6533b86dfe1ef96bd12ca816

RESEARCH PRODUCT

Synthesis of Fluorinated Glycosyl Amino Acid Building Blocks for MUC1 Cancer Vaccine Candidates by Microreactor-Assisted Glycosylation

Holger LöweAnja Hoffmann-röderThomas Oberbillig

subject

Fluid Flow and Transfer Processeschemistry.chemical_classificationGlycosylationChemistryOrganic ChemistryCombinatorial chemistryGlycopeptideAmino acidcarbohydrates (lipids)chemistry.chemical_compoundAntigenChemistry (miscellaneous)Organic chemistrylipids (amino acids peptides and proteins)GlycosylCancer vaccineMicroreactorMUC1

description

Abstract MUC1-type glycopeptides have already shown their potential as possible cancer vaccine candidates. In addition, first examples of fluorinated antigen structures, especially containing the Thomsen–Friedenreich antigen, with similar antibody recognition have been reported. Using microreactor techniques for improvement of the crucial step, the complex glycosylation reactions, is an efficient way to find optimized reaction parameter as well as to circumvent well-known scale-up drawbacks. Besides, this is the first report of continuous flow glycosylations of glycosyl amino acids, in particular with fluorinated glycosyl building blocks.

https://doi.org/10.1556/jfc-d-12-00011