Recent Advances in the Application of Glycan-Modified Self-Assembled Monolayers.

Glycans have many important roles in human health and disease in processes such as infection, fertilization, cellular development, cellular adhesion, cancer metastasis and immune system response. The presentation of glycan structures on surfaces for screening of their interaction with protein binding partners, interactions with individual cells, and development of bioassays is an actively developing field. Self-assembled monolayers (SAMs) of glycan terminated alkanethiols on gold have found application in many of these areas. Additionally, more complex structures such as glycan modified polymers on gold surfaces have provided new routes for multivalent glycan presentation. Glycans have also been conjugated to monolayers formed on other useful substrates such as glass or silicon wafers. SAMs have been formed both by direct immobilization of glycan terminated alkanethiols and by conjugation of glycans to pre-formed SAMs with reactive terminal groups. The structure of the SAMs has been characterized using a range of methods including surface spectroscopy, scanning probe microscopy, and electrochemical methods. The binding of proteins to these SAMs has been followed using methods including surface plasmon resonance and electrochemical techniques such as impedance spectroscopy. In this chapter, we will seek to review the recent literature concerning SAMs containing terminal glycans, with a focus on their biomolecular interactions. The applications of these glycan-modified SAMs to the screening and study of protein and cellular binding and to biosensor and assay development will be reviewed.