The DOI matches its Crossref record; 46 of the 46 references it cites were found in a registry or an index.
Propylenedioxy Thiophene Donor to Achieve NIR-II Molecular Fluorophores with Enhanced Brightness
Abstract
Developing molecular fluorophores with high brightness is of considerable importance to achieve superior biological imaging quality in the second near-infrared (NIR-II) window. It has been demonstrated that the improved fluorescence quantum yield (QY) can be obtained for NIR-II molecular fluorophores with S–D–A–D–S (S, shielding unit; D, donor; A, acceptor) structures. However, their absorption coefficient is relatively low, limiting their brightness for imaging. Here, 3,4-propylenedioxy thiophene (PDOT) is introduced as a donor unit to construct NIR-II fluorophores with better protection of the conjugated backbone and decreased backbone distortion, eventually leading to simultaneously improved QY and absorption coefficient. Thus, the new fluorophore IR-FP8P shows fluorescence emission with a peak of 1040 nm, a QY of 0.6% (with reference to IR-26 with a QY of 0.05% in dichloroethane), and a peak absorption coefficient of 1.3 × 10 4 M –1 ·cm –1 in aqueous solutions. The higher brightness at 808 nm excitation endows IR-FP8P with superior imaging quality in the NIR-II window. When conjugated with a specific hormone, the targeting probe FSH@FP8 enables fast and unambiguous ovary imaging in mice, revealing the potential of this bright fluorophore for visualizing complicated biological systems in the NIR-II window.
Overview
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
Citations
Cites
Long-range corrected hybrid density functionals with damped atom–atom dispersion corrections
Chai, J.-D., & Head-Gordon, M. (2008) · Physical Chemistry Chemical Physics · doi:10.1039/b810189b · Cited by 14,648
Near-infrared fluorophores for biomedical imaging
Hong, G., Antaris, A. L., & Dai, H. (2017) · Nature Biomedical Engineering · doi:10.1038/s41551-016-0010 · Cited by 3,048
Second window for in vivo imaging
Smith, A. M., Mancini, M. C., & Nie, S. (2009) · Nature Nanotechnology · doi:10.1038/nnano.2009.326 · Cited by 2,848
A small-molecule dye for NIR-II imaging
Antaris, A. L., Chen, H., Cheng, K., Sun, Y., Hong, G., Qu, C., Diao, S., Deng, Z., Hu, X., Zhang, B., et al. (2016) · Nature Materials · doi:10.1038/nmat4476 · Cited by 1,778
Li, J., & Pu, K. (2018) · Chemical Society Reviews · doi:10.1039/c8cs00001h · Cited by 1,169
Near‐Infrared‐II Molecular Dyes for Cancer Imaging and Surgery
Zhu, S., Tian, R., Antaris, A. L., Chen, X. S., & Dai, H. (2019) · Advanced Materials · doi:10.1002/adma.201900321 · Cited by 976
Self-citationRecent Advances of Optical Imaging in the Second Near‐Infrared Window
Kenry, K., Duan, Y., & Liu, B. (2018) · Advanced Materials · doi:10.1002/adma.201802394 · Cited by 823
Lifetime-engineered NIR-II nanoparticles unlock multiplexed in vivo imaging
Fan, Y., Wang, P., Lu, Y., Wang, R., Zhou, L., Zheng, X., Li, X., Piper, J. A., & Zhang, F. (2018) · Nature Nanotechnology · doi:10.1038/s41565-018-0221-0 · Cited by 802
FSH Directly Regulates Bone Mass
Sun, L., Peng, Y., Sharrow, A. C., Iqbal, J., Zhang, Z., Papachristou, D. J., Zaidi, S., Zhu, L.-L., Yaroslavskiy, B. B., Zhou, H., et al. (2006) · Cell · doi:10.1016/j.cell.2006.01.051 · Cited by 723
