Photocatalytic Aldehyde Allylation for Site‐Specific DNA Functionalization DOI
Yixin Zhang, Ying Huang,

Qiao-Ling Che

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 2, 2024

Comprehensive Summary Enhancing the DNA toolbox with innovative photochemical reactions is pivotal for advancing nucleic acid‐based technologies. Aldehyde groups, versatile bioorthogonal handles imine formation under acidic conditions, are particularly valuable due to their roles in acid epigenetics. Here, we present first photocatalytic on‐DNA aldehyde allylation, enabling precise functionalization mild, neutral aqueous conditions. Our approach utilizes a polarity‐reversal reaction between DNA‐conjugated benzaldehydes and allyl sulfones. This demonstrates exceptional chemoselectivity while preserving integrity. By varying sulfones, achieve site‐specific labeling of non‐native group cross‐linking DNA‐bearing Furthermore, our method facilitates selective pull‐down enrichment 5‐formylpyrimidine nucleotides among complex cellular DNA. transformation expands limited toolboxes, providing novel avenues functionalizing both native modifications on

Язык: Английский

Flexibility-tuning of dual-display DNA-encoded chemical libraries facilitates cyclic peptide ligand discovery DOI Creative Commons
Dimitar Petrov, Louise Plais, Kristina Schira

и другие.

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Апрель 5, 2025

Abstract Cyclic peptides constitute an important drug modality since they offer significant advantages over small molecules and macromolecules. However, access to diverse chemical sets of cyclic is difficult on a large library scale. DNA-encoded Chemical Libraries (DELs) provide suitable tool obtain diversity, but DELs made by standard DEL implementation cannot efficiently explore their conformational diversity. On the other hand, dual-display Encoded Self-Assembling (ESAC) can be used for modulating macrocycle flexibility two displayed connected in incremental fashion. In this work, we construct 56 million ESAC using two-step cyclization strategy. We show that varying level restraint essential discovery specific ligands three protein targets thrombin, human alkaline phosphatase streptavidin.

Язык: Английский

Процитировано

0

DNA-Compatible N-Formylation of Amines by Using TMSCF2Br DOI
Huilin Liao, Xianfu Fang, Huihong Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 15, 2025

DNA-encoded libraries (DELs) have emerged as powerful tools in drug discovery. Protected amino acids serve essential building blocks the construction of DELs, resulting widespread presence groups within these libraries. N-formylation free amines not only enhances activity lead compounds but also functions an effective amino-protecting strategy. In this study, we introduce trimethyl(bromodifluoromethyl)silane (TMSCF2Br) a novel reagent for DEL synthesis. This approach demonstrates robustness DEL-compatible synthesis and enables library diversification through functional group transformation (FGT). Additionally, achieved efficient removal formyl groups, enabling to be strategically used on-DNA protection orthogonal Fmoc Boc groups.

Язык: Английский

Процитировано

0

Investigation of Proteome-Tetrazine Reactivity for a Highly Selective Tetrazine Ligation in Live Cells DOI Creative Commons
Jun‐Young Park,

Juhee Hahm,

Junhyeong Yim

и другие.

ACS Central Science, Год журнала: 2025, Номер unknown

Опубликована: Май 6, 2025

Язык: Английский

Процитировано

0

Light-Induced Synthesis and Radiotheranostic Treatment of Gastric Cancer with 161Tb-Labeled Monoclonal Antibodies DOI Creative Commons
Patrick Cieslik,

Dominik Roth,

Eda Nisli

и другие.

JACS Au, Год журнала: 2025, Номер unknown

Опубликована: Май 22, 2025

Язык: Английский

Процитировано

0

Rhodium-Promoted C–H Activation/Annulation between DNA-Linked Terminal Alkyne and Aromatic Acid: A Finding from the Selection Outcomes DOI

Yuhan Lv,

Min Wu, Weiwei Lu

и другие.

Organic Letters, Год журнала: 2024, Номер 26(23), С. 4958 - 4962

Опубликована: Июнь 4, 2024

Inspired by previous selection outcomes, we investigated and developed a rhodium-promoted C-H activation/annulation reaction of DNA-linked terminal alkynes aromatic acids. This exhibits excellent efficiency with high conversions broad substrate scope. Most importantly, the unique DEL-compatible conditions provide better scenario for yielding an isocoumarin scaffold compared to conventional organic conditions, this newly on-DNA method has confirmed its feasibility in preparing DNA-encoded libraries.

