Citation: Yuliang Yang, Jingyi Zhang, Yu Wang, Huan Chen, Yijian Gao, Xiliang Li, Yingpeng Wan, Qi Zhao, Ning Li, Shengliang Li. Quintuple-acceptor engineering of anti-quenching conjugated oligomers for highly efficient NIR-Ⅱb imaging and phototheranostics[J]. Chinese Chemical Letters, ;2025, 36(11): 110834. doi: 10.1016/j.cclet.2025.110834 shu

Quintuple-acceptor engineering of anti-quenching conjugated oligomers for highly efficient NIR-Ⅱb imaging and phototheranostics

Yuliang Yang ^{a, 1} ,
Jingyi Zhang ^{b, 1} ,
Yu Wang ^{a, *,} ,
Huan Chen ^a ,
Yijian Gao ^a ,
Xiliang Li ^a ,
Yingpeng Wan ^a ,
Qi Zhao ^a ,
Ning Li ^{a, *,} ,
Shengliang Li ^{a, *,}

a.
College of Pharmaceutical Sciences, Fourth Affiliated Hospital of Soochow University, Suzhou Medical College, Soochow University, Suzhou 215123, China
b.
Department of Pharmacy, General Hospital of Northern Theater Command, Shenyang 110801, China

yuwang@suda.edu.cn

lining1991@suda.edu.cn

lishengliang@suda.edu.cn

Received Date: 23 October 2024
Revised Date: 2 January 2025
Accepted Date: 6 January 2025
Available Online: 7 January 2025

Figures(7)

