A “breathing” dendritic molecule—conformational fluctuation induced by external stimuli
Abstract
A series of PAMAM dendrimers peripherally modified with tetraphenylethylene (TPE), a typical chromophore with emission enhancement in aggregate, were synthesized (D0–D4). The dendrimers are molecularly dissolved in toluene, a selective solvent. The intramolecular rotation of TPE is depressed by the restrained conformation caused by the congested packing periphery in higher generation dendrimers (D2–D4), which results in a remarkable emission enhancement. The fluorescence quantum yield increases more than 10-fold in D3 and D4 dendrimers compared with a model compound. Furthermore, the emission intensity of dendrimers can be tuned by changing the temperature or solvent conditions, which alters the conformational confinement. Unimolecular spheres with multiple chromophores and conformation-controlled emission are reminiscent of proteins with modulated sizes and photofunctions. Developing these dendritic systems will promote the research of multi-functionalized chromophores and lead to their potential applications in biomimics and sensors.
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
Cites
Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole
Luo, J., Xie, Z., Lam, J. W. Y., Cheng, L., Tang, B. Z., Chen, H., Qiu, C., Kwok, H. S., Zhan, X., Liu, Y., et al. (2001) · Chemical Communications · doi:10.1039/b105159h · Cited by 8,358 · see citing works
Hong, Y., Lam, J. W. Y., & Tang, B. Z. (2011) · Chemical Society Reviews · doi:10.1039/c1cs15113d · Cited by 6,363 · see citing works
About Dendrimers: Structure, Physical Properties, and Applications
Bosman, A. W., Janssen, H. M., & Meijer, E. W. (1999) · Chemical Reviews · doi:10.1021/cr970069y · Cited by 2,344 · see citing works
Enhanced Emission and Its Switching in Fluorescent Organic Nanoparticles
An, B., Kwon, S., Jung, S.-D., & Park, S. Y. (2002) · Journal of the American Chemical Society · doi:10.1021/ja0269082 · Cited by 1,952 · see citing works
Astruc, D., Boisselier, É., & Ornelas, C. (2010) · Chemical Reviews · doi:10.1021/cr900327d · Cited by 1,842 · see citing works
Convergent Dendrons and Dendrimers: from Synthesis to Applications
Grayson, S. M., & Fréchet, J. M. J. (2001) · Chemical Reviews · doi:10.1021/cr990116h · Cited by 1,619 · see citing works
Kwon, J. E., & Park, S. Y. (2011) · Advanced Materials · doi:10.1002/adma.201102046 · Cited by 1,234 · see citing works
Encapsulation of Guest Molecules into a Dendritic Box
Jansen, J. F. G. A., den Berg, E. M. M. D. B., & Meijer, E. W. (1994) · Science · doi:10.1126/science.266.5188.1226 · Cited by 1,168 · see citing works
Discovery of dendrimers and dendritic polymers: A brief historical perspective*
Tomalia, D. A., & Fréchet, J. M. J. (2002) · Journal of Polymer Science Part A Polymer Chemistry · doi:10.1002/pola.10301 · Cited by 914 · see citing works
Wang, M., Zhang, G., Zhang, D., Zhu, D., & Tang, B. Z. (2010) · Journal of Materials Chemistry · doi:10.1039/b921610c · Cited by 853 · see citing works
Adronov, A., & Fréchet, J. M. J. (2000) · Chemical Communications · doi:10.1039/b005993p · Cited by 649 · see citing works
Wang, J., Mei, J., Hu, R., Sun, J. Z., Qin, A., & Tang, B. Z. (2012) · Journal of the American Chemical Society · doi:10.1021/ja208883h · Cited by 593 · see citing works
Specific Detection of d -Glucose by a Tetraphenylethene-Based Fluorescent Sensor
Liu, Y., Deng, C., Tang, L., Qin, A., Hu, R., Sun, J. Z., & Tang, B. Z. (2010) · Journal of the American Chemical Society · doi:10.1021/ja107086y · Cited by 582 · see citing works
A Rapid Aqueous Fluoride Ion Sensor with Dual Output Modes
Hu, R., Feng, J., Hu, D., et al. (2010) · Angewandte Chemie International Edition · doi:10.1002/anie.201000790 · Cited by 548 · see citing works
Tong, H., Hong, Y., Dong, Y. Q., Häußler, M., Lam, J. W. Y., Li, Z., Guo, Z., Guo, Z., & Tang, B. Z. (2006) · Chemical Communications · doi:10.1039/b608425g · Cited by 541 · see citing works
Structure of PAMAM Dendrimers: Generations 1 through 11
Maiti, P. K., Çağın, T., Wang, G., et al. (2004) · Macromolecules · doi:10.1021/ma035629b · Cited by 526 · see citing works
