Rapid Discrimination of Single‐Virus Entry Pathways via a Bioorthogonal Activatable Fluorescent Probe

A Ai‐Xin Ma (State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China) Z Zhi‐Gang Wang (State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China) Y Yi‐Fan Wang (State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China) M Ming‐Yu Zhang (State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China) L Lei Du (State Key Laboratory of Microbial Technology) Y Yu‐Xuan Hu (State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China) M Meng‐Qian Zhang (State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China) S Shu‐Lin Liu (State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China) C Chunsheng Wang D Dai‐Wen Pang (Frontiers Science Center for New Organic Matter Research Center for Analytical Sciences College of Chemistry State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition College of Life Sciences Frontiers Science Center for Cell Responses National Demonstration Center for Experimental Chemistry Education Nankai University Tianjin P. R. China)

Abstract

ABSTRACT Viral transmembrane entry is a critical yet heterogeneous process that governs infectivity and pathogenesis. However, directly distinguishing virus attachment from internalization and resolving distinct entry mechanisms in real time at the single‐virus level remains challenging. Here, we introduce a Bioorthogonal Click‐Activatable Viral Labeling (CAVL) system for spatiotemporally resolved visualization of viral entry dynamics. This approach combines a membrane‐anchored, tetrazine‐quenched BODIPY probe (BDP‐Tz‐MAL) with viral particles dually labeled with trans‐cyclooctene (TCO) on their surface and quantum dots (QDs) within their core. Virus–cell contact triggers a rapid inverse electron‐demand Diels–Alder (iEDDA) reaction, generating a turn‐on fluorescence signal exclusively during transmembrane entry. By integrating this activatable signal with a persistent internal QDs label, we achieve real‐time discrimination of endocytic and non‐endocytic entry pathways at single‐particle resolution. The CAVL platform operates without genetic modification, applies to diverse enveloped and non‐enveloped viruses, and provides a quantitative, background‐suppressed strategy for elucidating viral entry mechanisms across broad biological contexts.

Article Details

Volume / Issue Vol. 65, Issue 14
Published March 27, 2026
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (10)

A

Ai‐Xin Ma

State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China

Z

Zhi‐Gang Wang

State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China

Y

Yi‐Fan Wang

State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China

M

Ming‐Yu Zhang

State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China

L

Lei Du

State Key Laboratory of Microbial Technology

Y

Yu‐Xuan Hu

State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China

M

Meng‐Qian Zhang

State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China

S

Shu‐Lin Liu

State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition Frontiers Science Centre For New Organic Matter Research Centre for Analytical Sciences College of Chemistry School of Medicine and Frontiers Science Center for Cell Responses Nankai University Tianjin P.R. China

C

Chunsheng Wang

D

Dai‐Wen Pang

Frontiers Science Center for New Organic Matter Research Center for Analytical Sciences College of Chemistry State Key Laboratory of Medicinal Chemical Biology Tianjin Key Laboratory of Biosensing and Molecular Recognition College of Life Sciences Frontiers Science Center for Cell Responses National Demonstration Center for Experimental Chemistry Education Nankai University Tianjin P. R. China