Aerobic Oxidative Cleavage and Esterification of C(OH)–C Bonds

Li, Mingyang; Zhang, Zhanrong; Jiang, Yan; Liu, Shuaishuai; Liu, Huizhen; Liu, Zhao‐Tie; Wang, Weitao; He, Zhenhong

doi:10.1016/j.chempr.2020.09.006

Cited by 74 publications

(68 citation statements)

References 47 publications

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“…Conversely, upregulation of glycosylases is also known to confer chemotherapy resistance by increased DNA repair. 12 In light of the success of PARP inhibitors, which are employed to downregulate DNA repair in breast cancer patients, DNA glycosylases have also become a topic of interest as potential targets for cancer treatment. 13 In addition to genoprotection, researchers are also studying other roles that DNA glycosylases play in areas such as immune responses and epigenetics.…”

Section: Introductionmentioning

confidence: 99%

Ultrafast Oxime Formation Enables Efficient Fluorescence Light-up Measurement of DNA Base Excision

Wilson

Kool

2019

J. Am. Chem. Soc.

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DNA glycosylases constitute a biologically and biomedically important group of DNA repair enzymes responsible for initiating base excision repair (BER). Measuring their activities can be useful for studying the mechanisms DNA damage and repair and for practical applications in cancer diagnosis and drug screening. Previous fluorescence methods for assaying DNA glycosylases are often complex and/or limited in scope to a single enzyme type. Here we report a universal base excision reporter (UBER) fluorescence probe design that implements an unprecedentedly rapid oxime reaction (>150 M −1 s −1 ) with high specificity for the abasic (AP) site of DNA. The molecular rotor design achieves a robust >250-500-fold increase in fluorescence upon reaction with AP sites in DNA. By using the fluorescence reporter in concert with specific DNA lesion-containing substrates, the UBER probe can be used in a coupled assay in principle with any DNA glycosylase. We demonstrate the utility of the UBER probe by assaying five different glycosylases in real time as well as profiling glycosylase activity in cell lysates. We anticipate that the UBER probe will be of considerable utility to researchers studying DNA repair biology owing to its high level of generalizability, ease of use, and compatibility with biologically derived samples.

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Section: Introductionmentioning

confidence: 99%

Ultrafast Oxime Formation Enables Efficient Fluorescence Light-up Measurement of DNA Base Excision

Wilson

Kool

2019

J. Am. Chem. Soc.

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“…The realization that ammonium adducts could readily release ammonia during desolvation, while leaving protons as counter-ions, 16 has led to the preferred utilization of ammonium-based salts/ buffers in place of physiological equivalents containing metal cations. Over the years, a variety of strategies have been developed to accomplish ammonium replacement, including ion exchange, 17 ethanol precipitation, 18 reversed-phase high-performance liquid chromatography, 19 metal chelation, 18 and ultrafiltration/microdialysis, 20 which have met different levels of effectiveness.…”

Section: Introductionmentioning

confidence: 99%

Submicrometer Nanospray Emitters Provide New Insights into the Mechanism of Cation Adduction to Anionic Oligonucleotides

et al. 2018

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The electrospray-MS analysis of oligonucleotides is hampered by non-volatile metal cations, which may produce adducts responsible for signal suppression and loss of resolution. Alternative to replacing metal cations with MS-friendly ammonium, we explored the utilization of nanospray emitters with submicrometer-diameter tips, which was shown to benefit the analysis of protein samples containing elevated salt concentrations. We demonstrated that such benefits are not limited to proteins, but extend also to oligonucleotide samples analyzed in the negative ion mode. At elevated Na + /Mg 2+ concentrations, submicrometer tips produced significantly greater signal-tonoise ratios, as well as greatly reduced adducts and salt clusters, than observed when utilizing micrometer tips. These effects were marginally affected by emitter composition (i.e., borosilicate versus quartz), but varied according to salt concentration and number of oligonucleotide phosphates. The results confirmed that adduct formation is driven by the concentrating effects of the desolvation process, which leads to greatly increased solute concentrations as the volume of the droplet decreases. The process promotes cation-phosphate interactions that may not have necessarily existed in the initial sample, but nevertheless shape the observed adduct series. Therefore, such series may not accurately reflect the distribution of counter-ions surrounding the analyte in solution. No adverse effects were noted on specific metal interactions, such as those present in a model drug-DNA assembly. These observations indicate that the utilization of submicrometer tips represents an excellent alternative to traditional ammonium-replacement approaches, which enables the analysis of oligonucleotides in the presence of Na + /Mg 2+ concentrations capable of preserving their structure and functional properties.

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“…Moreover, general overlap between the signaling axes of IGF-1R and VEGFR, MET, PDGFR, and ALK has been observed in cancer. 384,385 Evidence of direct interactions between the insulin receptors and ErbB receptors are one of the earliest examples of interactions between different RTK families, as chimeric studies in the early nineties indicated potential interactions. 386 Since then, numerous examples of direct interactions between the two families have been described.…”

Section: Igf-1r Interacts With the Erbbsmentioning

confidence: 99%

The RTK Interactome: Overview and Perspective on RTK Heterointeractions

Paul

Hristova

2018

Chem. Rev.

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Receptor tyrosine kinases (RTKs) play important roles in cell growth, motility, differentiation, and survival. These single-pass membrane proteins are grouped into subfamilies based on the similarity of their extracellular domains. They are generally thought to be activated by ligand binding, which promotes homodimerization and then autophosphorylation in trans. However, RTK interactions are more complicated, as RTKs can interact in the absence of ligand and heterodimerize within and across subfamilies. Here, we review the known cross-subfamily RTK hetero-interactions and their possible biological implications, as well as the methodologies which have been used to study them. Moreover, we demonstrate how thermodynamic models can be used to study RTKs and to explain many of the complicated biological effects which have been described in the literature. Finally, we discuss the concept of the RTK interactome: a putative, extensive network of interactions between the RTKs. This RTK interactome can produce unique signaling outputs; can amplify, inhibit, and modify signaling; and can allow for signaling backups. The existence of the RTK interactome could provide an explanation for the irreproducibility of experimental data from different studies and for the failure of some RTK inhibitors to produce the desired therapeutic effects. We argue that a deeper knowledge of RTK interactome thermodynamics can lead to a better understanding of fundamental RTK signaling processes in health and disease. We further argue that there is a need for quantitative, thermodynamic studies that probe the strengths of the interactions between RTKs and their ligands and between different RTKs.

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Aerobic Oxidative Cleavage and Esterification of C(OH)–C Bonds

Cited by 74 publications

References 47 publications

Ultrafast Oxime Formation Enables Efficient Fluorescence Light-up Measurement of DNA Base Excision

Ultrafast Oxime Formation Enables Efficient Fluorescence Light-up Measurement of DNA Base Excision

Submicrometer Nanospray Emitters Provide New Insights into the Mechanism of Cation Adduction to Anionic Oligonucleotides

The RTK Interactome: Overview and Perspective on RTK Heterointeractions

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