Citation: Li Qiu Wang, Lin Zhao, Wei Wei Nie, Li Hui Zheng, Ji Dong Wang, Qiu Rong Li, Jing Zhai, Zhi Wei Liu, Xiao Jun Peng. Syntheses and properties of photostable near-infrared cyanines and their cyclodextrin conjugates[J]. Chinese Chemical Letters, ;2008, 19(6): 739-741. doi: 10.1016/j.cclet.2008.04.014 shu

Syntheses and properties of photostable near-infrared cyanines and their cyclodextrin conjugates

a Institute of Environment and Chemical Engineering, Yanshan University, Qinhuangdao 066004, PR China;
b State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, PR China

Received Date: 12 December 2007

Fund Project: Hebei Natural Science Foundation (No. B2006000191) and State Key Laboratory of Fine ChemicalsDalian University of Technology (No. KF0502) for providing the financial support for this project.The authors would like to thank National Natural Science Foundation of China (No. 20776122)

Three fluorescent indocyanines containing p-carboxybenzyl groups on N atoms in the heterocyclic rings were synthesized under supersonic. The maxima wavelength of the absorption and emission of the dyes were 550-800 nm in water. Compared with those in aqueous solutions, the fluorescence intensity of the dyes in the α/β-cyclodextrin, Al³⁺, Zn²⁺, Sn²⁺ or the α/β-cyclodextrin in the aqueous solutions of the cations became stronger. The crystal shapes of the dyes and their cyclodextrin inclusions were mostly acicular or polygon. The NHS-carboxyl squarylium indocyanine was prepared and used to conjugate with taurine or benzylamine, the results indicated that the dyes could couple covalently to biomass containing free NH₂ group. Structure and some thermal parameters of the molecule of the trimethine cyanine were obtained by DFT method of Gaussian 03.
- Near-infrared indocyanine,
- Fluorescence probe,
- α/β-Cyclodextrin inclusion,
- Cation solutions,
- Bioanalysis
1. [1]
  Haixian Ren , Yuting Du , Xiaojing Yang , Fangjun Huo , Le Zhang , Caixia Yin . Development of ESIPT-based specific fluorescent probes for bioactive species based on the protection-deprotection of the hydroxyl. Chinese Chemical Letters, 2025, 36(2): 109867-. doi: 10.1016/j.cclet.2024.109867
2. [2]
  Yang Liu , Leilei Zhang , Kaixuan Liu , Ling-Ling Wu , Hai-Yu Hu . Penicillin G acylase-responsive near-infrared fluorescent probe: Unravelling biofilm regulation and combating bacterial infections. Chinese Chemical Letters, 2024, 35(11): 109759-. doi: 10.1016/j.cclet.2024.109759
3. [3]
  Huamei Zhang , Jingjing Liu , Mingyue Li , Shida Ma , Xucong Zhou , Aixia Meng , Weina Han , Jin Zhou . Imaging polarity changes in pneumonia and lung cancer using a lipid droplet-targeted near-infrared fluorescent probe. Chinese Chemical Letters, 2024, 35(12): 110020-. doi: 10.1016/j.cclet.2024.110020
4. [4]
  Yudi Cheng , Xiao Wang , Jiao Chen , Zihan Zhang , Jiadong Ou , Mengyao She , Fulin Chen , Jianli Li . A near-infrared fluorescent probe for visualizing transformation pathway of Cys/Hcy and H₂S and its applications in living system. Chinese Chemical Letters, 2024, 35(5): 109156-. doi: 10.1016/j.cclet.2023.109156
5. [5]
  Hui Peng , Xiao Wang , Weiguo Huang , Shuiyue Yu , Linghang Kong , Qilin Wei , Jialong Zhao , Bingsuo Zou . Efficient tunable visible and near-infrared emission in Sb³⁺/Sm³⁺-codoped Cs₂NaLuCl₆ for near-infrared light-emitting diode, triple-mode fluorescence anti-counterfeiting and information encryption. Chinese Chemical Letters, 2024, 35(11): 109462-. doi: 10.1016/j.cclet.2023.109462
6. [6]
  Chuan-Zhi Ni , Ruo-Ming Li , Fang-Qi Zhang , Qu-Ao-Wei Li , Yuan-Yuan Zhu , Jie Zeng , Shuang-Xi Gu . A chiral fluorescent probe for molecular recognition of basic amino acids in solutions and cells. Chinese Chemical Letters, 2024, 35(10): 109862-. doi: 10.1016/j.cclet.2024.109862
7. [7]
  Lixian Fu , Yiyun Tan , Yue Ding , Weixia Qing , Yong Wang . Water–soluble and polarity–sensitive near–infrared fluorescent probe for long–time specific cancer cell membranes imaging and C. Elegans label. Chinese Chemical Letters, 2024, 35(4): 108886-. doi: 10.1016/j.cclet.2023.108886
