
Ac4GalNAl | CAS 1673590-09-4
| Catalog Number | R02-0039 |
| Category | Alkynes |
| Molecular Formula | C19H25NO10 |
| Molecular Weight | 427.40 |
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Product Introduction
Ac4GalNAl is an alkyne-labelled monosaccharide that provides a highly specific tool for studying glycoproteins through metabolic labeling in vivo and subsequent chemoselective ligation.
Chemical Information
Application
Chemical Information
| Synonyms | N-(4-pentynoyl)-galactosaminetetraacylated |
| IUPAC Name | [(2R,3R,4R,5R,6R)-3,4,6-triacetyloxy-5-(pent-4-ynoylamino)oxan-2-yl]methyl acetate |
| SMILES | CC(=O)OCC1C(C(C(C(O1)OC(=O)C)NC(=O)CCC#C)OC(=O)C)OC(=O)C |
| InChI | InChI=1S/C19H25NO10/c1-6-7-8-15(25)20-16-18(28-12(4)23)17(27-11(3)22)14(9-26-10(2)21)30-19(16)29-13(5)24/h1,14,16-19H,7-9H2,2-5H3,(H,20,25)/t14-,16-,17+,18-,19+/m1/s1 |
| InChIKey | PODQGPKRSTUNAT-FTWQHDNSSA-N |
| Appearance | White Solid |
Application
Ac4GalNAc is an acetylated galactosamine building block designed for bioorthogonal click chemistry workflows, commonly used as a metabolic or chemoenzymatic precursor to introduce terminal N-acetylgalactosamine (GalNAc) motifs onto biomolecules. As a specialized sugar reagent, it supports downstream labeling strategies that rely on selective recognition of GalNAc-functionalized glycans, enabling robust conjugation handles for glycobiology, probe development, and materials functionalization. Its acetylated structure improves cellular uptake and labeling practicality in research settings where glycan remodeling and subsequent click-based attachment are required.
1. Glycan Remodeling Labeling
Ac4GalNAl is widely used in glycobiology research to generate GalNAc-containing glycan structures on cells and cell-derived materials, providing a consistent platform for downstream bioorthogonal tagging. Researchers employ this reagent to install GalNAc motifs that can be selectively addressed in labeling pipelines, supporting comparative studies of glycosylation patterns across cell states, perturbations, or engineered glycosyltransferase expression systems. The resulting GalNAc-functional biomolecules are then compatible with click-based conjugation workflows used to visualize or isolate glycan-bearing species.
2. Cell Surface Imaging Probes
Ac4GalNAl supports the development of cell-surface labeling reagents where GalNAc-bearing glycoconjugates serve as anchoring points for fluorescent or affinity-tagged probes. In molecular imaging and chemical biology laboratories, the reagent is integrated into experimental designs that map glycan presentation on membranes, enabling researchers to track changes in glycosylation with high labeling specificity from the installed sugar motif. This application is particularly relevant for building imaging-ready conjugates for microscopy workflows and for preparing probe-labeled samples used in imaging assay development.
3. Targeted Affinity Capture Materials
Ac4GalNAl is used to functionalize biomaterials and assay surfaces by creating GalNAc-presenting glycans that can be selectively engaged by downstream click-compatible ligands or capture chemistries. In diagnostic reagent development and research assay manufacturing, GalNAc-installed surfaces provide a modular way to build binding platforms, including affinity capture formats for glycan-aware workflows and sample processing tools. Such materials benefit from the reagent’s ability to generate defined glycan handles that integrate smoothly into conjugation and surface functionalization steps.
4. Glycoprotein Conjugation Workflows
Ac4GalNAl is commonly incorporated into workflows that prepare glycoprotein conjugates for downstream chemical biology studies and reagent generation. By enabling installation of GalNAc motifs on glycoproteins or glycan-rich fractions, the reagent helps researchers create standardized conjugation substrates for subsequent click-based attachment of reporters, enrichment tags, or analytical handles. This approach is frequently used when consistent glycan presentation is required to compare conjugate behavior across different proteins, labeling batches, or experimental conditions.
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