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A cyclic peptide antenna ligand for enhancing terbium luminescence.

ABSTRACT: We present here a cyclic peptide ligand, cy(WQETR), that binds to the terbium ion (Tb³⁺) and enhances Tb³⁺ luminescence intensity through the antenna effect. This peptide was identified through screening a cyclic peptide library against Tb³⁺ with an apparent EC₅₀ of 540 μM. The tryptophan residue from the peptide directly interacts with the Tb³⁺ ion, which provides access to a low-lying triplet excited state of the tryptophan. Direct excitation of this triplet state enables energy transfer to the Tb³⁺ ion and enhances Tb³⁺ luminescence intensity by 150 fold. We further showcase the application of this cy(WQETR)-Tb³⁺ system by demonstrating the detection of tromethamine with a detection limit of 0.5 mM.

SUBMITTER: Ji F

PROVIDER: S-EPMC8169603 | biostudies-literature | 2021 Jun

REPOSITORIES: biostudies-literature

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A cyclic peptide antenna ligand for enhancing terbium luminescence.

Ji Fei F Shao Shiqun S Li Zhonghan Z Wang Siwen S Chaudhuri Rohit R Guo Zhili Z Perkins Nicole G NG Sarkar Priyanka P Xue Min M

The Analyst 20210429 11

We present here a cyclic peptide ligand, cy(WQETR), that binds to the terbium ion (Tb3+) and enhances Tb3+ luminescence intensity through the antenna effect. This peptide was identified through screening a cyclic peptide library against Tb3+ with an apparent EC50 of 540 μM. The tryptophan residue from the peptide directly interacts with the Tb3+ ion, which provides access to a low-lying triplet excited state of the tryptophan. Direct excitat ...[more]

PMID: 33913937

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Project description:Ligand-sensitized, luminescent lanthanide(III) complexes are of considerable importance because their unique photophysical properties (microsecond to millisecond lifetimes, characteristic and narrow emission bands, and large Stokes shifts) make them well suited as labels in fluorescence-based bioassays. The long-lived emission of lanthanide(III) cations can be temporally resolved from scattered light and background fluorescence to vastly enhance measurement sensitivity. One challenge in this field is the design of sensitizing ligands that provide highly emissive complexes with sufficient stability and aqueous solubility for practical applications. In this Account, we give an overview of some of the general properties of the trivalent lanthanides and follow with a summary of advances made in our laboratory in the development of highly luminescent Tb(III) and Eu(III) complexes for applications in biotechnology. A focus of our research has been the optimization of these compounds as potential commercial agents for use in homogeneous time-resolved fluorescence (HTRF) technology. Our approach involves developing high-stability octadentate Tb(III) and Eu(III) complexes that rely on all-oxygen donor atoms and using multichromophore chelates to increase molar absorptivity; earlier examples utilized a single pendant chromophore (that is, a single "antenna"). Ligands based on 2-hydroxyisophthalamide (IAM) provide exceptionally emissive Tb(III) complexes with quantum yield values up to approximately 60% that are stable at the nanomolar concentrations required for commercial assays. Through synthetic modification of the IAM chromophore and time-dependent density functional theory (TD-DFT) calculations, we have developed a method to predict absorption and emission properties of these chromophores as a tool to guide ligand design. Additionally, we have investigated chiral IAM ligands that yield Tb(III) complexes possessing both high quantum yield values and strong circularly polarized luminescence (CPL) activity. To efficiently sensitize Eu(III) emission, we have used the 1-hydroxypyridin-2-one (1,2-HOPO) chelate to create remarkable ligands that combine excellent photophysical properties and exceptional aqueous stabilities. A more complete understanding of this chromophore has been achieved by combining low-temperature phosphorescence measurements with the same TD-DFT approach used with the IAM system. Eu(III) complexes with strong CPL activity have also been obtained with chiral 1,2-HOPO ligands. We have also undertaken kinetic analysis of radiative and nonradiative decay pathways for a series of Eu(III) complexes; the importance of the metal ion symmetry on the ensuing photophysical properties is clear. Lastly, we describe a Tb(III)-IAM compound--now carried through to commercial availability--that offers improved performance in the common HTRF platform and has the potential to vastly improve sensitivity.

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A cyclic peptide antenna ligand for enhancing terbium luminescence.

Publications

A cyclic peptide antenna ligand for enhancing terbium luminescence.

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