A5024128036- Click Chemistry and Applications
- Chemical Synthesis and Analysis
- Asymmetric Hydrogenation and Catalysis
- Asymmetric Synthesis and Catalysis
- Synthetic Organic Chemistry Methods
- Biotin and Related Studies
- Synthesis and Catalytic Reactions
- Monoclonal and Polyclonal Antibodies Research
- Nanoplatforms for cancer theranostics
- Advanced biosensing and bioanalysis techniques
- Innovative Microfluidic and Catalytic Techniques Innovation
- Catalytic C–H Functionalization Methods
- Crystallization and Solubility Studies
- Catalytic Cross-Coupling Reactions
- X-ray Diffraction in Crystallography
- Crystallography and molecular interactions
- Photochromic and Fluorescence Chemistry
- Advanced Synthetic Organic Chemistry
- RNA Research and Splicing
- RNA and protein synthesis mechanisms
- RNA modifications and cancer
- Chemical Synthesis and Reactions
- Sulfur-Based Synthesis Techniques
- Radical Photochemical Reactions
- Metal-Organic Frameworks: Synthesis and Applications
Beijing National Laboratory for Molecular Sciences
2016-2025
Peking University
2016-2025
Center for Life Sciences
2016-2025
King Center
2025
Shenzhen Bay Laboratory
2022-2024
First Hospital of Jilin University
2023
Jilin University
2023
Beihua University
2023
Ministry of Education of the People's Republic of China
2021
Institut Català d'Investigació Química
2011-2020
Adverse drug reactions (ADRs) restrict the maximum doses applicable in chemotherapy, which leads to failure cancer treatment. Various approaches, including nano-drug and prodrug strategies aimed at reducing ADRs, have been developed, but these their own pitfalls. A renovated strategy for ADR reduction is urgently needed. Here, we employ an enzymatic supramolecular self-assembly process accumulate a bioorthogonal decaging reaction trigger inside targeted cells, enabling spatiotemporally...
Abstract In situ profiling of subcellular proteomics in primary living systems, such as native tissues or clinic samples, is crucial for understanding life processes and diseases, yet challenging due to methodological obstacles. Here we report CAT-S, a bioorthogonal photocatalytic chemistry-enabled proximity labeling method, that expands wide range samples mitochondrial proteomes. Powered by our thioQM warhead development targeted chemistry, CAT-S enables the proteins cells with high...
Abstract The inverse‐electron‐demand Diels–Alder (iDA) reaction has recently been repurposed as a bioorthogonal decaging by accelerating the elimination process after an initial cycloaddition between trans ‐cyclooctene (TCO) and tetrazine (TZ). Herein, we systematically surveyed 3,6‐substituted TZ derivatives using fluorogenic TCO–coumarin reporter followed LC‐MS analysis, which revealed that iDA step was greatly accelerated electron‐withdrawing groups (EWGs) while subsequent strongly...
Selective manipulation of protein kinases under living conditions is highly desirable yet extremely challenging, particularly in a gain-of-function fashion. Here we employ our recently developed bioorthogonal cleavage reaction as general strategy for intracellular activation individual kinases. Site-specific incorporation trans-cyclooctene-caged lysine place the conserved catalytic lysine, conjunction with partner dimethyl-tetrazine, allowed efficient decaging kinase activity chemically...
Light-mediated transformations with CO2 have recently attracted great attention, the focus on incorporation into C-C double and triple bonds, organohalides amines. Herein is demonstrated visible light -mediated umpolung imine reactivity capable of engaging to afford α-amino acid derivatives. By employing benzophenone ketimine derivatives, fixation by hydrocarboxylation C=N bonds achieved. Good excellent yields a broad range α,α-disubstituted derivatives are obtained under mild conditions...
Temporal and reversible control over protein cell conjugations holds great potential for traceless release of antibody–drug conjugates (ADCs) on tumor sites as well on-demand altering or removal targeting elements surface. We herein developed a bioorthogonal releasable reaction proteins intact cells to fulfill such purposes. A systematic survey transition metals in catalyzing the cleavage reactions revealed that copper complexes Cu(I)-BTTAA dual-substituted propargyl (dsPra)...
Spatiotemporally resolved dissection of subcellular proteome is crucial to our understanding cellular functions in health and disease. We herein report a bioorthogonal photocatalytic decaging-enabled proximity labeling strategy (CAT-Prox) for spatiotemporally mitochondrial profiling living cells. Our systematic survey the photocatalysts has led identification Ir(ppy)2bpy as mitochondria-targeting catalyst that allowed photocontrolled, rapid rescue azidobenzyl-caged quinone methide highly...
Immunotherapy efficacy in solid tumors varies greatly, influenced by the tumor microenvironment (TME) and dynamic tumor-immune interactions within it. Decoding these situ with minimal interference native tissue architecture delicate immune responses is critical for understanding progression optimizing therapeutic strategies. Here, we introduce CAT-Tissue, a novel deep-red photocatalytic proximity labeling method that enables ultrafast, high-resolution profiling of primary tissues. By...
