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Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure
Novel 10π-electron cyclic amidines with excellent fluorescence properties were synthesized by a general and efficient 6π-electrocyclic ring closure of ketenimine and imine starting from N-sulfonyl triazoles and arylamines. The photophysical properties of cyclic amidine fluorophores have been studied...
| Autores principales: | , , , , , , , , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
The Royal Society of Chemistry
2020
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8152618/ https://www.ncbi.nlm.nih.gov/pubmed/34094046 http://dx.doi.org/10.1039/d0sc00798f |
| _version_ | 1783698631387250688 |
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| author | Li, Guofeng Zhao, Man Xie, Junqiu Yao, Ying Mou, Lingyun Zhang, Xiaowei Guo, Xiaomin Sun, Wangsheng Wang, Zheng Xu, Jiecheng Xue, Jianzhong Hu, Tao Zhang, Ming Li, Min Hong, Liang |
| author_facet | Li, Guofeng Zhao, Man Xie, Junqiu Yao, Ying Mou, Lingyun Zhang, Xiaowei Guo, Xiaomin Sun, Wangsheng Wang, Zheng Xu, Jiecheng Xue, Jianzhong Hu, Tao Zhang, Ming Li, Min Hong, Liang |
| author_sort | Li, Guofeng |
| collection | PubMed |
| description | Novel 10π-electron cyclic amidines with excellent fluorescence properties were synthesized by a general and efficient 6π-electrocyclic ring closure of ketenimine and imine starting from N-sulfonyl triazoles and arylamines. The photophysical properties of cyclic amidine fluorophores have been studied in detail and have shown good properties of a large Stokes shift, pH insensitivity, low cytotoxicity and higher photostability, which have great potential for biological imaging. Furthermore, this novel fluorophore was successfully applied to the localization of the NK-1 receptor in living systems. |
| format | Online Article Text |
| id | pubmed-8152618 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2020 |
| publisher | The Royal Society of Chemistry |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-81526182021-06-03 Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure Li, Guofeng Zhao, Man Xie, Junqiu Yao, Ying Mou, Lingyun Zhang, Xiaowei Guo, Xiaomin Sun, Wangsheng Wang, Zheng Xu, Jiecheng Xue, Jianzhong Hu, Tao Zhang, Ming Li, Min Hong, Liang Chem Sci Chemistry Novel 10π-electron cyclic amidines with excellent fluorescence properties were synthesized by a general and efficient 6π-electrocyclic ring closure of ketenimine and imine starting from N-sulfonyl triazoles and arylamines. The photophysical properties of cyclic amidine fluorophores have been studied in detail and have shown good properties of a large Stokes shift, pH insensitivity, low cytotoxicity and higher photostability, which have great potential for biological imaging. Furthermore, this novel fluorophore was successfully applied to the localization of the NK-1 receptor in living systems. The Royal Society of Chemistry 2020-03-13 /pmc/articles/PMC8152618/ /pubmed/34094046 http://dx.doi.org/10.1039/d0sc00798f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
| spellingShingle | Chemistry Li, Guofeng Zhao, Man Xie, Junqiu Yao, Ying Mou, Lingyun Zhang, Xiaowei Guo, Xiaomin Sun, Wangsheng Wang, Zheng Xu, Jiecheng Xue, Jianzhong Hu, Tao Zhang, Ming Li, Min Hong, Liang Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure |
| title | Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure |
| title_full | Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure |
| title_fullStr | Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure |
| title_full_unstemmed | Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure |
| title_short | Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure |
| title_sort | efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure |
| topic | Chemistry |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8152618/ https://www.ncbi.nlm.nih.gov/pubmed/34094046 http://dx.doi.org/10.1039/d0sc00798f |
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