Carr, J. A., Franke, D., Caram, J. R., Perkinson, C. F., Saif, M., Askoxylakis, V., Datta, M., Fukumura, D., Jain, R. K., Bawendi, M. G., et al. (2018) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1718917115 · Cited by 721
Li, B., Lu, L., Zhao, M., Lei, Z., & Zhang, F. (2018) · Angewandte Chemie International Edition · doi:10.1002/anie.201801226 · Cited by 658
A high quantum yield molecule-protein complex fluorophore for near-infrared II imaging
Antaris, A. L., Chen, H., Diao, S., Ma, Z., Zhang, Z., Zhu, S., Wang, J., Lozano, A. X., Fan, Q., Chew, L., et al. (2017) · Nature Communications · doi:10.1038/ncomms15269 · Cited by 623
Self-citationJ -Aggregates of Cyanine Dye for NIR-II in Vivo Dynamic Vascular Imaging beyond 1500 nm
Sun, C., Li, B., Zhao, M., Wang, S., Lei, Z., Lu, L., Zhang, H., Feng, L., Dou, C., Yin, D., et al. (2019) · Journal of the American Chemical Society · doi:10.1021/jacs.9b10043 · Cited by 582
Donor Engineering for NIR-II Molecular Fluorophores with Enhanced Fluorescent Performance
Yang, Q., Hu, Z., Zhu, S., Ma, R., Ma, H., Ma, Z., Wan, H., Zhu, T., Jiang, Z., Liu, W., et al. (2018) · Journal of the American Chemical Society · doi:10.1021/jacs.7b10334 · Cited by 554
Self-citationRecent advances in near-infrared II fluorophores for multifunctional biomedical imaging
Ding, F., Zhan, Y., Lu, X., & Sun, Y. (2018) · Chemical Science · doi:10.1039/c8sc01153b · Cited by 548
Miao, Q., & Pu, K. (2018) · Advanced Materials · doi:10.1002/adma.201801778 · Cited by 541
Anti-quenching NIR-II molecular fluorophores for in vivo high-contrast imaging and pH sensing
Wang, S., Fan, Y., Li, D., Sun, C., Lei, Z., Lu, L., Wang, T., & Zhang, F. (2019) · Nature Communications · doi:10.1038/s41467-019-09043-x · Cited by 510
Rational Design of Molecular Fluorophores for Biological Imaging in the NIR‐II Window
Yang, Q., Ma, Z., Wang, H., Zhou, B., Zhu, S., Zhong, Y., Wang, J., Wan, H., Antaris, A., Ma, R., et al. (2017) · Advanced Materials · doi:10.1002/adma.201605497 · Cited by 467
Self-citationNIR-II nanoprobes in-vivo assembly to improve image-guided surgery for metastatic ovarian cancer
Wang, P., Fan, Y., Lu, L., Liu, L., Fan, L., Zhao, M., Xie, Y., Xu, C., & Zhang, F. (2018) · Nature Communications · doi:10.1038/s41467-018-05113-8 · Cited by 457
A bright organic NIR-II nanofluorophore for three-dimensional imaging into biological tissues
Wan, H., Yue, J., Zhu, S., Uno, T., Zhang, X., Yang, Q., Yu, K., Hong, G., Wang, J., Li, L., et al. (2018) · Nature Communications · doi:10.1038/s41467-018-03505-4 · Cited by 450
Self-citationSheng, Z., Guo, B., Hu, D., Xu, S., Wu, W., Liew, W. H., Yao, K., Jiang, J., Liu, C., Zheng, H., et al. (2018) · Advanced Materials · doi:10.1002/adma.201800766 · Cited by 445
Self-citationSun, H., Zhong, C., & Brédas, J. (2015) · Journal of Chemical Theory and Computation · doi:10.1021/acs.jctc.5b00431 · Cited by 438
Self-citationQian, G., Dai, B., Luo, M., Yu, D., Zhan, J., Zhang, Z., Ma, D., & Wang, Z. Y. (2008) · Chemistry of Materials · doi:10.1021/cm801911n · Cited by 434
Qi, J., Sun, C., Zebibula, A., Zhang, H., Kwok, R. T. K., Zhao, X., Xi, W., Lam, J. W. Y., Qian, J., & Tang, B. Z. (2018) · Advanced Materials · doi:10.1002/adma.201706856 · Cited by 418
Flavylium Polymethine Fluorophores for Near‐ and Shortwave Infrared Imaging
