Efficient chemoenzymatic synthesis of biotinylated human serum albumin–sialoglycoside conjugates containing O-acetylated sialic acids
- 27 June 2007
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 5 (15), 2458-2463
- https://doi.org/10.1039/b706507h
Abstract
Sialyl Tn (STn) and sialyl lactoside derivatives containing O-acetylated sialic acid residues have been chemoenzymatically synthesized using a one-pot three-enzyme system and conjugated to biotinylated human serum albumin (HSA) using an adipic acid para-nitrophenyl ester coupling reagent. This approach provides an efficient and general protocol for preparing carbohydrate–protein conjugates containing base-sensitive groups.Keywords
This publication has 43 references indexed in Scilit:
- High‐Throughput Substrate Specificity Studies of Sialidases by Using Chemoenzymatically Synthesized Sialoside LibrariesChemBioChem, 2007
- One-pot three-enzyme chemoenzymatic approach to the synthesis of sialosides containing natural and non-natural functionalitiesNature Protocols, 2006
- Improving the Antigenicity of sTn Antigen by Modification of Its Sialic Acid Residue for Development of Glycoconjugate Cancer VaccinesBioconjugate Chemistry, 2006
- Highly Efficient Chemoenzymatic Synthesis of Naturally Occurring and Non‐Natural α‐2,6‐Linked Sialosides: A P. damsela α‐2,6‐Sialyltransferase with Extremely Flexible Donor–Substrate SpecificityAngewandte Chemie-International Edition, 2006
- Synthesis of Glycoconjugate Vaccines for Candida albicans Using Novel Linker MethodologyThe Journal of Organic Chemistry, 2005
- Synthesis of Maleimide-Activated Carbohydrates as Chemoselective Tags for Site-Specific Glycosylation of Peptides and ProteinsBioconjugate Chemistry, 2002
- Chemical Diversity in the Sialic Acids and Related α-Keto Acids: An Evolutionary PerspectiveChemical Reviews, 2002
- A Broadly Applicable Method for the Efficient Synthesis of α-O-Linked Glycopeptides and Clustered Sialic Acid ResiduesJournal of the American Chemical Society, 1999
- Diversity in the sialic acidsGlycobiology, 1992
- Preparation of polysaccharide-enzyme conjugates for competitive binding assaysGlycoconjugate Journal, 1990