Near-infrared (NIR) theranostics have received considerable attention because of their advantages in precise diagnostic imaging and efficient simultaneous treatment and have achieved tremendous advancements in the last few years. However, their progress is severely restricted by the rarity of efficient second NIR (NIR-Ⅱ) responsive phototheranostic materials, especially in the NIR-Ⅱb region. Moreover, these materials often embarrass the quenching puzzle in the aggregative state, thus greatly reducing their theranostic performance. To overcome this limitation, we developed anti-quenching donor-acceptor-donor (D-A-D)-conjugated oligomers with NIR-Ⅱb emission for high-performance NIR-Ⅱ angiography and phototheranostics. Through multi-acceptor engineering, a series of multi-acceptor conjugated oligomer SU-n (n = 1, 2, and 5) with tunable acceptor ratios were synthesized, and their efficiency in anti-quenching NIR-Ⅱ emission was demonstrated. When prepared into water-dispersed nanoparticles (NPs), SU-5 NPs exhibit bright NIR-Ⅱ emission and dual phototherapy for photothermal therapy and photodynamic therapy simultaneously upon 808 nm light excitation. With these benefits, high-resolution whole-body and local angiography in vivo of SU-5 NPs were successfully realized in the NIR-Ⅱb window. Moreover, in vivo, theranostics experiments demonstrated the efficiency of SU-5 NPs in NIR-Ⅱ imaging-guided complete tumor photoablation without any relapses with high biosafety. This work explores a practical multi-acceptor engineering strategy for developing anti-quenching theranostic materials, providing an efficient theranostic agent for efficient NIR-Ⅱb bioimaging and phototheranostics.
- Conjugated oligomer,
- Photothermal therapy,
- Photodynamic therapy,
- Donor-acceptor,
- NIR
1. [1]
  C. Chen, X. Zhang, Z. Gao, G. Feng, D. Ding, Nat. Protoc. 19 (2024) 2408– 2434. doi: 10.1038/s41596-024-00990-4
2. [2]
  Q. Shen, H. Zhang, Y. Huang, et al., Sci. Transl. Med. 15 (2023) eabq5753. doi: 10.1126/scitranslmed.abq5753
3. [3]
  H. Ni, H. Zhou, X. Liang, Y. Ge, et al., ACS Nano 18 (2024) 23599–23614. doi: 10.1021/acsnano.4c07988
4. [4]
  G. Zhang, X. Chen, X. Chen, K, et al., ACS Nano 17 (2023) 14800–14813. doi: 10.1021/acsnano.3c03005
5. [5]
  D. Zhou, G. Zhang, J. Li, et al., ACS Nano 18 (2024) 25144–25154. doi: 10.1021/acsnano.4c06965
6. [6]
  F. An, J. Xin, C. Deng, et al., J. Mater. Chem. B 9 (2021) 9308–9315. doi: 10.1039/d1tb01883c
7. [7]
  H. Chen, Z. Liu, O. Jiang, et al., Giant 8 (2021) 100073. doi: 10.1016/j.giant.2021.100073
8. [8]
  H. Chen, Z. Liu, B. Wei, et al., Bioact. Mater. 6 (2021) 655–665. doi: 10.3390/min11060655
9. [9]
  C. Deng, J. Zhang, F. Hu, et al., Small 20 (2024) e2400667.
10. [10]
  C. Deng, M. Zheng, S. Han, et al., Adv. Funct. Mater. 33 (2023) 2300348. doi: 10.1002/adfm.202300348
11. [11]
  H. He, L. Du, H. Xue, et al., Small Methods 7 (2023) e2300230. doi: 10.1002/smtd.202300230
12. [12]
  D. Yan, Z. Zhang, J. Zhang, et al., Angew. Chem. Int. Ed. 63 (2024) e202401877. doi: 10.1002/anie.202401877
13. [13]
  B. Wang, H. Zhou, L. Chen, et al., Angew. Chem. Int. Ed. 63 (2024) e202408874. doi: 10.1002/anie.202408874
14. [14]
  Y. Tang, Y. Li, B. Li, et al., Nat. Commun. 15 (2024) 2530. doi: 10.1038/s41467-024-46768-w
15. [15]
  J. Song, X. Kang, L. Wang, et al., Nat. Commun. 14 (2023) 6881. doi: 10.1038/s41467-023-42691-8
16. [16]
  L. Li, X. Zhang, Y. Ren, et al., J. Am. Chem. Soc. 146 (2024) 5927–5939. doi: 10.1021/jacs.3c12132
