Description

5-(Acetylamino)-9-Azido-3,5,9-Trideoxy-D-Glycero-D-Galacto-2-Nonulosonic Acid is a sophisticated, non-natural derivative of sialic acid, featuring a strategically introduced azido functional group. This compound is of significant value as a key synthetic intermediate and a versatile chemical building block for advanced research and development. It is primarily utilized by pharmaceutical researchers, diagnostic developers, and synthetic chemists working in the fields of glycobiology, medicinal chemistry, and bioconjugation. Its unique structure enables the creation of novel glycoconjugates and probes for studying biological recognition and interaction.

Application

• Bioconjugation and Click Chemistry: The azido group serves as a critical handle for copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, enabling the precise labeling and modification of biomolecules like proteins, antibodies, and oligonucleotides.
• Glycobiology Research: As a sialic acid analog, it is used to synthesize novel glycan structures to study cell-cell interactions, pathogen recognition, and immune system modulation.
• Pharmaceutical Intermediate: Acts as a key precursor in the synthesis of potential therapeutic agents, including sialidase inhibitors, anti-viral drugs, and cancer vaccines targeting sialic acid-dependent pathways.
• Diagnostic Probe Development: Incorporated into diagnostic tools and imaging agents for the detection of specific enzymes or cellular markers through its reactive azido functionality.
• Material Science and Surface Engineering: Used to functionalize surfaces and nanomaterials with bioactive carbohydrate moieties for biosensor and tissue engineering applications.
• Chemical Biology Tool: Employed in activity-based protein profiling (ABPP) and metabolic glycan engineering to track and manipulate glycosylation processes in living systems.

Basic Information

Product Name	5-(Acetylamino)-9-Azido-3,5,9-Trideoxy-D-Glycero-D-Galacto-2-Nonulosonic Acid
CAS No.	76487-51-9
Molecular Formula	C11H16N4O8
Molecular Weight	332.27 g/mol
Synonyms	9-Azido-5-acetamido-3,5,9-trideoxy-D-glycero-D-galacto-non-2-ulosonic acid; 9-Azido-Neu5Ac; 9-Azido-N-acetylneuraminic acid derivative; 5-Acetamido-9-azido-3,5,9-trideoxy-D-glycero-D-galacto-non-2-ulosonic acid; Azido-modified sialic acid; Sialic acid azide; Nonulosonic acid azide derivative; Chemical building block 76487-51-9
EINECS	Contact for details

Quality Control

Our production of this advanced biochemical adheres to stringent quality protocols to ensure batch-to-batch consistency and high purity, critical for sensitive research and development applications. Each lot is characterized using advanced analytical techniques including NMR (¹H, ¹³C), HPLC, and Mass Spectrometry to confirm identity and purity. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container should be kept sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. For long-term storage, consider storing at -20°C.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95%
Water Content (KF)	≤ 2.0%
Residual Solvents (GC)	Complies with ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.