Analysis of Density-Dependent Binding of Glycans by Lectins Using Carbohydrate Microarrays

作者：Tian Xizhe; Pai Jaeyoung; Shin Injae^*

来源：Chemistry-An Asian Journal, 2012, 7(9): 2052-2060.

DOI：10.1002/asia.201200202

• carbohydrates
• click chemistry
• immobilization
• lectins
• microarrays

To investigate the density-dependent binding of glycans by lectins using carbohydrate microarrays, a number of C-terminal hydrazide-conjugated neoglycopeptides with various valences and different spatial arrangements of the sugar ligands were prepared on a solid support. The synthetic strategy includes (1) assembly of alkyne-linked peptides possessing C-terminal hydrazide on a solid support, (2) coupling of azide-linked, unprotected sugars to the alkyne-linked peptides on the solid support utilizing click chemistry, and (3) release of the neoglycopeptides from the solid support. By using this synthetic methodology, sixty five neoglycopeptides with a valency ranging from 1 to 4 and different spatial arrangements of the carbohydrate ligands were generated. Carbohydrate microarrays were constructed by immobilizing the prepared neoglycopeptides on epoxide-derivatized glass slides and were used to analyze the density-dependent binding of glycans by lectins. The results of binding property determinations show that lectin binding is highly dependent on the surface glycan density.

• 出版日期2012-9