Cap-and-tag solid phase oligosaccharide synthesis.
A new "cap-and-tag" strategy is applied to solid phase oligosaccharide synthesis. Acetyl-capping and fluorous-tagging allowed for the facile separation of the desired F-tagged oligosaccharide from the acetyl-capped deletion sequences using fluorous solid phase extraction. To illustrate this approach, a protected Glc-beta-(1-->6)-Man-alpha-(1-->6)-Glc-beta-1-->pentenyl trisaccharide was synthesized.
Carrel
Frédéric R
FR
Laboratory of Organic Chemistry, Swiss Federal Institute of Technology (ETH) Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, Switzerland.
Seeberger
Peter H
PH
D000107:Acetylation; D002240:Carbohydrate Sequence; D005947:Glucose / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis; D006031:Glycosylation; D008358:Mannose / Q000737:chemistry; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*
D006027:Glycosides; D009844:Oligosaccharides; D005947:Glucose; D008358:Mannose