ChemicalBook > CAS DataBase List > UDP-GalNAz.2Na

UDP-GalNAz.2Na

Product Name
UDP-GalNAz.2Na
CAS No.
653600-61-4
Chemical Name
UDP-GalNAz.2Na
Synonyms
UDP-GalNAz.2Na;UDP-GalNAz disodium;UDP-GalNAz disodium salt;Uridine-5'-diphospho-N-acetylazidogalactosamine disodium salt
CBNumber
CB25825769
Molecular Formula
C17H27N6NaO17P2
Formula Weight
672.37
MOL File
653600-61-4.mol
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UDP-GalNAz.2Na Property

storage temp. 
4°C, away from moisture
form 
Solid
color 
White to off-white
InChIKey
DEMHLQMPXSOKPT-ZVAGGMMLNA-N
SMILES
O[C@@H]1[C@@H]([C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2NC(=O)CN=[N+]=[N-])O[C@H]1N1C=CC(=O)NC1=O)O.[NaH] |&1:1,2,3,14,16,19,21,23,32,r|
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Hazard and Precautionary Statements (GHS)

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UDP-GalNAz.2Na Chemical Properties,Usage,Production

Uses

UDP-GalNAz disodium (UDP-N-azidoacetylgalactosamine disodium) is the analogue of UDP-GalNAc. 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]. 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.

Biological Activity

UDP-GalNAz disodium (UDP-N-azidoacetylgalactosamine disodium) is the analogue of UDP-GalNAc. 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].

References

[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.

UDP-GalNAz.2Na Preparation Products And Raw materials

Raw materials

Preparation Products

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UDP-GalNAz.2Na Suppliers

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View Lastest Price from UDP-GalNAz.2Na manufacturers

GlycoPharm.LLC
Product
UDP-GalNAz.2Na 653600-61-4
Price
US $0.00/mg
Min. Order
10mg
Purity
97%HPLC
Supply Ability
MG-KG
Release date
2020-03-16