Cosco, E. D., Caram, J. R., Bruns, O. T., Franke, D., Day, R. A., Farr, E. P., Bawendi, M. G., & Sletten, E. M. (2017) · Angewandte Chemie International Edition · doi:10.1002/anie.201706974 · Cited by 415
Traumatic Brain Injury Imaging in the Second Near‐Infrared Window with a Molecular Fluorophore
Zhang, X., Wang, H., Antaris, A. L., Li, L., Diao, S., Ma, R., Nguyen, A., Hong, G., Ma, Z., Wang, J., et al. (2016) · Advanced Materials · doi:10.1002/adma.201600706 · Cited by 386
Self-citationLei, Z., Sun, C., Pei, P., Wang, S., Li, D., Zhang, X., & Zhang, F. (2019) · Angewandte Chemie International Edition · doi:10.1002/anie.201904182 · Cited by 362
Zhu, S., Hu, Z., Tian, R., Yung, B. C., Yang, Q., Zhao, S., Kiesewetter, D. O., Niu, G., Sun, H., Antaris, A. L., et al. (2018) · Advanced Materials · doi:10.1002/adma.201802546 · Cited by 355
Self-citationTao, Z., Hong, G., Shinji, C., Chen, C., Diao, S., Antaris, A. L., Zhang, B., Zou, Y., & Dai, H. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201307346 · Cited by 330
Zhu, S., Yang, Q., Antaris, A. L., Yue, J., Ma, Z., Wang, H., Huang, W., Wan, H., Wang, J., Diao, S., et al. (2017) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1617990114 · Cited by 281
Self-citationHuang, J., Xie, C., Zhang, X., Jiang, Y., Li, J., Fan, Q., & Pu, K. (2019) · Angewandte Chemie International Edition · doi:10.1002/anie.201909560 · Cited by 258
Tao, Z., Hong, G., Shinji, C., Chen, C., Diao, S., Antaris, A. L., Zhang, B., Zou, Y., & Dai, H. (2013) · Angewandte Chemie · doi:10.1002/ange.201307346 · Cited by 239
3D NIR‐II Molecular Imaging Distinguishes Targeted Organs with High‐Performance NIR‐II Bioconjugates
Zhu, S., Herraiz, S., Yue, J., Zhang, M., Wan, H., Yang, Q., Ma, Z., Wang, Y., He, J. H., Antaris, A. L., et al. (2018) · Advanced Materials · doi:10.1002/adma.201705799 · Cited by 216
Self-citationLei, Z., Sun, C., Pei, P., Wang, S., Li, D., Zhang, X., & Zhang, F. (2019) · Angewandte Chemie · doi:10.1002/ange.201904182 · Cited by 209
Sun, H., & Autschbach, J. (2014) · Journal of Chemical Theory and Computation · doi:10.1021/ct4009975 · Cited by 191
Self-citationZhao, M., Li, B., Wang, P., Lu, L., Zhang, Z., Liu, L., Wang, S., Li, D., Wang, R., & Zhang, F. (2018) · Advanced Materials · doi:10.1002/adma.201804982 · Cited by 183
Zhao, M., Wang, R., Li, B., Fan, Y., Wu, Y., Zhu, X., & Zhang, F. (2018) · Angewandte Chemie International Edition · doi:10.1002/anie.201812878 · Cited by 171
Self-citationJiang, Y., & Pu, K. (2018) · Advanced Biosystems · doi:10.1002/adbi.201700262 · Cited by 167
Tian, R., Ma, H., Yang, Q., Wan, H., Zhu, S., Chandra, S., Sun, H., Kiesewetter, D. O., Niu, G., Liang, Y., et al. (2018) · Chemical Science · doi:10.1039/c8sc03751e · Cited by 151
Self-citationWan, H., Ma, H., Zhu, S., Wang, F., Tian, Y., Ma, R., Yang, Q., Hu, Z., Zhu, T., Wang, W., et al. (2018) · Advanced Functional Materials · doi:10.1002/adfm.201804956 · Cited by 120
Self-citationFeng, Y., Zhu, S., Antaris, A. L., Chen, H., Xiao, Y., Lu, X., Jiang, L., Diao, S., Yu, K., Wang, Y., et al. (2017) · Chemical Science · doi:10.1039/c6sc04897h · Cited by 111
Self-citationQian, G., & Wang, Z. Y. (2010) · Canadian Journal of Chemistry · doi:10.1139/v09-157 · Cited by 54
Qian, G., Gao, J. P., & Wang, Z. Y. (2012) · Chemical Communications · doi:10.1039/c2cc32624h · Cited by 36