17. [17]
  H. Gao, Y. Yao, C. Li, et al., Angew. Chem. Int. Ed. 63 (2024) e202400372. doi: 10.1002/anie.202400372
18. [18]
  H. He, X. Zhang, L. Du, et al., Adv. Drug Deliv. Rev. 186 (2022) 114320. doi: 10.1016/j.addr.2022.114320
19. [19]
  X. Hu, Z. Fang, C. Zhu, et al., Adv. Funct. Mater. 34 (2024) 2401325. doi: 10.1002/adfm.202401325
20. [20]
  Z. Hu, L. Feng, P. Yang, Adv. Funct. Mater. 34 (2024) 2310818. doi: 10.1002/adfm.202310818
21. [21]
  B. Huang, T. Tang, F. Liu, et al., Chin. Chem. Lett. 35 (2024) 109694. doi: 10.1016/j.cclet.2024.109694
22. [22]
  X. Xing, P. Zhu, E. Pang, et al., Chin. Chem. Lett. 35 (2024) 109452. doi: 10.1016/j.cclet.2023.109452
23. [23]
  Y. Zhang, D. Yang, J. Nie, et al., Adv. Mater. 35 (2023) e2208601. doi: 10.1002/adma.202208601
24. [24]
  J. Li, Z. Zhang, S. Jiang, et al., Adv. Funct. Mater. 34 (2024) 2401627. doi: 10.1002/adfm.202401627
25. [25]
  Y. Yang, Y. Chen, P. Pei, et al., Nat. Nanotechnol. 18 (2023) 1195–1204. doi: 10.1038/s41565-023-01422-2
26. [26]
  Y. Wan, W. Chen, Y. Liu, et al., Adv. Mater. 36 (2024) e2405966. doi: 10.1002/adma.202405966
27. [27]
  Y. Yu, H. Wang, Z. Zhuang, et al., ACS Nano 18 (2024) 13019–13034. doi: 10.1021/acsnano.4c01600
28. [28]
  Y. Chen, Y. Yang, F. Zhang, Nat. Protoc. 19 (2024) 2386–2407. doi: 10.1038/s41596-024-00983-3
29. [29]
  D. Li, X. Deng, Z. Xu, et al., Adv. Funct. Mater. 33 (2023) 2303967. doi: 10.1002/adfm.202303967
30. [30]
  Z. Feng, Y. Li, S. Chen, et al., Nat. Commun. 14 (2023) 5017. doi: 10.1038/s41467-023-40728-6
31. [31]
  C. Zhu, J. Cheng, H. Lin, et al., J. Am. Chem. Soc. 146 (2024) 24832–24841. doi: 10.1021/jacs.4c04980
32. [32]
  Z. Zhang, Z. Xiong, J. Zhang, et al., Angew. Chem. Int. Ed. 63 (2024) e202403827. doi: 10.1002/anie.202403827
33. [33]
  K. Yan, Z. Hu, P. Yu, et al., Nat. Commun. 15 (2024) 2593. doi: 10.1038/s41467-024-46853-0
34. [34]
  S. Chen, Y. Pan, K. Chen, et al., Angew. Chem. Int. Ed. 62 (2023) e202215372. doi: 10.1002/anie.202215372
35. [35]
  X. Yang, X. Wang, X. Zhang, et al., Adv. Mater. 36 (2024) e2402182. doi: 10.1002/adma.202402182
36. [36]
  G. Su, N. Wang, Y. Liu, et al., Adv. Mater. 36 (2024) e2400085. doi: 10.1002/adma.202400085
37. [37]
  Q. Shen, G. Song, H. Lin, et al., Adv. Mater. 36 (2024) e2310032. doi: 10.1002/adma.202310032
38. [38]
  Y. Liang, Y. Pan, L. Chen, et al., Angew. Chem. Int. Ed. 63 (2024) e202408861. doi: 10.1002/anie.202408861
39. [39]
  C. Li, J. Du, G. Jiang, et al., Nat. Commun. 15 (2024) 5832. doi: 10.1038/s41467-024-50202-6
40. [40]
  X. Wang, X. Yang, G. Jiang, et al., Angew. Chem. Int. Ed. 63 (2024) e202404142. doi: 10.1002/anie.202404142
41. [41]
  Z. Li, B.Z. Tang, D. Wang, Adv. Mater. 36 (2024) e2406047. doi: 10.1002/adma.202406047
42. [42]
  P. Sun, D. Hu, P. Chen, et al., Adv. Sci. 11 (2024) e2309446. doi: 10.1002/advs.202309446
43. [43]
  F. Mi, Z. Liu, X. Wang, et al., Angew. Chem. Int. Ed. 63 (2024) e202402133. doi: 10.1002/anie.202402133
44. [44]
  D. Chen, W. Qi, Y. Liu, et al., ACS Nano 17 (2023) 17082–17094. doi: 10.1021/acsnano.3c04690
45. [45]
  J. Qiao, X. Liu, L. Zhang, et al., J. Am. Chem. Soc. 144 (2022) 17054–17063. doi: 10.1021/jacs.2c06680
46. [46]
  K.W. Lee, Y. Gao, W.C. Wei, et al., Adv. Mater. 35 (2023) e2211632. doi: 10.1002/adma.202211632
47. [47]
  Y. Wang, J. Zhang, Q. Xu, et al., Nat. Commun. 15 (2024) 6426. doi: 10.1038/s41467-024-50815-x
48. [48]
  S. Yang, J. Zhang, Z. Zhang, et al., J. Am. Chem. Soc. 145 (2023) 22776–22787. doi: 10.1021/jacs.3c08627