8. [8]
  Wenxiang Ma , Xinyu He , Tianyi Chen , De-Li Ma , Hongzheng Chen , Chang-Zhi Li . Near-infrared non-fused electron acceptors for efficient organic photovoltaics. Chinese Chemical Letters, 2024, 35(4): 109099-. doi: 10.1016/j.cclet.2023.109099
9. [9]
  Gongcheng Ma , Qihang Ding , Yuding Zhang , Yue Wang , Jingjing Xiang , Mingle Li , Qi Zhao , Saipeng Huang , Ping Gong , Jong Seung Kim . Palladium-free chemoselective probe for in vivo fluorescence imaging of carbon monoxide. Chinese Chemical Letters, 2024, 35(9): 109293-. doi: 10.1016/j.cclet.2023.109293
10. [10]
  Lei Wang , Jun-Jie Wu , Chang-Cun Yan , Wan-Ying Yang , Zong-Lu Che , Xin-Yu Xia , Xue-Dong Wang , Liang-Sheng Liao . Near-infrared organic lasers with ultra-broad emission bands by simultaneously harnessing four-level and six-level systems. Chinese Chemical Letters, 2024, 35(8): 109365-. doi: 10.1016/j.cclet.2023.109365
11. [11]
  Ying Zhao , Yin-Hang Chai , Tian Chen , Jie Zheng , Ting-Ting Li , Francisco Aznarez , Li-Long Dang , Lu-Fang Ma . Size-controlled synthesis and near-infrared photothermal response of Cp* Rh-based metalla[2]catenanes and rectangular metallamacrocycles. Chinese Chemical Letters, 2024, 35(6): 109298-. doi: 10.1016/j.cclet.2023.109298
12. [12]
  Yikun Wang , Qiaomei Chen , Shijie Liang , Dongdong Xia , Chaowei Zhao , Christopher R. McNeill , Weiwei Li . Near-infrared double-cable conjugated polymers based on alkyl linkers with tunable length for single-component organic solar cells. Chinese Chemical Letters, 2024, 35(4): 109164-. doi: 10.1016/j.cclet.2023.109164
13. [13]
  Xuan Zhu , Lin Zhou , Xiao-Yun Huang , Yan-Ling Luo , Xin Deng , Xin Yan , Yan-Juan Wang , Yan Qin , Yuan-Yuan Tang . (Benzimidazolium)2GeI4: A layered two-dimensional perovskite with dielectric switching and broadband near-infrared photoluminescence. Chinese Journal of Structural Chemistry, 2024, 43(6): 100272-100272. doi: 10.1016/j.cjsc.2024.100272
14. [14]
  Fuzheng Zhang , Chao Shi , Jiale Li , Fulin Jia , Xinyu Liu , Feiyang Li , Xinyu Bai , Qiuxia Li , Aihua Yuan , Guohua Xie . B-embedded narrowband pure near-infrared (NIR) phosphorescent iridium(Ⅲ) complexes and solution-processed OLED application. Chinese Chemical Letters, 2025, 36(1): 109596-. doi: 10.1016/j.cclet.2024.109596
15. [15]
  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
16. [16]
  Yuyang Zhou , Ziwang Mao , Jing-Juan Xu . Recent advances in near infrared (NIR) electrochemiluminescence luminophores. Chinese Chemical Letters, 2024, 35(11): 109622-. doi: 10.1016/j.cclet.2024.109622
17. [17]
  Zhaorui Song , Qiulian Hao , Bing Li , Yuwei Yuan , Shanshan Zhang , Yongkuan Suo , Hai-Hao Han , Zhen Cheng . NIR-Ⅱ fluorescence lateral flow immunosensor based on efficient energy transfer probe for point-of-care testing of tumor biomarkers. Chinese Chemical Letters, 2025, 36(1): 109834-. doi: 10.1016/j.cclet.2024.109834
18. [18]
  Dong Lv , Xuelei Liu , Wei Li , Qiang Zhang , Xinhong Yu , Yanchun Han . Single droplet formation by controlling the viscoelasticity of polymer solutions during inkjet printing. Chinese Chemical Letters, 2024, 35(6): 109401-. doi: 10.1016/j.cclet.2023.109401
19. [19]
  Qiangwei Wang , Huijiao Liu , Mengjie Wang , Haojie Zhang , Jianda Xie , Xuanwei Hu , Shiming Zhou , Weitai Wu . Observation of high ionic conductivity of polyelectrolyte microgels in salt-free solutions. Chinese Chemical Letters, 2024, 35(4): 108743-. doi: 10.1016/j.cclet.2023.108743
20. [20]
  Yuan Dong , Mutian Ma , Zhenyang Jiao , Sheng Han , Likun Xiong , Zhao Deng , Yang Peng . Effect of electrolyte cation-mediated mechanism on electrocatalytic carbon dioxide reduction. Chinese Chemical Letters, 2024, 35(7): 109049-. doi: 10.1016/j.cclet.2023.109049

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(409)
HTML views(0)

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

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return