Jiyao Yu
Postdoctoral Scholar, Molecular Imaging Program at Stanford
All Publications
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Site-Specific Labeling of PD-L1 Fab through Disulfide Rebridging for ImmunoPET Imaging
CHEMICAL & BIOMEDICAL IMAGING
2026
View details for DOI 10.1021/cbmi.6c00022
View details for Web of Science ID 001710618000001
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Conformationally Preorganized High-Affinity Ligands for Copper Biology with Hinged and Rigid Thiophene Backbones
INORGANIC CHEMISTRY
2023; 62 (4): 1287-1296
Abstract
Copper-selective ligands are essential tools for probing the affinity of cuproproteins or manipulating the cellular copper availability. They also harbor significant potential as antiangiogenic agents in cancer therapy or as therapeutics to combat copper toxicity in Wilson's disease. To achieve the high Cu(I) affinities required for competing effectively with cellular cuproproteins, we recently devised a ligand design based on phosphine-sulfide-stabilized phosphine (PSP) donor motifs. Building on this design strategy, we integrated two PSP donors within preorganized ligand architectures composed of either a hinged bithiophene backbone (bithipPS) or a single rigid thiophene bridge (thipPS). Extensive characterization based on X-ray crystal structures, solution NMR data, spectrophotometric titrations, and electrochemical studies established that bithipPS adapts well to the coordination preferences of Cu(I) to form a discrete air-stable mononuclear Cu(I) complex with a dissociation constant of 4 zM. In contrast, the wider bite angle of thipPS introduces some strain upon Cu(I) coordination to yield an almost 10-fold lower affinity with a Kd of 35 zM. As revealed by ICP-MS and two-photon excitation microscopy studies with the Cu(I)-selective fluorescent probe crisp-17, both ligands are effective at removing cellular copper from live mouse fibroblasts with rapid kinetics. Altogether, the stability and redox properties of PSP-ligand-Cu(I) complexes can be effectively tuned by judicious balancing of their geometrical preorganization and conformational flexibility.
View details for DOI 10.1021/acs.inorgchem.2c03524
View details for Web of Science ID 000921813900001
View details for PubMedID 36661323
View details for PubMedCentralID PMC10118051
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Halide-Rebound Polymerization of Twisted Amides
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
2019; 141 (7): 2906-2910
Abstract
The first living polymerization of twisted amides is reported, achieved using simple primary alkyl iodides as initiators. Polymerization occurs through a halide-rebound mechanism in which the nucleophilic twisted amide is quaternized and subsequently ring-opened by the iodide counterion. The covalent electrophilic polymerization generates polymers with living chain ends that are both isolable and stable to ambient conditions, enabling the synthesis of block polymers. This presents a new class of polymers for study that possess high glass transition temperatures and robust thermal stability.
View details for DOI 10.1021/jacs.8b13731
View details for Web of Science ID 000459642000022
View details for PubMedID 30726076
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In Situ Imaging of Zinc with Synthetic Fluorescent Probes
ZINC SIGNALING, 2ND EDITION
edited by Fukada, T., Kambe, T.
2019: 365-388
View details for DOI 10.1007/978-981-15-0557-7_18
View details for Web of Science ID 000661215000019
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Synthesis of β-keto sulfones <i>via</i> a multicomponent reaction through sulfonylation and decarboxylation
ORGANIC CHEMISTRY FRONTIERS
2017; 4 (4): 617-621
View details for DOI 10.1039/c7qo00026j
View details for Web of Science ID 000398911900022
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Generation of Sulfonyl Radicals from Aryldiazonium Tetrafluoroborates and Sulfur Dioxide: The Synthesis of 3-Sulfonated Coumarins
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2016; 55 (39): 11925-11929
Abstract
A catalyst-free approach for the generation of sulfonyl radicals from aryldiazonium tetrafluoroborates in the presence of DABCO⋅(SO2 )2 is realized. The combination of aryldiazonium tetrafluoroborates, DABCO⋅(SO2 )2 , and aryl propiolates affords 3-sulfonated coumarins in good to excellent yields. This tandem reaction process involves radical addition, spirocyclization, and 1,2-migration of esters. Additionally, the in situ diazotization of a number of anilines allows the directional synthesis of desired 3-sulfonated coumarins in a one-pot, two-step process.
View details for DOI 10.1002/anie.201607292
View details for Web of Science ID 000384713100039
View details for PubMedID 27603499
https://orcid.org/0000-0002-7353-2855