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On-chip synthesis and screening of a sialoside library yields a high affinity ligand for Siglec-7.

Abstract：

:The Siglec family of sialic acid-binding proteins are differentially expressed on white blood cells of the immune system and represent an attractive class of targets for cell-directed therapy. Nanoparticles decorated with high-affinity Siglec ligands show promise for delivering cargo to Siglec-bearing cells, but this approach has been limited by a lack of ligands with suitable affinity and selectivity. Building on previous work employing solution-phase sialoside library synthesis and subsequent microarray screening, we herein report a more streamlined 'on-chip' synthetic approach. By printing a small library of alkyne sialosides and subjecting these to 'on-chip' click reactions, the largest sialoside analogue library to date was generated. Siglec-screening identified a selective Siglec-7 ligand, which when displayed on liposomal nanoparticles, allows for targeting of Siglec-7(+) cells in peripheral human blood. In silico docking to the crystal structure of Siglec-7 provides a rationale for the affinity gains observed for this novel sialic acid analogue.

journal_name

ACS Chem Biol

journal_title

ACS chemical biology

authors

Rillahan CD,Schwartz E,Rademacher C,McBride R,Rangarajan J,Fokin VV,Paulson JC

doi

10.1021/cb400125w

subject

Has Abstract

pub_date

2013-07-19 00:00:00

pages

1417-22

issue

7

eissn

1554-8929

issn

1554-8937

journal_volume

8

pub_type

信件

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