Article
Chemistry, Multidisciplinary
Kaivin Hadidi, Yitzhak Tor
Summary: Analogues of N,N-dimethyladenine with thieno- and isothiazolo-pyrimidine cores were modified using 3-substituted azetidines to produce fluorescent fluorophores with high emission quantum yields. The substituents on the azetidine ring correlated with the emission quantum yields. Ribosylation of the modified nucleobase resulted in a lower emission quantum yield in water compared to the precursor nucleobase, but the high emission quantum yield was restored in deuterium oxide, indicating the potential impact of the sugar moiety on the photophysical features of fluorescent nucleosides.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Deyuan Cong, Yao Li, Paul T. Ludford, Yitzhak Tor
Summary: This study describes a method for real-time monitoring of RIP-mediated depurination using consensus RIP hairpin substrates. By introducing fluorescent analogs, RIP-mediated depurination can be observed in real time using steady-state fluorescence spectroscopy, and subtle differences in preferential depurination sites provide insights into RNA folding and RIP substrate recognition features.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
Nan-Sheng Li, Selene C. Koo, Joseph A. Piccirilli
Summary: The development of oligoribonucleotides containing a photocaged 2'-amino-5'-S-phosphorothiolate linkage for therapeutic and biological probe applications was explored. By incorporating this linkage into a substrate for the hepatitis delta virus ribozyme, researchers observed a pH-dependent cleavage inhibition by the ribozyme, possibly due to non-productive ground-state interaction with the modified substrate's nucleophilic group or a poor fit of the modified transition state at the ribozyme's active site.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Masaaki Akabane-Nakata, Tyler Chickering, Joel M. Harp, Mark K. Schlegel, Shigeo Matsuda, Martin Egli, Muthiah Manoharan
Summary: The study showed that duplexes with carbocyclic RNA modifications were less thermodynamically stable than unmodified ones, although their global conformations were similar.
Review
Chemistry, Multidisciplinary
Dmytro Dziuba, Pascal Didier, Stefano Ciaco, Anders Barth, Claus A. M. Seidel, Yves Mely
Summary: Fluorescent nucleoside analogues (FNAs) are structurally diverse mimics of natural nucleosides, used for probing nucleic acid structure and dynamics. Isomorphic and expanded FNAs are the best options for non-perturbing fluorescent labels for DNA and RNA, making significant progress in understanding their spectroscopic properties.
CHEMICAL SOCIETY REVIEWS
(2021)
Article
Chemistry, Applied
Jingyu Deng, Ranran Kong, Zhiping Liu, Yuchen Weng, Li-Juan Fan
Summary: This study introduces tetraphenylethylene (TPE), which has aggregation-induced emission (AIE) effect, into UV-curable adhesive and optimizes the concentration of TPE-modified methacrylate (TPE-MA) to achieve blue fluorescence under UV light for visualizing the adhesive's location. By comparing the cured products, it is found that the one with TPE-MA forming covalent bonds has higher fluorescence intensity and better stability. The addition of a small amount of TPE-MA has no significant effect on the adhesive's performance.
Article
Chemistry, Organic
Kisu Sung, Vikas R. Aswar, Jiyoon Song, Dnyandev B. Jarhad, Lak Shin Jeong
Summary: We describe an efficient and stereoselective synthesis method for 1'-substituted-beta-carbocylic nucleosides using gem-dichlorooxirane intermediate to directly condense with weak nucleophiles. This method provides a general and modular approach for the late-stage diversification of 1'-modified nucleosides.
Article
Chemistry, Multidisciplinary
Juri Eyberg, Mark Ringenberg, Clemens Richert
Summary: A new type of deoxynucleoside was reported in this study, which can control the pairing strength of nucleobases in DNA through reactions with compounds found inside the cell. The deoxynucleoside exhibits reactivity towards soft nucleophiles, changes its fluorescence, and has potential applications in controlled release, chemical biology, sensing, and diagnostics.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Maria A. Konkina, Mikhail S. Drenichev, Darina I. Nasyrova, Yuri B. Porozov, Cyril S. Alexeev
Summary: A comparative analysis of enzymatic transglycosylation reactions catalyzed by Lactobacillus leichmannii NDT II and Escherichia coli PNP was conducted to synthesize modified 2'-deoxynucleosides. The replacement of Escherichia coli PNP with Lactobacillus leichmannii NDT II resulted in the synthesis of various deoxynucleosides in 39-100% yields. Furthermore, the use of 7-Methyl-2'-deoxyguanosine as a novel glycosyl-donor allowed the enzymatic synthesis of 2'-deoxycytidine derivatives and 5-substituted 2'-deoxyuridine derivatives, which is crucial for the development of eco-friendly technologies for base-modified nucleoside synthesis.
SUSTAINABLE CHEMISTRY AND PHARMACY
(2023)
Article
Chemistry, Physical
Ling Jiang, Jonathan D. Hirst, Hainam Do
Summary: The electronic structure properties of disordered conducting polymers containing thieno[3,2b]thiophene, diketopyrrolopyrrole, and thiophene were studied. The optimized force field parameters show that excitons mainly move along the chain, with low-energy excitons tending to localize in planar regions.
JOURNAL OF PHYSICAL CHEMISTRY C
(2022)
Article
Chemistry, Physical
Evan L. Jones, Alan J. Mlotkowski, Sebastien P. Hebert, H. Bernhard Schlegel, Christine S. Chow
Summary: Modified nucleobases play essential structural and biological roles in RNA, but their characteristics are still poorly understood. This study determined the pK(a) values of modified nucleobases using ab initio quantum mechanical calculations, providing insights into their structural and energetic impacts within nucleic acids.
JOURNAL OF PHYSICAL CHEMISTRY A
(2022)
Article
Nanoscience & Nanotechnology
Min Qiao, Ruowen Zhang, Shanshan Liu, Jing Liu, Liping Ding, Yu Fang
Summary: A new fluorescent amphiphilic probe was synthesized and used to detect and discriminate various anions. The probe's fluorescent aggregates exhibit ratiometric responses to different types of anions, and can effectively and sensitively identify multiple anions. This study provides a promising strategy for the detection and discrimination of anions using dynamic fluorescent aggregates.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Biochemistry & Molecular Biology
Yue Yu, Hui-Yu Pan, Xin Zheng, Fang Yuan, Ying-Lin Zhou, Xin-Xiang Zhang
Summary: Early cancer diagnosis is crucial for successful treatment and prognosis. This study presents an ultrasensitive quantification method for the simultaneous detection of multiple modified nucleosides. The method was applied to breast tissue samples from breast cancer patients, revealing significant changes in the abundance of certain modified nucleosides, suggesting their potential as cancer biomarkers.
Article
Chemistry, Multidisciplinary
Manisha B. Walunj, Seergazhi G. Srivatsan
Summary: Nucleoside-lipid conjugates are useful building blocks for constructing self-assembled architectures in biomedical and material applications. By synthetically manipulating these nucleoside derivatives, additional functionalities can be added to enhance the assembling process and impart interesting properties.
CHEMISTRY-AN ASIAN JOURNAL
(2022)
Review
Chemistry, Medicinal
Gheorghe Roman
Summary: This review provides a comprehensive account of the developments in the field of antimicrobial compounds featuring at least one thiophene ring in their structure over the last decade.
ARCHIV DER PHARMAZIE
(2022)
