# Efficient and rapid cell surface functionalization: a sub-minute selenol-yne click reaction for bioconjugation

**Authors:** Fangjian Shan, Xingyu Heng, Lihua Yao, Guichuan Xu, Jun Hu, Xiangqiang Pan, Gaojian Chen

PMC · DOI: 10.1039/d5sc05541e · Chemical Science · 2025-10-29

## TL;DR

A fast selenol-yne click reaction enables efficient cell surface modification for attaching molecules and particles, with potential for drug delivery and immune modulation.

## Contribution

A sub-minute selenol-yne click reaction is introduced for rapid and efficient cell surface functionalization.

## Key findings

- SYC reaction allows covalent attachment of fluorescent molecules, backpack particles, and polymers to various cell types.
- Drug-loaded backpacks delivered drugs effectively to target cells.
- SYC-based glycosylation modulated cell interactions and immune responses, including in zebrafish.

## Abstract

Cell surface engineering plays a crucial role in enhancing the functionality and therapeutic potential of living cells through precise and controllable surface modifications. However, traditional conjugation strategies often suffer from limited efficiency or inherent complexity. In this work, we developed a selenol-yne click (SYC) reaction for efficient and rapid cell surface functionalization, enabling covalent attachment of diverse payloads to a variety of cell types. The SYC reaction enables highly efficient conjugation of fluorescent molecules, micron-scale “backpack” particles, and functional polymers onto cell surfaces, including HeLa, B16-OVA, and Jurkat T cells. Drug-loaded backpacks carried by the cells demonstrated effective drug delivery to target cells. Moreover, cell surface glycosylation via this method enables efficient modulation of cell–cell interactions and immune responses. Importantly, glycosylation was also successfully achieved in living zebrafish through the SYC reaction, demonstrating its potential for in vivo applications. This SYC-based strategy offers a fast and versatile platform for advancing cell surface engineering.

A rapid selenol-yne click (SYC) reaction enables efficient and versatile cell surface engineering, allowing covalent attachment of diverse molecular and material payloads to live cells through fast SeH–alkyne coupling on a short timescale.

## Linked entities

- **Species:** Danio rerio (taxon 7955)

## Full-text entities

- **Chemicals:** selenol-yne (-)
- **Species:** Danio rerio (leopard danio, species) [taxon 7955]
- **Cell lines:** Jurkat T — Homo sapiens (Human), Childhood T acute lymphoblastic leukemia, Cancer cell line (CVCL_0065), HeLa — Homo sapiens (Human), Human papillomavirus-related endocervical adenocarcinoma, Cancer cell line (CVCL_0030), B16-OVA — Mus musculus (Mouse), Mouse melanoma, Cancer cell line (CVCL_WM78)

## Full text

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## Figures

7 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12584132/full.md

## References

55 references — full list in the complete paper: https://tomesphere.com/paper/PMC12584132/full.md

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Source: https://tomesphere.com/paper/PMC12584132