Method for producing activated sugar chain derivative and activated sugar chain derivative produced therefrom
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United States of America Patent
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Jan 30, 2018
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app pub date -
Apr 17, 2014
filing date -
Apr 19, 2013
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Abstract
When manufacturing a sugar chain compound having an activating group, there was a problem with the ammonium carbonate method that is the conventional technology that during the process of introducing an amino group at the reducing terminal of the sugar chain, the unit sugar located at the reducing terminal of the sugar chain is subjected to ring-opening, thus causing a mixture of α and β anomers to be produced. The present invention provides a method for manufacturing a sugar chain compound having an activating group with high β selectivity using a compound having a sugar chain asparagine structure as the source material by cleaving the sugar chain from the sugar chain peptide so that the reducing terminal of the sugar chain and the nitrogen atom derived from the asparagine side chain will remain in a bound state, and introducing an activating group to said nitrogen atom while retaining not only the covalent bond between the reducing terminal of said sugar chain and said nitrogen atom but also the β configuration. A novel sugar chain compound which is a β anomer and has an activating group is also provided as a compound of the present invention.
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