluorescence detection of lysine and arginine[J]. RSC Adv., 2020,10:37449-37455. doi: 10.1039/D0RA06879A
17. [17]
  DONG J, DAO X Y, ZHANG X Y, ZHANG X D, SUN W Y. Sensing properties of NH^2-MIL^-101 series for specific amino acids via turn-on fluorescence[J]. Molecules, 2021,265336. doi: 10.3390/molecules26175336
18. [18]
  WU B L, WANG S, WANG R Y, XU J X, YUANG D Q, HOU H W. Chiral metallocycles templated novel chiral water frameworks[J]. Cryst. Growth Des, 2013,13(2):518-525. doi: 10.1021/cg300971r
19. [19]
  DONG J Q, TAN C X, ZHANG K, LIU Y, LOW P J, JIANG J W, CUI Y. Chiral NH-controlled supramolecular metallacycles[J]. J. Am. Chem. Soc., 2017,139(4):1554-1564. doi: 10.1021/jacs.6b11422
20. [20]
  CABALLERO P, COLODRERO R M P, CONEJO M M, PASTOR A, ALVAREZ E, MONTILLA F, CARRASCO C J, NICASIO A I, GALINDO A. Homochiral imidazolium-based dicarboxylate com-pounds: Structure and solution behaviour[J]. Inorg. Chim. Acta, 2020,513(4)119923.
21. [21]
  JIANG H, ZHANG W Q, KANG X, CAO Z P, CHEN X, LIU Y, CUI Y. Topology-based functionalization of robust chiral Zr-based metal-organic frameworks for catalytic enantioselective hydrogenation[J]. J. Am. Chem. Soc., 2020,142(21):9642-9652.
22. [22]
  LI M N, WU B L, HONG M C. Highly stable chiral Cr(Ⅲ)-based metal-organic frameworks for enantioadsorption separation of aromatic alcohols[J]. Inorg. Chem. Front., 2024,11(7):1998-2006. doi: 10.1039/D4QI00113C
23. [23]
  WANG X, ZHANG K Q, LV L L, CHEN R, WANG W B, WU B L. Homochiral coordination polymers based on amino acid-functional-ized isophthalic acid: Synthesis, structure determination, and optical properties[J]. Cryst. Growth Des., 2018,18(3):1799-1808. doi: 10.1021/acs.cgd.7b01689
24. [24]
  WANG R Y, HUANG A P, WANG W B, SUN H Z, TENG B S, MA Y J, WU B L. Three-dimensional homochiral coordination polymers of Eu(Ⅲ) and Tb(Ⅲ): Synthesis, structure determination, and optical properties[J]. J. Solid State Chem., 2020,292121702. doi: 10.1016/j.jssc.2020.121702
25. [25]
  LI Z H, WANG R D, ZHANG S S, WANG Z P, DU L, ZHAO Q H. Structure and luminescence modulation of coordination polymers of Eu(Ⅲ) and Tb(Ⅲ) with dichloroterephthalate[J]. Cryst. Growth Des., 2024,24(11):4282-4287. doi: 10.1021/acs.cgd.3c01516
26. [26]
  SHELDRICK G M. Crystal structure refinement with SHELXL[J]. Acta Crystallogr. Sect. C, 2015,C71(1):3-8.
27. [27]
  FLACK H D. On enantiomorph-polarity estimation[J]. Acta Crystallogr. Sect. A, 1983,A39(11):879-882.