49. [49]
  Y. Wang, J. Zhang, Y. Wang, et al., Adv. Funct. Mater. 34 (2024) 2406483. doi: 10.1002/adfm.202406483
50. [50]
  H. Zhou, X. Zeng, A. Li, et al., Nat. Commun. 11 (2020) 6183. doi: 10.1038/s41467-020-19945-w
51. [51]
  B. Wang, G. Feng, M. Seifrid, et al., Angew. Chem. Int. Ed. 56 (2017) 16063–16066. doi: 10.1002/anie.201709887
52. [52]
  Y. Gao, Y. Liu, X. Li, et al., Nanomicro Lett. 16 (2023) 21. doi: 10.2991/978-94-6463-192-0_4
53. [53]
  Y. Li, Z. Cai, S. Liu, et al., Nat. Commun. 11 (2020) 1255. doi: 10.1038/s41467-020-15095-1
1. [1]
  Shuqi Chen , Cankun Zhang , Xiaonuo Dong , Hui-Jun Zhang , Jianbin Lin . Synthesis and photophysical properties of alternating donor-acceptor conjugated nanorings. Chinese Chemical Letters, 2025, 36(6): 110354-. doi: 10.1016/j.cclet.2024.110354
2. [2]
  Yu Qin , Mingyang Huang , Chenlu Huang , Hannah L. Perry , Linhua Zhang , Dunwan Zhu . O₂-generating multifunctional polymeric micelles for highly efficient and selective photodynamic-photothermal therapy in melanoma. Chinese Chemical Letters, 2024, 35(7): 109171-. doi: 10.1016/j.cclet.2023.109171
3. [3]
  Leichen Wang , Anqing Mei , Na Li , Xiaohong Ruan , Xu Sun , Yu Cai , Jinjun Shao , Xiaochen Dong . Aza-BODIPY dye with unexpected bromination and high singlet oxygen quantum yield for photoacoustic imaging-guided synergetic photodynamic/photothermal therapy. Chinese Chemical Letters, 2024, 35(6): 108974-. doi: 10.1016/j.cclet.2023.108974
4. [4]
  Xuejian Xing , Pan Zhu , E Pang , Shaojing Zhao , Yu Tang , Zheyu Hu , Quchang Ouyang , Minhuan Lan . D-A-D-structured boron-dipyrromethene with aggregation-induced enhanced phototherapeutic efficiency for near-infrared fluorescent and photoacoustic imaging-guided synergistic photodynamic and photothermal cancer therapy. Chinese Chemical Letters, 2024, 35(10): 109452-. doi: 10.1016/j.cclet.2023.109452
5. [5]
  Wei Zhou , Di He , Ning Liu , Ying Li , Wenzhao Han , Weiping Zhou , Siyu Zhang , Cong Yu . A PDI-based NIR-Ⅱ fluorescence imaging guided molecular phototheranostic platform for GSH-triggered gas therapy, mild photothermal therapy and NIR-activated photodynamic therapy. Chinese Chemical Letters, 2025, 36(11): 110854-. doi: 10.1016/j.cclet.2025.110854
6. [6]
  Yanyan Ma , Lizhen Xu , Muxin Xu , Jie Niu , Wei Xu , Weiying Lin . All in one: An in-situ activated tumor theranostic agent for NIR-Ⅱ fluorescence imaging guided surgical resection and photothermal therapy. Chinese Chemical Letters, 2025, 36(11): 110850-. doi: 10.1016/j.cclet.2025.110850
7. [7]
  Du Liu , Yuyan Li , Hankun Zhang , Benhua Wang , Chaoyi Yao , Minhuan Lan , Zhanhong Yang , Xiangzhi Song . Three-in-one erlotinib-modified NIR photosensitizer for fluorescence imaging and synergistic chemo-photodynamic therapy. Chinese Chemical Letters, 2025, 36(2): 109910-. doi: 10.1016/j.cclet.2024.109910
8. [8]
  Baoli Yin , Xinlin Liu , Zhe Li , Zhifei Ye , Youjuan Wang , Xia Yin , Sulai Liu , Guosheng Song , Shuangyan Huan , Xiao-Bing Zhang . Ratiometric NIR-Ⅱ fluorescent organic nanoprobe for imaging and monitoring tumor-activated photodynamic therapy. Chinese Chemical Letters, 2025, 36(5): 110119-. doi: 10.1016/j.cclet.2024.110119
9. [9]
  Lulu He , Le Wang , Zhen He , Yiqian Yang , Cheng Heng Pang , Aiguo Wu , Bencan Tang , Juan Li . An imine-linked covalent organic framework with intrinsic photo-induced mitochondrial regulation for breast cancer therapy. Chinese Chemical Letters, 2025, 36(9): 110717-. doi: 10.1016/j.cclet.2024.110717
