Ultrasensitive recognition of AP sites in DNA at the single-cell level: one molecular rotor sequentially self-regulated to form multiple different stable conformations

Feng, Beidou; Wang, Kui; Yang, Yonggang; Wang, Ge; Zhang, Hua; Liu, Yufang; Jiang, Kai

doi:10.1039/c9sc04140k

Cited by 10 publications

(10 citation statements)

References 38 publications

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“…We exploited the distribution of mtDNA-BP in living cells. − Interestingly, mtDNA-BP prominently accumulated in mitochondria relying on the positive charge of the pyridine group. We employed the mitochondrial commercial dyes (Mito-Tracker Deep Red, Invitrogen, red channel) to co-stain with mtDNA-BP (green channel).…”

Section: Resultsmentioning

confidence: 99%

In Situ Observation of mtDNA Damage during Hepatic Ischemia-Reperfusion

Zhang¹,

Bi²,

Li³

et al. 2021

Anal. Chem.

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Hepatic ischemia-reperfusion (IR) injury is a severe pathophysiological event during liver surgery or transplantation and could lead to liver failure or even death. The energy supply of mitochondria plays an essential role in preventing IR injury. Mitochondrial DNA (mtDNA) is involved in maintaining the balance of energy by participating in an oxidative phosphorylation process. However, the exact relationship between IR and mtDNA remains unclear by reason of the lack of an accurate real-time analysis method. Herein, we fabricated a mitochondria-targeting fluorescent probe (mtDNA-BP) to explore mtDNA stability and supervise the changes in mtDNA in IR liver. By virtue of pyridinium electropositivity and suitable size, mtDNA-BP could accumulate in mitochondria and insert into the mtDNA groove, which made mtDNA-BP fluoresce strongly. This is attributed to the reduction of the intramolecular rotation energy loss that is restricted by DNA. By in situ fluorescence imaging, we observed in real time that mtDNA damage was aggravated by deteriorating IR injury, so the ROS-mtDNA-mediated IR damage signal pathway was speculated. Furthermore, on the basis of mtDNA-BP real-time response capability for mtDNA, we established a drug-screening method for inhibiting IR injury and found superior therapeutic performance of two potential drugs: pioglitazone and salidroside. This work contributes to our understanding of mtDNA-related disease and provides a new drug analysis method.

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Section: Resultsmentioning

confidence: 99%

In Situ Observation of mtDNA Damage during Hepatic Ischemia-Reperfusion

Zhang¹,

Bi²,

Li³

et al. 2021

Anal. Chem.

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“…Benzo [d]imidazole was introduced to MBI-CN and its product, MBI-CHO, to specific targeting of mtDNA, given that this group can specifically bind to mtDNA and effectively prevent additional damage to mtDNA [32]. The hydrolytic ratelimiting reaction of malononitrile was selected as the specific recognition reaction because it can be triggered by the intracellular microenvironment changes caused by mtDNA damage and unwinding [10,[31][32][33][34][35]. Therefore, malononitrile was introduced into the probe for the synthesis the fluorescent probe MBI-CN, which not only can be used in detecting microenvironmental changes caused by mtDNA damage but also can be used in quickly and accurately monitoring and evaluating mtDNA damage.…”

Section: Molecular Design and Synthesismentioning

confidence: 99%

“…A typical dye molecule, 2-styrene-1H-benzo[d]imidazole (MBI), was selected as the fluorophore because it can easily embed mtDNA double strand and effectively prevent additional damage to mtDNA [10,28,29]. The hydrolysis reaction of the malononitrile group in a hydrophobic environment was selected as the identification reaction [10,[31][32][33][34][35]. Malononitrile was introduced into this probe.…”

Section: Introductionmentioning

confidence: 99%

“…Malononitrile was introduced into this probe. When the mtDNA is damaged, microenvironment changes occur, and malononitrile in MBI-CN is hydrolyzed [10,31,36,37]. The generated aldehyde-based molecule MBI-CHO can cause changes in the fluorescence signal of mtDNA damage and can thus facilitate the rapid and specific monitoring of mtDNA damage.…”

Section: Introductionmentioning

confidence: 99%

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In-situ hydrophobic environment triggering reactive fluorescence probe to real-time monitor mitochondrial DNA damage

Feng

Niu

Zhai

et al. 2021

Front. Chem. Sci. Eng.

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Mitochondrial DNA has a special structure that is prone to damage resulting in many serious diseases, such as genetic diseases and cancers. Therefore, the rapid and specific monitoring of mitochondrial DNA damage is urgently needed for biological recognition. Herein, we constructed an in situ hydrophobic environment-triggering reactive fluorescence probe named MBI-CN. The fluorophore was 2-styrene-1H-benzo[d]imidazole, and malononitrile was introduced as a core into a molecule to initiate the hydrolysis reaction in the specific environment containing damaged mitochondrial DNA. In this design, MBI-CN conjugates to mitochondrial DNA without causing additional damages. Thus, MBI-CN can be hydrolyzed to generate MBI-CHO in an in situ hydrophobic environment with mitochondrial DNA damage. Meanwhile, MBI-CHO immediately emitted a significative fluorescence signal changes at 437 and 553 nm within 25 s for the damaged mitochondria DNA. Give that the specific and rapid response of MBI-CN does not cause additional damages to mitochondrial DNA, it is a potentially effective detection tool for the real-time monitoring of mitochondrial DNA damage during cell apoptosis and initial assessment of cell apoptosis.

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“…27 Recently, smart molecular rotors have been developed to emit multiple signals for different biomacromolecules using molecular conformation changes. 28 Inspired by the above research, we decided to develop a series of novel molecules with logic based outputs in response to COX-2 and NAT.…”

Section: Introductionmentioning

confidence: 99%

A molecular-logic gate for COX-2 and NAT based on conformational and structural changes: visualizing the progression of liver disease

et al. 2020

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Ultrasensitive recognition of AP sites in DNA at the single-cell level: one molecular rotor sequentially self-regulated to form multiple different stable conformations

Abstract: Molecular rotors self-regulate their conformations to emit different ultrasensitive recognition signals for AP sites in DNA at the single-cell level.

Cited by 10 publications

References 38 publications

In Situ Observation of mtDNA Damage during Hepatic Ischemia-Reperfusion

In Situ Observation of mtDNA Damage during Hepatic Ischemia-Reperfusion

In-situ hydrophobic environment triggering reactive fluorescence probe to real-time monitor mitochondrial DNA damage

A molecular-logic gate for COX-2 and NAT based on conformational and structural changes: visualizing the progression of liver disease

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