Uridine-5’-diphospho-6-azido-6-deoxy-D-glucose, Disodium Salt
Synonyms
UDP-6-N3-Glc·2Na, UDP-α-6N3-Glucose Disodium Salt, UDP-6-Azido-6-deoxy-D-Glucose Disodium Salt
Molecular Formula
C15H21N5O16P2 · 2Na
Molecular Weight
635.28 g/mol (disodium salt)
CAS No.
537039-67-1
Appearance
White to off-white lyophilized powder
Purity
≥95% (HPLC)
Solubility
Soluble in water
Storage
−20°C, protect from moisture and light
Application
Azido-modified nucleotide sugar donor substrate for glucosyltransferases; the C6-azido handle enables bioorthogonal detection via copper-catalyzed azide–alkyne cycloaddition (CuAAC) and strain-promoted azide–alkyne cycloaddition (SPAAC); used for selective labeling of 5-hydroxymethylcytosine (5-hmC) in genomic DNA, glycan imaging, and glycoproteomic profiling
Functional Groups: The key feature of UDP-6-N3-GlcNAc is the azide group (-N3) at the 6th position of the GlcNAc sugar, which is commonly used for bioorthogonal chemical reactions.
Activated nucleotide sugar donor substrate for UDP-glucuronosyltransferases (UGTs); essential for Phase II glucuronidation metabolism of xenobiotics and endogenous compounds; also serves as a donor for glycosaminoglycan (GAG) biosynthesis (heparan sulfate, chondroitin sulfate, hyaluronic acid) and plant cell-wall polysaccharide assembly
Activated nucleotide sugar donor substrate for xylosyltransferases (XTs); essential for the biosynthesis of glycosaminoglycan (GAG) linkage regions (heparan sulfate, chondroitin sulfate, dermatan sulfate) where xylose is the first sugar attached to the core protein serine residue; also involved in plant cell-wall xylan biosynthesis and O-glucosylation pathways