Hawker, C. J., Wooley, K. L., & Fréchet, J. M. J. (1993) · Journal of the Chemical Society Perkin Transactions 1 · doi:10.1039/p19930001287 · Cited by 515 · see citing works
Lim, S., An, B., Jung, S.-D., Chung, M., & Park, S. Y. (2004) · Angewandte Chemie International Edition · doi:10.1002/anie.200461172 · Cited by 491 · see citing works
Dendrimer Porphyrins and Phthalocyanines
Li, W., & Aida, T. (2009) · Chemical Reviews · doi:10.1021/cr900186c · Cited by 306 · see citing works
Lee, I., Athey, B. D., Wetzel, A. W., et al. (2002) · Macromolecules · doi:10.1021/ma010354q · Cited by 280 · see citing works
Energy Dissipation in Multichromophoric Single Dendrimers
Schryver, F. C. D., Vosch, T., Cotlet, M., der Auweraer, M. V., Müllen, K., & Hofkens, J. (2004) · Accounts of Chemical Research · doi:10.1021/ar040126r · Cited by 273 · see citing works
Wang, M., Gu, X., Zhang, G., Zhang, D., & Zhu, D. (2009) · Analytical Chemistry · doi:10.1021/ac9002722 · Cited by 251 · see citing works
Peptide Dendrimers as Artificial Enzymes, Receptors, and Drug-Delivery Agents
Darbre, T., & Reymond, J. (2006) · Accounts of Chemical Research · doi:10.1021/ar050203y · Cited by 250 · see citing works
Cytophilic Fluorescent Bioprobes for Long‐Term Cell Tracking
Yu, Y., Feng, C., Hong, Y., Liu, J., Chen, S., Ng, K. M., Luo, K. Q., & Tang, B. Z. (2011) · Advanced Materials · doi:10.1002/adma.201101714 · Cited by 246 · see citing works
Chan, C. Y. K., Zhao, Z., Lam, J. W. Y., Liu, J., Chen, S., Lü, P., Mahtab, F., Chen, X., Sung, H. H. Y., Kwok, H. S., et al. (2011) · Advanced Functional Materials · doi:10.1002/adfm.201102030 · Cited by 212 · see citing works
Cascade energy transfer in a conformationally mobile multichromophoric dendrimer
Serin, J. M., Brousmiche, D. W., & Fréchet, J. M. J. (2002) · Chemical Communications · doi:10.1039/b207905d · Cited by 201 · see citing works
Chen, W., Tomalia, D. A., & Thomas, J. L. (2000) · Macromolecules · doi:10.1021/ma000791p · Cited by 186 · see citing works
Dual‐Mode Switching in Highly Fluorescent Organogels: Binary Logic Gates with Optical/Thermal Inputs
Chung, J. W., Yoon, S., Lim, S., et al. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200902777 · Cited by 170 · see citing works
Liang, C. O., & Fréchet, J. M. J. (2005) · Progress in Polymer Science · doi:10.1016/j.progpolymsci.2005.01.004 · Cited by 144 · see citing works
de Visser, S. P., Ogliaro, F., Sharma, P. K., & Shaik, S. S. (2002) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20020603)41:11 · Cited by 144 · see citing works
Dendrimers in medicine and biotechnology new molecular tools
Boas, U., Christensen, J. B., & Heegaard, P. M. H. (2006) · Cited by 116 · see citing works
A Highly Selective Fluorescent Chemosensor for K+ from a Bis-15-Crown-5 Derivative
Xia, W., Schmehl, R. H., & Li, C. (1999) · Journal of the American Chemical Society · doi:10.1021/ja984462c · Cited by 106 · see citing works
Effect of Solvent Quality on the Molecular Dimensions of PAMAM Dendrimers
Topp, A., Bauer, B. J., Tomalia, D. A., et al. (1999) · Macromolecules · doi:10.1021/ma9901240 · Cited by 105 · see citing works
Oligomeric Cholates: Amphiphilic Foldamers with Nanometer-Sized Hydrophilic Cavities
Zhao, Y., & Zhong, Z. (2005) · Journal of the American Chemical Society · doi:10.1021/ja056151p · Cited by 97 · see citing works
Zeng, Y. P., Li, Y., Li, M., Yang, G., & Li, Y. (2009) · Journal of the American Chemical Society · doi:10.1021/ja902998g · Cited by 93 · see citing works
Self-citationSolvent-Dependent Swelling of Poly(amido amine) Starburst Dendrimers
Stechemesser, S., & Eimer, W. (1997) · Macromolecules · doi:10.1021/ma9614914 · Cited by 88 · see citing works
Hu, R., Li, S., Zeng, Y. P., Chen, J., Wang, S., Li, Y., & Yang, G. (2010) · Physical Chemistry Chemical Physics · doi:10.1039/c0cp01181a · Cited by 88 · see citing works
Self-citationLee, H., Baker, J. R., & Larson, R. G. (2006) · The Journal of Physical Chemistry B · doi:10.1021/jp056148s · Cited by 86 · see citing works
Bioinspired molecular design of functional dendrimers
