Synthesis and properties of 4-(diarylmethylene)imidazolinone-conjugated fluorescent nucleic acids

Okuda, Tohru; Mori, Shohei; Kasahara, Yuuya; Morihiro, Kunihiko; Ikejiri, Masahiro; Miyashita, Kazuyuki; Obika, Satoshi

doi:10.1016/j.tetlet.2016.06.012

Cited by 10 publications

(3 citation statements)

References 32 publications

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“… [33a] Fluorogenic nucleic acids have also enabled the identification of pairing mismatches, including probes where fluorophores switch their emission on or off in the presence or absence of complementary base pairs (Figure 3). [25b, 27a, 30] The group of Purse recently reported electron‐rich FNAs that exhibited turn‐on fluorescence when inserted into double‐stranded deoxyribonucleic acid (DNA) whereas electron poor FNAs showed decreased fluorescence intensities [35] . Saito and co‐workers employed turn‐on fluorophores to identify abasic sites by monitoring specific optical features, such as fluorescence intensity or bathochromic shifts in emission wavelengths [34c] .…”

Section: A Fluorescent Alphabet Of Nucleobasesmentioning

confidence: 99%

Miniaturized Chemical Tags for Optical Imaging

et al. 2022

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Recent advances in optical bioimaging have prompted the need for minimal chemical reporters that can retain the molecular recognition properties and activity profiles of biomolecules. As a result, several methodologies to reduce the size of fluorescent and Raman labels to a few atoms (e.g., single aryl fluorophores, Raman active triple bonds and isotopes) and embed them into building blocks (e.g., amino acids, nucleobases, sugars) to construct native-like supramolecular structures have been described. The integration of small optical reporters into biomolecules has also led to smart molecular entities that were previously inaccessible in an expedite manner. In this article, we review recent chemical approaches to synthesize miniaturized optical tags as well as some of their multiple applications in biological imaging.

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Section: A Fluorescent Alphabet Of Nucleobasesmentioning

confidence: 99%

Miniaturized Chemical Tags for Optical Imaging

et al. 2022

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“…Moreover, imidates and thioimidates can be used to produce 5-ethylidene-4H-imidazol-4-ones when reacted with α-imino esters (Scheme 6). 27,28 The first report of the cyclization of thioimidate and α-imino ester was by Ikejiri et al in 2012, where they synthesized five fused-ring 5-ethylidene-4H-imidazol-4-ones in 43-85% yield. 28 Scheme 7 displays the proposed mechanism for this reaction.…”

Section: Condensation Reactionsmentioning

confidence: 99%

The preparation of (4H)-imidazol-4-ones and their application in the total synthesis of natural products

Keel

Tepe

2020

Org. Chem. Front.

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“…This conclusion can be drawn from two aspects. On one hand, the specificity and stability of the fluorescent probes have been improved by different fluorescent groups and combination strategies [76][77][78]. On the other hand, there is still room for improvement of photosensitive devices.…”

Section: Optofluidic Integrated Nanoporesmentioning

confidence: 99%

Microfluidic Systems Applied in Solid-State Nanopore Sensors

Qiao

et al. 2020

Micromachines

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Microfluidic system, as a kind of miniature integrated operating platform, has been applied to solid-state nanopore sensors after many years of experimental study. In the process of introducing microfluidic into solid-state nanopore sensors, many novel device structures are designed due to the abundance of analytes and the diversity of detection methods. Here we review the fundamental setup of nanopore-based microfluidic systems and the developments and advancements that have been taking place in the field. The microfluidic systems with a multichannel strategy to elevate the throughput and efficiency of nanopore sensors are then presented. Multifunctional detection represented by optical-electrical detection, which is realized by microfluidic integration, is also described. A high integration microfluidic system with nanopore is further discussed, which shows the prototype of commercialization.

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Synthesis and properties of 4-(diarylmethylene)imidazolinone-conjugated fluorescent nucleic acids

Cited by 10 publications

References 32 publications

Miniaturized Chemical Tags for Optical Imaging

Miniaturized Chemical Tags for Optical Imaging

The preparation of (4H)-imidazol-4-ones and their application in the total synthesis of natural products

Microfluidic Systems Applied in Solid-State Nanopore Sensors

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