UDP-GalNAz (disodium)

UDP-GalNAz (UDP-N-azidoacetylgalactosamine) disodium is the analogue of UDP-GalNAc (HY-114365) . UDP-GalNAc is the donor substrate of many N-acetylgalactosaminyltransferases, enzymes which transfer GalNAc from the nucleotide sugar to a saccharide or peptide acceptor[1][2][3][4]. UDP-GalNAz (disodium) is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.

Product Specifications

CAS Number

[653600-61-4]

Product Name Alternative

UDP-N-azidoacetylgalactosamine (disodium)

UNSPSC

12352005

Target

Biochemical Assay Reagents; Glycosidase; OGT

Type

Oligonucleotides

Related Pathways

Metabolic Enzyme/Protease; Neuronal Signaling; Others

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/udp-galnaz-disodium.html

Purity

99.89

Solubility

DMSO : 100 mg/mL (ultrasonic; warming; heat to 60°C) |H2O : 100 mg/mL (ultrasonic)

Smiles

O[C@H]1[C@@H](O)[C@H](N2C(NC(C=C2)=O)=O)O[C@@H]1COP(OP(O[C@@H]3[C@H](NC(CN=[N+]=[N-])=O)[C@@H](O)[C@@H](O)[C@@H](CO)O3)(O[Na])=O)(O[Na])=O

Molecular Formula

C17H24N6Na2O17P2

Molecular Weight

692.33

References & Citations

[1]Hang HC, et al. Probing glycosyltransferase activities with the Staudinger ligation. J Am Chem Soc. 2004;126 (1) :6-7.|[2]Bourgeaux V, et al. Two-step enzymatic synthesis of UDP-N-acetylgalactosamine. Bioorg Med Chem Lett. 2005;15 (24) :5459-5462.|[3]Hang HC, et al. A metabolic labeling approach toward proteomic analysis of mucin-type O-linked glycosylation. Proc Natl Acad Sci U S A. 2003;100 (25) :14846-14851. doi:10.1073/pnas.2335201100|[4]Lo PW, et al. O-GlcNAcylation regulates the stability and enzymatic activity of the histone methyltransferase EZH2. Proc Natl Acad Sci U S A. 2018;115 (28) :7302-7307.|[5]Vanessa Bourgeaux, et al. Two-step enzymatic synthesis of UDP-N-acetylgalactosamine. Bioorg Med Chem Lett. 2005 Dec 15;15 (24) :5459-62.|[6]Choi J, et al., Engineering Orthogonal Polypeptide GalNAc-Transferase and UDP-Sugar Pairs. J Am Chem Soc. 2019 Aug 28;141 (34) :13442-13453.