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Peer-reviewedCC BYSmart molecules : open access

Alkyl chain elongation engineering: Unlocking high‐brightness NIR‐II O‐xanthene dyes for in vivo bioimaging

  1. 1Key Laboratory of Green Chemistry and Technology Ministry of Education College of Chemistry Sichuan University Chengdu China
  2. 2Department of Chemistry Sichuan Engineering Research Center of Molecular Targeted Diagnostic & Therapeutic Drugs Xihua University Chengdu China

Abstract

NIR‐II fluorescent probes are powerful tools for advanced imaging, with performance governed by molar extinction coefficient (ε), quantum yield (Φ), and brightness (ε × Φ). However, achieving high brightness remains a major challenge. Here we report SCU‐OX‐Hex, a D–A–D probe with an O‐xanthene acceptor and an N‐alkylated aniline donor. Elongating the N‐alkyl chain enhances Φ and brightness while suppressing aggregation‐caused quenching. SCU‐OX‐Hex exhibits ε = 1.71 × 105 M−1 cm−1, Φ = 0.57%, and a brightness of 974.7 M−1 cm−1—among the highest reported for organic NIR‐II probes. In vivo, it enables high‐resolution imaging of the abdominal vasculature, the gastrointestinal tract, and tumor angiogenesis. In a lymph node metastasis model, it provides superior contrast and resolution compared with ICG, enabling precise intraoperative identification. This work establishes SCU‐OX‐Hex as a high‐performance NIR‐II agent and offers a broadly applicable design strategy for next‐generation probes.

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BibTeX
@article{zhao2026alkyl,
  title = {{Alkyl chain elongation engineering: Unlocking high‐brightness NIR‐II O‐xanthene dyes for in vivo bioimaging}},
  author = {Yu Zhao and Hong Zhang and Ruirui Zhang and Wenli Xia and Zhouyu Wang and Jie Chen and Xiaoqi Yu and Kun Li},
  journal = {Smart molecules : open access},
  year = {2026},
  month = oct,
  doi = {10.1002/smo2.70117},
  url = {https://europepmc.org/article/PMC/PMC13719896},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - Alkyl chain elongation engineering: Unlocking high‐brightness NIR‐II O‐xanthene dyes for in vivo bioimaging
AU  - Yu Zhao
AU  - Hong Zhang
AU  - Ruirui Zhang
AU  - Wenli Xia
AU  - Zhouyu Wang
AU  - Jie Chen
AU  - Xiaoqi Yu
AU  - Kun Li
PY  - 2026
DA  - 2026/10/29
JO  - Smart molecules : open access
DO  - 10.1002/smo2.70117
UR  - https://europepmc.org/article/PMC/PMC13719896
AB  - NIR‐II fluorescent probes are powerful tools for advanced imaging, with performance governed by molar extinction coefficient (ε), quantum yield (Φ), and brightness (ε × Φ). However, achieving high brightness remains a major challenge. Here we report SCU‐OX‐Hex, a D–A–D probe with an O‐xanthene acceptor and an N‐alkylated aniline donor. Elongating the N‐alkyl chain enhances Φ and brightness while suppressing aggregation‐caused quenching. SCU‐OX‐Hex exhibits ε = 1.71 × 105 M−1 cm−1, Φ = 0.57%, and a brightness of 974.7 M−1 cm−1—among the highest reported for organic NIR‐II probes. In vivo, it enables high‐resolution imaging of the abdominal vasculature, the gastrointestinal tract, and tumor angiogenesis. In a lymph node metastasis model, it provides superior contrast and resolution compared with ICG, enabling precise intraoperative identification. This work establishes SCU‐OX‐Hex as a high‐performance NIR‐II agent and offers a broadly applicable design strategy for next‐generation probes.
SN  - 2751-4595
SN  - 2751-4587
ER  -