Язык: Английский

Процитировано

2

On-DNA Three-Component Cycloaddition of Diazo Compounds, Nitrosoarenes, and Alkenes: Syntheses of Isoxazolidines for DNA-Encoded Chemical Libraries DOI
Xiang Fu, Yaxin Li,

Mingjin He

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 25, 2024

A DNA-compatible three-component reaction is disclosed for the synthesis of on-DNA polysubstituted isoxazolidines that serve as privileged core scaffolds in numerous natural products and bioactive molecules. This one-pot approach involves 1,3-dipolar cycloaddition DNA-tagged styrenes with diazo compounds nitrosoarenes an aqueous solution KOAc. The demonstrates excellent functional group compatibility, providing a conventional protocol construction DNA-labeled isoxazolidine library.

Язык: Английский

Процитировано

2

Frequency-responsive sorption of metal ions onto magnetic polyvinyltetrazole microspheres through a solenoid-wrapped glass tube with magnetophoresis force DOI
Chih‐Wei Chen, Chih‐Feng Wang, Chien‐Hsing Lu

и другие.

Journal of Water Process Engineering, Год журнала: 2024, Номер 63, С. 105508 - 105508

Опубликована: Май 23, 2024

Язык: Английский

Процитировано

1

Structural phase transition and potential superconductivity initiated by pressure-driven in 1T-CrSe2 DOI Creative Commons
Ming Wu,

Xindeng Lv,

Wendi Zhao

и другие.

Journal of Physics Condensed Matter, Год журнала: 2024, Номер 36(42), С. 425401 - 425401

Опубликована: Июнь 7, 2024

The exploration of the superconducting properties antiferromagnetic parent compounds containing transition metals under pressure provides a unique idea for finding and designing materials with better performance. In this paper, close relationship between possible superconductivity structure phase typical van der Waals layered material 1

Язык: Английский

Процитировано

1

Intermolecular Aza-Wacker Coupling of Alkenes with Azoles by Photo-Aerobic Selenium-π-Acid Multicatalysis DOI Creative Commons

Tao Lei,

Theresa Appleson,

Alexander Breder

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(12), С. 9586 - 9593

Опубликована: Июнь 11, 2024

Herein, the intermolecular, photoaerobic aza-Wacker coupling of azoles with alkenes by means dual and ternary selenium-π-acid multicatalysis is presented. The title method permits an expedited avenue toward a broad scope N-allylated representative azinones under mild conditions functional group tolerance, as showcased in more than 60 examples including late-stage drug derivatizations. From regiochemical perspective, protocol complementary to cognate photoredox catalytic olefin aminations, they typically proceed through either allylic hydrogen atom abstraction or single electron oxidation alkene substrate. These methods predominantly result C–N bond formations at periphery less substituted position former π-bond (i.e., anti-Markovnikov selectivity). current process, however, operates radical-polar crossover mechanism, which solely affects selenium catalyst, thus allowing be converted strictly ionic two-electron transfer regime Markovnikov control. In addition, it shown that corresponding N-vinyl can also accessed sequential one-pot treatment base, emphasizing exquisite utility this method.

Язык: Английский

Процитировано

1

DNA‐Compatible Nitriles Hydrolysis for Late‐Stage Functionalization of DNA‐Encoded Libraries DOI Open Access
Tianyang Zhang, Xianfu Fang, Xin Wang

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер 13(11)

Опубликована: Авг. 26, 2024

Abstract Primary amides play a crucial role in organic and pharmaceutical synthesis. Herein, we present rapid convenient method for transforming diverse DNA‐conjugated nitriles into primary utilizing hydrogen peroxide potassium carbonate. The substrate scope DEL compatibility of this reaction were thoroughly investigated, revealing wide range substrates with moderate‐to‐excellent conversion. This on‐DNA transformation holds significant promise constructing DNA‐encoded libraries (DELs) enabling late‐stage functionalization to expand chemical diversity. Our approach not only highlights the versatility but also underscores its potential broad applications

Язык: Английский

Процитировано

1