Supporting Information
| Supporting Information File 1: Experimental details of electrochemical glycosylation, global deprotection, and NMR spectra of unknown compounds. | ||
| Format: PDF | Size: 2.2 MB | Download |
Cite the Following Article
Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block
Yuta Isoda, Norihiko Sasaki, Kei Kitamura, Shuji Takahashi, Sujit Manmode, Naoko Takeda-Okuda, Jun-ichi Tamura, Toshiki Nokami and Toshiyuki Itoh
Beilstein J. Org. Chem. 2017, 13, 919–924.
https://doi.org/10.3762/bjoc.13.93
How to Cite
Isoda, Y.; Sasaki, N.; Kitamura, K.; Takahashi, S.; Manmode, S.; Takeda-Okuda, N.; Tamura, J.-i.; Nokami, T.; Itoh, T. Beilstein J. Org. Chem. 2017, 13, 919–924. doi:10.3762/bjoc.13.93
Download Citation
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window
below.
Citation data in RIS format can be imported by all major citation management software, including EndNote,
ProCite, RefWorks, and Zotero.
Presentation Graphic
| Picture with graphical abstract, title and authors for social media postings and presentations. | ||
| Format: PNG | Size: 212.1 KB | Download |
Citations to This Article
Up to 20 of the most recent references are displayed here.
Scholarly Works
- Tortajada, P. J.; Lundberg, H. Electrochemical strategies for selective carbohydrate scaffold modification. Tetrahedron 2025, 185, 134814. doi:10.1016/j.tet.2025.134814
- Kashiwagi, G. A.; Demchenko, A. V. Enhanced experimental set-up for HPLC-based automated synthesis and purification of carbohydrate building blocks. Carbohydrate research 2025, 555, 109554. doi:10.1016/j.carres.2025.109554
- Endo, H.; Sun, Y.-C.; Sasaki, N.; Nokami, T. Recent advancements in synthesis of cyclic oligosaccharides. Chemical communications (Cambridge, England) 2025, 61, 4483–4494. doi:10.1039/d4cc04877f
- Suri, J.; Gilmour, R. Expediting Glycospace Exploration: Therapeutic Glycans via Automated Synthesis. Angewandte Chemie (International ed. in English) 2025, 64, e202422766. doi:10.1002/anie.202422766
- Suri, J.; Gilmour, R. Expediting Glycospace Exploration: Therapeutic Glycans via Automated Synthesis. Angewandte Chemie 2025, 137. doi:10.1002/ange.202422766
- Ferry, A.; Gallier, F.; Gonzalez, S.; Lubin-Germain, N.; Soter de Mariz e Miranda, L.; Uziel, J. Enabling technologies applied to glycosylation. Carbohydrate Chemistry; Royal Society of Chemistry, 2024; pp 44–72. doi:10.1039/bk9781837672844-00044
- Kashiwagi, G. A.; Petrosilli, L.; Escopy, S.; Lay, L.; Stine, K. J.; De Meo, C.; Demchenko, A. V. HPLC-Based Automated Synthesis and Purification of Carbohydrates. Chemistry (Weinheim an der Bergstrasse, Germany) 2024, 30, e202401214. doi:10.1002/chem.202401214
- Li, J.; Zhang, Y.; Hu, Z.; Ye, J.; Cao, H. Chemoenzymatic Synthesis of N,N,N‐Trimethyl‐D‐Glucosamine Chitotriomycin and Its Analogues. Chinese Journal of Chemistry 2024, 42, 2293–2298. doi:10.1002/cjoc.202400345
- RAHMAN, M. A.; TAKAHASHI, S.; SASAKI, N.; ITOH, T.; OHNUMA, T.; NOKAMI, T. Synthesis of Oligoglucosamine Analogues Containing the N,N,N-Trimethyl-d-glucosaminyl Unit by Automated Electrochemical Assembly. Electrochemistry 2023, 91, 112013. doi:10.5796/electrochemistry.23-67089
- Hatch, C. E.; Chain, W. J. Electrochemically Enabled Total Syntheses of Natural Products. ChemElectroChem 2023, 10. doi:10.1002/celc.202300140
- Rahman, M. A.; Kuroda, K.; Endo, H.; Sasaki, N.; Hamada, T.; Sakai, H.; Nokami, T. Synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides. Beilstein journal of organic chemistry 2022, 18, 1133–1139. doi:10.3762/bjoc.18.117
- Escopy, S.; Singh, Y.; Stine, K. J.; Demchenko, A. V. HPLC-Based Automated Synthesis of Glycans in Solution. Chemistry (Weinheim an der Bergstrasse, Germany) 2022, 28, e202201180. doi:10.1002/chem.202201180
- Endo, H.; Rahman, M. A.; Nokami, T. A Sugar Machine. Sustainable and Functional Redox Chemistry; The Royal Society of Chemistry, 2022; pp 80–98. doi:10.1039/9781839164828-00080
- Zhang, Y.; Xiao, G. Chemical synthesis of TMG-chitotriomycin. Journal of Carbohydrate Chemistry 2021, 40, 327–338. doi:10.1080/07328303.2021.2009504
- Karak, M.; Haldar, A.; Torikai, K. Current Tools for Chemical Glycosylation: Where Are We Now?. Trends in Glycoscience and Glycotechnology 2021, 33, E115–E123. doi:10.4052/tigg.2014.7e
- Milandip, K.; Animeshchandra, H.; 浩平, 鳥. 化学的グリコシル化のための最新ツール:我々は、今どこまで来ているか?. Trends in Glycoscience and Glycotechnology 2021, 33, J115–J123. doi:10.4052/tigg.2014.7j
- Yano, K.; Sasaki, N.; Itoh, T.; Nokami, T. Synthesis of Oligosaccharides of Glucosamine by Automated Electrochemical Assembly. Journal of Synthetic Organic Chemistry, Japan 2021, 79, 839–848. doi:10.5059/yukigoseikyokaishi.79.839
- Rahman, A.; Yano, K.; Manmode, S.; Isoda, Y.; Sasaki, N.; Itoh, T.; Nokami, T. Electrochemical Synthesis of Oligosaccharides as Middle-Sized Molecules. Middle Molecular Strategy; Springer Singapore, 2021; pp 127–137. doi:10.1007/978-981-16-2458-2_8
- Shibuya, A.; Nokami, T. Electrochemical Assembly for Synthesis of Middle-Sized Organic Molecules. Chemical record (New York, N.Y.) 2021, 21, 2389–2396. doi:10.1002/tcr.202100085
- He, H.; Xu, L.; Sun, R.; Zhang, Y.; Huang, Y.; Chen, Z.; Li, P.; Yang, R.; Xiao, G. An orthogonal and reactivity-based one-pot glycosylation strategy for both glycan and nucleoside synthesis: access to TMG-chitotriomycin, lipochitooligosaccharides and capuramycin. Chemical science 2021, 12, 5143–5151. doi:10.1039/d0sc06815b