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Synthesis of Oligoglucosamine Analogues Containing the N,N,N-Trimethyl-D-glucosaminyl Unit by Automated Electrochemical Assembly (Supporting Information)

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posted on 2023-10-12, 07:12 authored by Md Azadur RAHMAN, Shuji TAKAHASHI, Norihiko SASAKI, Toshiyuki ITOH, Takayuki OHNUMA, Toshiki NOKAMI

Oligosaccharides and polysaccharides containing glucosamine are abundant and essential for many living species, including plants, fungi, insects, and other organisms. TMG-chitotriomycin with the N,N,N-Trimethyl-D-glucosaminyl (TMG) unit shows potent and selective inhibition of insect and fungal GlcNAcases with no inhibition of mammalian and plant GlcNAcases. We have already achieved the total synthesis of TMG-chitotriomycin by automated electrochemical assembly. Thus, we have been interested in synthesis of oligoglucosamine analogues with the TMG unit. Here we synthesized 2- and 3-TMG-chitotriomycin which are analogues of TMG-chitotriomycin and 3-TMG-NAG5 which is a poly N-acetyl glucosamine (PNAG) pentasaccharide analogue.

Funding

Automated synthesis and Functional Evaluation of Oligosaccharides as Biologically Active Middle Molecules

Japan Society for the Promotion of Science

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Innovative electrocatalyst system pioneered by anion radical control

Japan Science and Technology Agency

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History

Corresponding author email address

tnokami@tottori-u.ac.jp

Copyright

© 2023 The Author(s).

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