10. [10]
  Yuyao Guan , Baoting Yu , Jun Ding , Tingting Sun , Zhigang Xie . BODIPY photosensitizers for antibacterial photodynamic therapy. Chinese Chemical Letters, 2025, 36(8): 110645-. doi: 10.1016/j.cclet.2024.110645
11. [11]
  Yupeng Liu , Hui Wang , Songnan Qu . Review on near-infrared absorbing/emissive carbon dots: From preparation to multi-functional application. Chinese Chemical Letters, 2025, 36(5): 110618-. doi: 10.1016/j.cclet.2024.110618
12. [12]
  Wei Su , Xiaoyan Luo , Peiyuan Li , Ying Zhang , Chenxiang Lin , Kang Wang , Jianzhuang Jiang . Phthalocyanine self-assembled nanoparticles for type Ⅰ photodynamic antibacterial therapy. Chinese Chemical Letters, 2024, 35(12): 109522-. doi: 10.1016/j.cclet.2024.109522
13. [13]
  Mingrui Zhang , Lingyu Jin , Yuda Zhu , Junfeng Kou , Bo Liu , Jing Chen , Xiaolin Zhong , Xianghua Wu , Junfeng Zhang , Wenxiu Ren . A near-infrared Ⅱ fluorescent dye based on oxanthracene: Real-time imaging of drug-induced acute liver injury and photothermal therapy for tumor. Chinese Chemical Letters, 2025, 36(10): 110772-. doi: 10.1016/j.cclet.2024.110772
14. [14]
  Yihao Zhang , Yang Jiao , Xianchao Jia , Qiaojia Guo , Chunying Duan . Highly effective self-assembled porphyrin MOCs nanomaterials for enhanced photodynamic therapy in tumor. Chinese Chemical Letters, 2024, 35(5): 108748-. doi: 10.1016/j.cclet.2023.108748
15. [15]
  Yiling Li , Zekun Gao , Xiuxiu Yue , Minhuan Lan , Xiuli Zheng , Benhua Wang , Shuang Zhao , Xiangzhi Song . FRET-based two-photon benzo[a] phenothiazinium photosensitizer for fluorescence imaging-guided photodynamic therapy. Chinese Chemical Letters, 2024, 35(7): 109133-. doi: 10.1016/j.cclet.2023.109133
16. [16]
  Hao Cai , Xiaoyan Wu , Lei Jiang , Feng Yu , Yuxiang Yang , Yan Li , Xian Zhang , Jian Liu , Zijian Li , Hong Bi . Lysosome-targeted carbon dots with a light-controlled nitric oxide releasing property for enhanced photodynamic therapy. Chinese Chemical Letters, 2024, 35(4): 108946-. doi: 10.1016/j.cclet.2023.108946
17. [17]
  Wenkai Liu , Yanxian Hou , Weijian Liu , Ran Wang , Shan He , Xiang Xia , Chengyuan Lv , Hua Gu , Qichao Yao , Qingze Pan , Zehou Su , Danhong Zhou , Wen Sun , Jiangli Fan , Xiaojun Peng . Se-substituted pentamethine cyanine for anticancer photodynamic therapy mediated using the hot band absorption process. Chinese Chemical Letters, 2024, 35(12): 109631-. doi: 10.1016/j.cclet.2024.109631
18. [18]
  Liangliang Jia , Ye Hong , Xinyu He , Ying Zhou , Liujiao Ren , Hongjun Du , Bin Zhao , Bin Qin , Zhe Yang , Di Gao . Fighting hypoxia to improve photodynamic therapy-driven immunotherapy: Alleviating, exploiting and disregarding. Chinese Chemical Letters, 2025, 36(2): 109957-. doi: 10.1016/j.cclet.2024.109957
19. [19]
  Quanxin Ning , Yidan Zhang , Huayi Sun , Xin Zhao , Haodong Zhang , Feng Cui , Xiaochun Xie , Fangman Chen , Wen Sun , Hong Zhang . Light-harvesting pigment-binding protein-mimicking carbon dots for photodynamic therapy. Chinese Chemical Letters, 2025, 36(11): 111133-. doi: 10.1016/j.cclet.2025.111133
20. [20]
  Di An , Mingdong She , Ziyang Zhang , Ting Zhang , Miaomiao Xu , Jinjun Shao , Qian Shen , Xuna Tang . Light-responsive nanomaterials for biofilm removal in root canal treatment. Chinese Chemical Letters, 2025, 36(2): 109841-. doi: 10.1016/j.cclet.2024.109841

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(20)
HTML views(2)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142