28. [28]
  MAO P D, CHEN L, WU W N, JIA L, WANG Y. Three lanthanide (Eu, Gd, Er) complexes with quinolinyloxy acetamide ligand: Synthe-sis crystal structures and fluorescence property of Eu complex[J]. Chinese J. Inorg. Chem., 2016,32(2):336-342. doi: 10.11862/CJIC.2016.050
1. [1]
  Hongjie SHEN , Haozhe MIAO , Yuhe YANG , Yinghua LI , Deguang HUANG , Xiaofeng ZHANG . Synthesis, crystal structure, and fluorescence properties of two Cu(Ⅰ) complexes based on pyridyl ligand. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 855-863. doi: 10.11862/CJIC.20250009
2. [2]
  Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb₂ complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
3. [3]
  Changqing MIAO , Fengjiao CHEN , Wenyu LI , Shujie WEI , Yuqing YAO , Keyi WANG , Ni WANG , Xiaoyan XIN , Ming FANG . Crystal structures, DNA action, and antibacterial activities of three tetranuclear lanthanide-based complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2455-2465. doi: 10.11862/CJIC.20240192
4. [4]
  Zhaoyang WANG , Chun YANG , Yaoyao Song , Na HAN , Xiaomeng LIU , Qinglun WANG . Lanthanide(Ⅲ) complexes derived from 4′-(2-pyridyl)-2, 2′∶6′, 2″-terpyridine: Crystal structures, fluorescent and magnetic properties. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1442-1451. doi: 10.11862/CJIC.20240114
5. [5]
  Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278
6. [6]
  Hexing SONG , Zan SUN . Synthesis, crystal structure, Hirshfeld surface analysis, and fluorescent sensing for Fe³⁺ of an Mn(Ⅱ) complex based on 1-naphthalic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 885-892. doi: 10.11862/CJIC.20240402
7. [7]
  Yahui HAN , Jinjin ZHAO , Ning REN , Jianjun ZHANG . Synthesis, crystal structure, thermal decomposition mechanism, and fluorescence properties of benzoic acid and 4-hydroxy-2, 2′: 6′, 2″-terpyridine lanthanide complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 969-982. doi: 10.11862/CJIC.20240395
8. [8]
  Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two Ln^Ⅲ₃ complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
9. [9]
  Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
10. [10]
  Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
11. [11]
  Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
12. [12]
  Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
13. [13]
  Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173
14. [14]
  Yan Liu , Yuexiang Zhu , Luhua Lai . Introduction to Blended and Small-Class Teaching in Structural Chemistry: Exploring the Structure and Properties of Crystals. University Chemistry, 2024, 39(3): 1-4. doi: 10.3866/PKU.DXHX202306084
15. [15]
  Weina Wang , Fengyi Liu , Wenliang Wang . “Extracting Commonality, Delving into Typicals, Deriving Individuality”: Constructing a Knowledge Graph of Crystal Structures. University Chemistry, 2024, 39(3): 36-42. doi: 10.3866/PKU.DXHX202308029
16. [16]
  Junqiao Zhuo , Xinchen Huang , Qi Wang . Symbol Representation of the Packing-Filling Model of the Crystal Structure and Its Application. University Chemistry, 2024, 39(3): 70-77. doi: 10.3866/PKU.DXHX202311100
17. [17]
  Wenyan Dan , Weijie Li , Xiaogang Wang . The Technical Analysis of Visual Software ShelXle for Refinement of Small Molecular Crystal Structure. University Chemistry, 2024, 39(3): 63-69. doi: 10.3866/PKU.DXHX202302060
18. [18]
  Linjie ZHU , Xufeng LIU . Electrocatalytic hydrogen evolution performance of tetra-iron complexes with bridging diphosphine ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 321-328. doi: 10.11862/CJIC.20240207
19. [19]
  Yongzhi LI , Han ZHANG , Gangding WANG , Yanwei SUI , Lei HOU , Yaoyu WANG . A two-dimensional metal-organic framework for the determination of nitrofurantoin and nitrofurazone in aqueous solution. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 245-253. doi: 10.11862/CJIC.20240307
20. [20]
  Linjie ZHU , Xufeng LIU . Synthesis, characterization and electrocatalytic hydrogen evolution of two di-iron complexes containing a phosphine ligand with a pendant amine. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 939-947. doi: 10.11862/CJIC.20240416

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(95)
HTML views(29)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142