“Cap-Tag”—Novel Methods for the Rapid Purification of Oligosaccharides Prepared by Automated Solid-Phase Synthesis Financial support from the donors of the Petroleum Research Fund, administered by the ACS (ACS-PRF 34649-G1), Merck (Predoctoral Fellowship for E.R.P.), Boehringer-Ingelheim (Predoctoral Fellowship for E.R.P.), and the NIH (Biotechnology Training Grant for M.C.H.) is gratefully acknowledged. Funding for the MIT-DCIF Inova 501 was provided by the NSF (Award CHE-9808061). Funding for the MIT-DCIF Avance (DPX) 400 was provided by the NIH (Award 1S10RR13886-01). We thank Silicycle (Quebec City, Canada) for the generous gift of fluorous silica gel and isocyanate silica gel scavenger resin. We thank Dr. O. Plante for helpful discussions and help with the automated oligosaccharide synthesizer.

Emma R. Palmacci, Michael C. Hewitt, Peter H. Seeberger

Angewandte Chemie International Edition · 2001 · 88 citations · 0 references

Abstract

React or get capped and tagged! Two capping reagents, designated A-Tag and F-Tag, mark unconverted oligosaccharides during automated synthesis for simple separation from the desired products. A-Tagged molecules are removed by an isocyanate scavenger resin after reduction to the amine, and those with an F-tag by filtration through fluorous silica gel. R=oligosaccharide. Supporting information for this article is available on the WWW under http://www.angewandte.com or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.