Abstract Polystyrene (PS)‐supported diphenylprolinol silyl ethers have been developed as highly active catalysts for the enantioselective α‐amination of aldehydes. Understanding mechanism catalyst deactivation has led to development reaction conditions notably extending life in repeated recycling (10 cycles; accumulated TON 480) and allowed implementation a continuous flow process (6 min residence time, 8 h operation).
A novel carbanionic reactivity of imines mediated by photoredox catalysis is demonstrated. The umpolung imine exemplified proton abstraction from water as a key step in the reduction benzophenone ketimines to amines (up 98% yield). Deuterium introduced into efficiently using D2O an inexpensive deuterium source (≥95% D ratio). mechanism this unusual transformation probed.
A multifunctional UAA, PABK, is developed for diverse protein manipulation purposes, especially activation in living cells.
Under photoredox catalysis conditions, the conventional electrophilic reactivity of ketimines is inverted to generate nucleophilic species. As a result, chemoselective cross-electrophile couplings between aldehydes and are achieved via umpolung furnish amino alcohols (44 examples with good excellent yields). To illustrate utility alcohol products, 1,2-dihydroindol-3-one-based fluorophores easily synthesized using coupling products. Finally, plausible reaction pathway discussed.
Effective antitumor immunity hinges on the specific engagement between tumor and cytotoxic immune cells, especially T cells. Although investigating these intercellular interactions is crucial for characterizing responses guiding immunotherapeutic applications, direct quantitative detection of tumor–T cell within a live-cell context remains challenging. We herein report photocatalytic interaction labeling strategy (CAT-Cell) relying bioorthogonal decaging quinone methide moieties sensitive...
Pyroptosis is an inflammatory cell death form triggered by protease-mediated truncation and release of the N-terminal pore-forming domain gasdermin (GSDM) family proteins in various types. We report a Bioorthogonally ACtivatable Base editor (BaseBAC) for situ on-demand initiation cell-type-specific pyroptosis. first made enzymatic activity cytosine base (CBE) switchable establishing bioorthogonal blockage on PAM-interacting residue to control its DNA-binding ability. The resulting BaseBAC...
The dynamic interactions between RNAs and proteins play crucial roles in regulating diverse cellular processes. Proteome-wide characterization of these their native context remains desirable but challenging. Herein, we developed a photocatalytic crosslinking (PhotoCAX) strategy coupled with mass spectrometry (PhotoCAX-MS) RNA sequencing (PhotoCAX-seq) for the study composition dynamics protein-RNA interactions. By integrating blue light-triggered photocatalyst dual-functional RNA-protein...
Site-specific protein decaging by light has become an effective approach for in situ manipulation of activities a gain-of-function fashion. Although successful amino acid side chains Lys, Tyr, Cys, and Glu been demonstrated, this strategy not extended to aspartic (Asp), essential residue with range functions protein–protein interactions. We herein reported genetically encoded photocaged Asp applied it the photocontrolled panel proteins including firefly luciferase, kinases (e.g., BRAF),...
Generally used and highly reactive RMgBr reagents were effectively deactivated by bis[2-(N,N-dimethylamino)ethyl] ether then employed in the enantioselective addition of Grignard to aldehydes. The reaction was catalyzed complex commercially available (S)-BINOL Ti(Oi-Pr)4 under mild conditions. Compared with other observed reagents, alkyl showed higher enantioselectivity they achieved >99% ee.
Because of the high reactivity Grignard reagents, a direct, highly enantioselective reaction with aldehydes has rarely been disclosed. In this report, reagents were introduced bis[2-(N,N′-dimethylamino)ethyl] ether (BDMAEE) to effectively deactivate their reactivity; thus, alkylation resulted from catalysis by (S)-BINOL-Ti(OiPr)2. It is thought that BDMAEE chelates in situ generated salts MgBr2 Schlenk equilibrium RMgBr and Mg(OiPr)Br transmetalation Ti(OiPr)4. The Mg can actively promote...
Cheap, energy-saving, and applicable: With the aid of AlCl3 BDMAEE [2,2′-oxybis(N,N-dimethylethanamine)], a highly asymmetric catalytic addition various aryl Grignard reagents to aldehydes was achieved under mild conditions with easily prepared (S)-H8-BINOL inexpensive commercially available Ti(OiPr)4 (see scheme), reaction could be scaled up no loss yield enantioselectivity.
Shibasaki's REMB catalysts (REMB; RE = Sc, Y, La–Lu; M Li, Na, K; B 1,1′-bi-2-naphtholate; RE/M/B 1/3/3) are among the most enantioselective asymmetric across a broad range of mechanistically diverse reactions. However, their widespread use has been hampered by challenges associated with synthesis and manipulation. We report here self-assembly novel hydrogen-bonded rare earth metal BINOLate complexes that serve as bench-stable precatalysts for catalysts. Incorporation guanidinium cations in...