In vivo Click Reaction of Acrolein: Application to In vivo Synthetic Chemistry and Cancer Imaging
| Project/Area Number |
18K14341
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| Research Category |
Grant-in-Aid for Early-Career Scientists
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| Allocation Type | Multi-year Fund |
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| Review Section |
Basic Section 37010:Bio-related chemistry
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| Research Institution | Tokyo Institute of Technology (2020)
Institute of Physical and Chemical Research (2018-2019) |
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Principal Investigator |
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| Project Period (FY) |
2018-04-01 – 2021-03-31
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| Project Status |
Completed (Fiscal Year 2020)
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| Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2020: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2019: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2018: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
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| Keywords | アクロレイン / アリールアジド / 乳がん / 1,3-双極子環化付加 / Acrolein / Phenyl azide / Click reaction / Breast cancer / TAMRA / Intraoperative detection / Imaging / Cancer surgery / Diazo / Cancer / Drug release / がん / クリックケミストリー / イメージング |
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| Outline of Final Research Achievements |
A rapid and accurate intraoperative method to diagnose the presence of breast cancer on the edge of the surgically resected tissues, is highly required. However, the current histological analysis method for determining surgical margins is time-consuming. Other groups have also reported a chemistry-based fluorescent probe that can be activated in cancer lesions. However, most of the methods rely on the time-dependent increase of fluorescence, making it difficult to use in breast-conserving surgery.
Herein, we utilized the azide-acrolein reaction-based method to discriminate breast cancer lesion from the normal breast gland. This method is the first example of an organic synthetic chemistry-based approach that can be used not only to visualize the cancer tissue but also to distinguish morphology of the resected tissue only within a few minutes. The ability to perform chemical reactions with cancer metabolites only at the desired cancer site is highly advantageous for cancer therapy.
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| Academic Significance and Societal Importance of the Research Achievements |
Our method has the potential to become a highly selective margin management method for live tissues. It could be used as a low-cost, and easy-to-perform method for cancer sensing during surgery. The clinical significance of our probe deserves further investigation in hospitals worldwide.
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Report
(4 results)
Research Products
(38 results)
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[Journal Article] Targeted 1,3-dipolar cycloaddition with acrolein for cancer prodrug activation2021
Author(s)
Pradipta, A. R., Ahmadi, P., Terashima, K., Muguruma, K., Fujii, M., Ichino, T., Maeda, S., Tanaka, K.
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Journal Title
Chem. Sci.
Volume: -
Issue: 15
Pages: 5438-5449
DOI
Related Report
Peer Reviewed / Open Access / Int'l Joint Research
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[Journal Article] A strategy for tumor targeting by higher-order glycan pattern recognition: Synthesis and in vitro and in vivo properties of glycoalbumins conjugated with four different N-glycan molecules2020
Author(s)
Smirnov, I., Sibgatullina, R., Urano, S., Tahara, T., Ahmadi, P., Watanabe, Y., Pradipta, A. R., Kurbangalieva, A., Tanaka, K.
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Journal Title
Small
Volume: 16
Issue: 46
Pages: 2004831-2004831
DOI
Related Report
Peer Reviewed / Int'l Joint Research
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[Journal Article] Disease-associated acrolein: A possible diagnostic and therapeutic substrate for in vivo synthetic chemistry2020
Author(s)
Muguruma, K., Pradipta, A. R., Ode, Y., Terashima, K., Michiba, H., Fujii, M., Tanaka, K.
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Journal Title
Bioorg. Med. Chem.
Volume: 28
Issue: 24
Pages: 115831-115831
DOI
Related Report
Peer Reviewed / Int'l Joint Research
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[Journal Article] Facile Access to Optically Active 2,6‐Dialkyl‐1,5‐Diazacyclooctanes2019
Author(s)
Chulakova Dilyara R.、Pradipta Ambara R.、Lodochnikova Olga A.、Kuznetsov Danil R.、Bulygina Kseniya S.、Smirnov Ivan S.、Usachev Konstantin S.、Latypova Liliya Z.、Kurbangalieva Almira R.、Tanaka Katsunori
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Journal Title
Chemistry - An Asian Journal
Volume: 14
Issue: 22
Pages: 4048-4054
DOI
Related Report
Peer Reviewed / Open Access / Int'l Joint Research
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[Journal Article] Poster Abstracts I2019
Author(s)
Tomonori Tanei, Ambara R. Pradipta, Koji Morimoto, Motoko Fujii, Jun-ichiro Ikeda, Eiichi Morii, Shinzaburo Noguchi, Koichi Tanaka,
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Journal Title
The Breast
Volume: 44
Pages: S15-S78
DOI
Related Report
Peer Reviewed / Int'l Joint Research
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[Journal Article] Poster Abstract2018
Author(s)
Ambara R. Pradipta, Elena Saigitbatalova, Almira Kurbangalieva, Katsunori Tanaka
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Journal Title
European Journal of Clinical Investigation
Volume: 48
Issue: S1
Pages: 219-219
DOI
Related Report
Peer Reviewed / Int'l Joint Research
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[Presentation] 実臨床合成化学：乳癌の術中断端迅速診断2018
Author(s)
Ambara R. Pradipta, Tomonori Tanei, Motoko Fujii, Koji Morimoto, Shinzaburo Noguchi, Katsunori Tanaka
Organizer
第12回バイオ関連化学シンポジウム
Related Report
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