Jiang, D., & Aida, T. (2005) · Progress in Polymer Science · doi:10.1016/j.progpolymsci.2005.01.010 · Cited by 80 · see citing works
Dendrimers: A Mimic Natural Light‐Harvesting System
Zeng, Y. P., Li, Y., Chen, J., et al. (2010) · Chemistry - An Asian Journal · doi:10.1002/asia.200900653 · Cited by 73 · see citing works
Self-citationSolvent Dependence of the Hydrodynamical Volume of Dendrimers with a Rubicene Core
Backer, S. D., Prinzie, Y., Verheijen, W., et al. (1998) · The Journal of Physical Chemistry A · doi:10.1021/jp9734336 · Cited by 70 · see citing works
Energy Transfer within Zn-Porphyrin Dendrimers: Study of the Singlet−Singlet Annihilation Kinetics
Larsen, J., Brüggemann, B., Polı́vka, T., et al. (2005) · The Journal of Physical Chemistry A · doi:10.1021/jp053514z · Cited by 68 · see citing works
Effect of solvent-controlled aggregation on the intrinsic emission properties of PAMAM dendrimers
Jasmine, M. J., Kavitha, M., & Prasad, E. (2008) · Journal of Luminescence · doi:10.1016/j.jlumin.2008.12.005 · Cited by 53 · see citing works
Bioluminescence and Its Impact on Bioanalysis
Scott, D. F., Dikici, E., Ensor, M., et al. (2011) · Annual Review of Analytical Chemistry · doi:10.1146/annurev-anchem-061010-113855 · Cited by 48 · see citing works
Cho, H., & Zhao, Y. (2010) · Journal of the American Chemical Society · doi:10.1021/ja103694p · Cited by 38 · see citing works
Structural Induced Control of Energy Transfer within Zn(II)−Porphyrin Dendrimers
Larsen, J., Brüggemann, B., Khoury, T. H., et al. (2007) · The Journal of Physical Chemistry A · doi:10.1021/jp070545g · Cited by 33 · see citing works
Lor, M., De, R., Jordens, S., et al. (2001) · The Journal of Physical Chemistry A · doi:10.1021/jp012310p · Cited by 33 · see citing works
Poly(amidoamine) dendrimers with phenyl shells: fluorescence and aggregation behavior
Wang, B.-B., Zhang, X., Jia, X., et al. (2004) · Polymer · doi:10.1016/j.polymer.2004.10.015 · Cited by 16 · see citing works
Au, J. T., González, L., Chen, C., Serganova, I. S., & Fong, Y. (2012) · Annals of Surgical Oncology · doi:10.1245/s10434-012-2313-7 · Cited by 12 · see citing works
Role of Solvent and Dendritic Architecture on the Redox Core Encapsulation
Pani, R. C., & Yingling, Y. G. (2012) · The Journal of Physical Chemistry A · doi:10.1021/jp304253g · Cited by 7 · see citing works
Flagged first, then by citations
Cited by
Sorted by citations
Aggregation-Induced Emission: Together We Shine, United We Soar!
Mei, J., Leung, N. L. C., Kwok, R. T. K., Lam, J. W. Y., & Tang, B. Z. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00263 · Cited by 8,270 · see citing works
Barman, D., Narang, K., Parui, R., Zehra, N., Khatun, M. N., Adil, L. R., & Iyer, P. K. (2022) · Aggregate · doi:10.1002/agt2.172 · Cited by 113 · see citing works
- Authors
- Zeng, Y., Li, P., Liu, X., Yu, T., Chen, J., Yang, G., & Li, Y.
- Affiliations
- Chinese Academy of Sciences (CN)
- Corresponding author
- Zeng, Yi
- Yang, Guoqiang
- Li, Yi
- Venue
- Polym. Chem.
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2014-07-07
- Volume
- 5
- Issue
- 20
- Pages
- 5978-5984
- ISSN
- 1759-9954 (ISSN-L)
- 1759-9962
- OpenAlex
- W2066961248
- Cited by
- 22
- References
- 50
- Citations by year
- 2024: 1 · 2022: 1 · 2021: 4 · 2020: 4 · 2019: 3 · 2018: 3 · 2017: 2 · 2016: 1 · 2015: 3
- FWCI
- 1.40
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Polymer Chemistry (publishedVersion)
- Funders
- National Natural Science Foundation of China
- Chinese Academy of Sciences
- National Key Research and Development Program of China
- Topics
- Physical Sciences › Materials Science › Polymers and Plastics › Dendrimers and Hyperbranched Polymers
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Physical Sciences › Chemistry › Organic Chemistry › Supramolecular Chemistry and Complexes
- Keywords
- PAMAM dendrimers, tetraphenylethylene, internal rotation, fluorescence enhancement, aggregation-induced emission, temperature-dependent emission, solvent-dependent emission, dendrimer generation, biomimetic systems, sensors
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