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ID 70007
Author
Hanaya, Tadashi Department of Chemistry, Faculty of Science, Okayama University Kaken ID publons researchmap
Maeda, Yuta Department of Chemistry, Faculty of Science, Okayama University
Ejiri, Kazumasa Department of Chemistry, Faculty of Science, Okayama University
Abstract
The first total synthesis and structural identification of cyanopterin, a pterin glycoside isolated from the cyanobacterium Synechocystis sp. PCC 6803, has been accomplished. The synthesis was achieved by convergent coupling of three key derivatives: d-glucuronate, d-galactose, and 6-hydroxymethylpterin. An α-selective glycosylation enabled efficient construction of the glucuronate–galactose disaccharide, while subsequent β-exclusive glycosylation with the 6-hydroxymethylpterin derivative furnished the desired pterin–disaccharide glycoside. Final deprotection provided cyanopterin in its natural form, allowing confirmation of its precise structure.
Keywords
Pterin glycoside
6-Hydroxymethylpterin
Structural identification
Glycosylation
Cyanopterin
Note
© 2025 Elsevier Ltd. This manuscript version is made available under the CC-BY-NC-ND 4.0 license https://creativecommons.org/licenses/by-nc-nd/4.0/
This fulltext file will be available in Oct. 2027.
Published Date
2025-12
Publication Title
Carbohydrate Research
Volume
volume558
Publisher
Elsevier BV
Start Page
109710
ISSN
0008-6215
NCID
AA00598932
Content Type
Journal Article
language
English
OAI-PMH Set
岡山大学
Copyright Holders
© 2025 Elsevier Ltd.
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isVersionOf https://doi.org/10.1016/j.carres.2025.109710
License
https://creativecommons.org/licenses/by-nc-nd/4.0/