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Precision Molecular Transformation Chemistry Lab
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The lab develops reactions that modify only targeted positions on sugars.
AboutAbout the lab
Directly remodeling sugars at exactly the targeted position
The Precision Molecular Transformation Chemistry Lab studied reactions that chemically modify only targeted positions in sugar molecules.
As a cooperative graduate school of the Degree Program in Chemistry, the lab was based at the Tsukuba Center of the National Institute of Advanced Industrial Science and Technology (AIST).
Because sugars have multiple hydroxyl groups in a single molecule, conventional synthesis and modification required cumbersome processes of repeated protection and deprotection.
The lab developed methods that distinguish and modify specific hydroxyl groups or specific sugars without using protecting groups, and carried out research aiming at technologies that support glycan research and medicinal chemistry.
Key terms
- Hydroxyl group
- A group that a sugar has several of within a single molecule. Because of this, synthesizing or modifying sugars required protection and deprotection steps
- Glycoprotein
- A protein to which glycans are attached. Most proteins are in this form, and they carry out a wide variety of biological functions
- Protecting group
- A group that has been used in the synthesis and modification of sugars. Its use required cumbersome processes of repeated protection and deprotection
ResearchResearch themes
To understand and control biological phenomena involving sugars, chemically pure sugar-related compounds must be synthesized with precision. The lab developed methods for selectively modifying specific sites of glycans, and carried out research aiming to broaden protecting-group-free synthetic methodology.
*Illustrative imageMolecular transformations that distinguish hydroxyl groups
The lab developed a method for catalytically acylating only glucose even from a mixture of sugars, and a silylation that selects specific positions on a sugar. The reactions were applied to caging of bioactive sugars, and through collaborative research were extended to a way of controlling the function of glycans on the cell surface.
Linking sugars and peptides with radicals
The lab developed a reaction that generates radicals from unprotected sugars to form a structure in which a sugar is linked to asparagine, and showed that it also works on sugar-linked peptides. Developing this reaction into the semisynthesis of natural-type glycoproteins, the lab carried out research aiming to easily build libraries that bring together diverse glycoproteins.
MembersFaculty
- Associate ProfessorYoshihiro Ueda
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Report an errorAbout the images
The top and research theme images are illustrative and were not taken at the lab. They are cropped from Wikimedia Commons images. Cropped CC BY-SA images are provided under the same CC BY-SA license as the original (version shown on each line).
- Top image: “Polarimeter in Bureau of Chemistry Carbohydrate Laboratory - DPLA - 8fe7c3af72da9f4a6a2bd853258f5701” United States. Food and Drug Administration / Public domain (cropped)
- Molecular transformations that distinguish hydroxyl groups: “Hydroxyl Paint” Riccio / CC BY-SA 3.0 (cropped)
- Related lab (無機反応化学): “Winkler Titration Prior Titration” Original uploader was Willwood at en.wikipedia / CC BY-SA 3.0 (cropped)
- Related lab (無機合成化学): “Pigments in test tubes in UCL Chemistry - London, United Kingdom” UCL Mathematical and Physical Sciences from London, UK / CC BY 2.0 (cropped)
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