Hydrocyanines: a versatile family of probes for imaging radical oxidants in vitro and in vivo
Sadlowski, C. M., Maity, S., Kundu, K., & Murthy, N. (2017) · Molecular Systems Design & Engineering · doi:10.1039/c7me00014f · Cited by 30
IR-Luminescent Molecules in Hybrid Materials
Prosposito, P., Casalboni, M., Matteis, F. D., Quatela, A., Glasbeek, M., van Veldhoven, E., & Zhang, H. (2003) · Journal of Sol-Gel Science and Technology · doi:10.1023/a:1020732623656 · Cited by 21
Femtosecond dynamics of IR molecules in hybrid materials
Prosposito, P., Casalboni, M., Matteis, F. D., Glasbeek, M., Quatela, A., van Veldhoven, E., & Zhang, H. (2001) · Journal of Luminescence · doi:10.1016/s0022-2313(01)00353-2 · Cited by 21
Cited by
Sorted by citations
Molecular Engineering of NIR‐II Fluorophores for Improved Biomedical Detection
Lei, Z., & Zhang, F. (2020) · Angewandte Chemie International Edition · doi:10.1002/anie.202007040 · Cited by 699
In vivo NIR-II fluorescence imaging for biology and medicine
Wang, F., Zhong, Y., Bruns, O., Liang, Y., & Dai, H. (2024) · Nature Photonics · doi:10.1038/s41566-024-01391-5 · Cited by 564
Self-citationLiu, Y., Li, Y., Koo, S., Sun, Y., Liu, Y., Liu, X., Pan, Y., Zhang, Z., Du, M., Lu, S., et al. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00553 · Cited by 547
Aggregation-Induced Emission (AIE), Life and Health
Wang, H., Li, Q., Alam, P., Bai, H., Bhalla, V., Bryce, M. R., Cao, M., Chen, C., Chen, S., Chen, X., et al. (2023) · ACS Nano · doi:10.1021/acsnano.3c03925 · Cited by 404
Self-citationThe Chemistry of Organic Contrast Agents in the NIR‐II Window
Mu, J., Xiao, M. W., Shi, Y., Geng, X., Li, H., Yin, Y., & Chen, X. S. (2021) · Angewandte Chemie International Edition · doi:10.1002/anie.202114722 · Cited by 322
Metadata
- Authors
- Ma, H., Liu, C., Hu, Z., Yu, P., Zhu, X., Ma, R., Sun, Z., Zhang, C.-H., Sun, H., Zhu, S., & Liang, Y.
- Affiliations
- Southern University of Science and Technology (CN)
- Shanxi University (CN)
- Department of Materials Science and Engineering, Shenzhen Key Laboratory of Printed Organic Electronics, Southern University of Science and Technology, Shenzhen 518055, China
- Jilin University (CN)
- Corresponding author
- Sun, Haitao
- Zhu, Shoujun
- Liang, Yongye
- ORCID
- Venue
- Chemistry of Materials
- Publisher
- American Chemical Society (ACS)
- Published
- 2020-02-06
- Volume
- 32
- Issue
- 5
- Pages
- 2061-2069
- ISSN
- 0897-4756 (ISSN-L)
- 1520-5002
- OpenAlex
- W3004720768
- Cited by
- 110
- References
- 46
- Citations by year
- 2026: 8 · 2025: 19 · 2024: 15 · 2023: 11 · 2022: 26 · 2021: 18 · 2020: 13
- FWCI
- 6.61
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- Locations
- Chemistry of Materials (publishedVersion)
- Funders
- Science and Technology Commission of Shanghai Municipality (19JC1412200)
- National Natural Science Foundation of China (11727810, 21603074, 21772084, 61720106009)
- Shenzhen San-Ming Project (SZSM201809085)
- Topics
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
- Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Photochemistry and Electron Transfer Studies
- Keywords
- donor-acceptor-donor structure, fluorescence quantum yield, absorption coefficient, fluorescence intensity, bioimaging
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review