Azido-modified analogue of UDP-GlcNAc; serves as a substrate for O-GlcNAc transferase (OGT) and N-acetylglucosaminyltransferases enabling metabolic and chemoenzymatic glycan labeling; the azidoacetyl handle permits bioorthogonal conjugation via copper-catalyzed azide–alkyne cycloaddition (CuAAC) and strain-promoted azide–alkyne cycloaddition (SPAAC); can be epimerized to UDP-GalNAz by UDP-galactose-4-epimerase (GALE); widely used in O-GlcNAc proteomics, glycan imaging, and selective probing of intracellular O-GlcNAcylation
Cytidine-5’-monophospho-N-azidoacetylneuraminic acid, Sodium Salt
Synonyms
CMP-Neu5Az, CMP-Azido-Sialic Acid, CMP-AzSia
Molecular Formula
C20H29N7O16P (free acid)
Molecular Weight
654.45 g/mol (free acid)
CAS No.
N/A — research-grade compound
Appearance
White to off-white lyophilized powder
Purity
≥95% (HPLC)
Solubility
Soluble in water
Storage
−20°C, protect from moisture and light
Application
Activated sugar nucleotide donor for sialyltransferases; enables bioorthogonal click chemistry labeling of sialylated glycans via azide–alkyne cycloaddition (CuAAC/SPAAC); used for in vitro enzymatic incorporation of azido-sugars into targeted glycoconjugates