Abstract
Unnatural chemically modified nucleotide sugars UDP-4-N3-GlcNAc and UDP-4-N3-GalNAc were chemically synthesized for the first time. These unnatural UDP sugar products were then tested for incorporation into hyaluronan, heparosan, or chondroitin using polysaccharide synthases. UDP-4-N3-GlcNAc served as a chain termination substrate for hyaluronan or heparosan synthases; the resulting 4-N3-GlcNAc-terminated hyaluronan and heparosan were then successfully conjugated with Alexa Fluor 488 DIBO alkyne, demonstrating that this approach is generally applicable for labeling and detection of suitable glycosaminoglycans.
Original language | English |
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Pages (from-to) | 9910-9915 |
Number of pages | 6 |
Journal | Journal of Organic Chemistry |
Volume | 82 |
Issue number | 18 |
DOIs | |
State | Published - 15 Sep 2017 |
Externally published | Yes |