Two-photon induced responsive f–f emissive detection of Cyclin A with a europium-chelating peptide

Kong, Hoi Kwan; Chadbourne, Frances L.; Law, Ga Lai; Li, Hongguang; Tam, Hoi Lam; Cobb, Steven L.; Lau, Condon; Lee, Chi‐Sing; Wong, Ka Leung

doi:10.1039/c1cc12811f

Cited by 21 publications

(5 citation statements)

References 15 publications

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“…Very recently, there has been a renewed interest toward europium complexes carrying electron-donating functionalized pyridines and picolinic acids. , Parker and co-workers have taken advantage of the preorganization around a triazacyclononane framework to introduce three such antennae around a Eu 3+ cation (Figure , right) . The excitation maximum is found at 332 nm, and the very large absorption of each unit afforded an excellent brightness of ca.…”

Section: Theory and Technical Backgroundmentioning

confidence: 99%

Lanthanides and Quantum Dots as Förster Resonance Energy Transfer Agents for Diagnostics and Cellular Imaging

et al. 2013

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Luminescent lanthanide labels (LLLs) and semiconductor quantum dots (QDs) are two very special classes of (at least partially) inorganic fluorophores, which provide unique properties for Förster resonance energy transfer (FRET). FRET is an energy-transfer process between an excited donor fluorophore and a ground-state acceptor fluorophore in close proximity (approximately 1-20 nm), and therefore it is extremely well suited for biosensing applications in optical spectroscopy and microscopy. Within this cogent review, we will outline the main photophysical advantages of LLLs and QDs and their special properties for FRET. We will then focus on some recent applications from the FRET biosensing literature using LLLs as donors and QDs as donors and acceptors in combination with several other fluorophores. Recent examples of combining LLLs and QDs for spectral and temporal multiplexing from single-step to multistep FRET demonstrate the versatile and powerful biosensing capabilities of this unique FRET pair. As this review is published in the Forum on Imaging and Sensing, we will also present some new results of our groups concerning LLL-based time-gated cellular imaging with optically trifunctional antibodies and LLL-to-QD FRET-based homogeneous sandwich immunoassays for the detection of carcinoembryonic antigen.

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Section: Theory and Technical Backgroundmentioning

confidence: 99%

Lanthanides and Quantum Dots as Förster Resonance Energy Transfer Agents for Diagnostics and Cellular Imaging

et al. 2013

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“…Several peptide-and Ln 3+ -based responsive probes have been reported in the literature, in which the peptide acts as (i) a redox switch [33], (ii) a receptor for the targeted analyte, which can be a metal cation [39,50,51], a protein [52][53][54][55], an oligonucleotide [56][57][58] or (iii) the substrate of an enzyme of interest such as kinase or phosphatase [59][60][61]. The main interest of using a peptide as a recognition element in these probes is the selectivity it provides.…”

Section: Introductionmentioning

confidence: 99%

A novel DOTA-like building block with a picolinate arm for the synthesis of lanthanide complex-peptide conjugates with improved luminescence properties

Fremy

Raibaut

Cepeda

et al. 2020

Journal of Inorganic Biochemistry

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Combination of complexes of trivalent lanthanide cations (Ln 3+) for their luminescent properties and peptides for their recognition properties or folding abilities is interesting in view of designing responsive luminescent probes. The octadentate DOTA chelate is the most popular chelate to design luminescent Ln 3+ complex-peptide conjugates. In this article, we describe a novel building block, DO3Apic-tris(allyl)ester, which provides access to peptides with a conjugated nonadentate chelate, namely DO3Apic, featuring a cyclen macrocycle functionalized by three acetate and one picolinamide arms, for improved luminescence properties. This building block, with allyl protecting groups, is readily obtained by solid phase synthesis. We show that it is superior to its analogue with tBu protecting groups for the preparation of peptide conjugates because of the difficult removal of the tBu protecting groups for the latter. Then, two Zn 2+-responsive luminescent probes, which rely on (i) a zinc finger scaffold for selective Zn 2+ binding, (ii) a Eu 3+ complex and (iii) an acridone antenna for long-wavelength sensitization of Eu 3+ luminescence, are compared. One of these probes, LZF3 ACD|Eu , incorporates a DOTA chelate whereas the other, LZF4 ACD|Eu , incorporates a DO3Apic chelate. We show that changing the octadentate DOTA for the nonadentate DO3Apic ligand results in a higher Eu 3+ luminescence lifetime and in a doubling of the quantum yield, confirming the interest of the DO3Apic chelate and the DO3Apic(tris(allyl)ester building block for the preparation of Ln 3+ complex-peptide conjugates. Additionally, the DO3Apic chelate provides self-calibration for LZF4 ACD|Eu luminescence upon excitation of its picolinamide chromophore, making LZF4 ACD|Eu a ratiometric sensor for Zn 2+ detection.

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“…The binding of the TPE-AP2H probe with the target cancer-related protein LAPTM4B can switch on the fluorescence of TPE due the inhibition of internal rotations within the TPE framework [29]. Environment-sensitive europium chelate was also used to conjugate with a peptide as a molecular bisosensor for detection of cyclin A [30]. The quantum yields (Φ) and emission lifetimes (τ) of the 5 D0 → 7 Fj emission band of europium ion is significantly sensitive to the local environment [31].…”

Section: Peptide-based Protein Sensorsmentioning

confidence: 99%

Peptide-based biosensors

Liu

Wang

Boyd

2015

Talanta

256

104

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Two-photon induced responsive f–f emissive detection of Cyclin A with a europium-chelating peptide

Cited by 21 publications

References 15 publications

Lanthanides and Quantum Dots as Förster Resonance Energy Transfer Agents for Diagnostics and Cellular Imaging

Lanthanides and Quantum Dots as Förster Resonance Energy Transfer Agents for Diagnostics and Cellular Imaging

A novel DOTA-like building block with a picolinate arm for the synthesis of lanthanide complex-peptide conjugates with improved luminescence properties

Peptide-based biosensors

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