17479-06-0

Basic information

• Product Name: uridine diphosphate galactosamine
• Synonyms: uridine diphosphate galactosamine;UDP-D-galactosamine
• CAS NO: 17479-06-0
• Molecular Formula: C₁₅H₂₅N₃O₁₆P₂
• Molecular Weight: 565.32
• Mol File: 17479-06-0.mol
• Article Data: 23

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.93g/cm³
• Refractive Index: 1.671
• CAS DataBase Reference: uridine diphosphate galactosamine(CAS DataBase Reference)
• NIST Chemistry Reference: uridine diphosphate galactosamine(17479-06-0)
• EPA Substance Registry System: uridine diphosphate galactosamine(17479-06-0)

Safety Data

• Hazardous Substances Data: 17479-06-0(Hazardous Substances Data)

Usage

General Description

Uridine diphosphate galactosamine (UDP-GalNAc) is a nucleotide sugar that acts as a precursor for the biosynthesis of glycoproteins and glycolipids. It is an important substrate for the enzyme UDP-N-acetyl-D-galactosamine:polypeptide N-acetylgalactosaminyltransferase, which adds GalNAc residues to serine and threonine amino acid residues of proteins. This modification plays a crucial role in the regulation of protein function, cellular recognition, and signaling. Additionally, UDP-GalNAc is involved in the formation of O-linked glycosylation, which is essential for various cellular processes such as cell adhesion, embryo development, and immune response. Overall, UDP-GalNAc is an essential chemical for the post-translational modification of proteins and the regulation of numerous biological functions.

InChI:InChI=1/C15H25N3O16P2/c16-8-11(23)9(21)5(3-19)32-14(8)33-36(28,29)34-35(26,27)30-4-6-10(22)12(24)13(31-6)18-2-1-7(20)17-15(18)25/h1-2,5-6,8-14,19,21-24H,3-4,16H2,(H,26,27)(H,28,29)(H,17,20,25)/t5-,6-,8-,9+,10-,11-,12-,13-,14-/m1/s1

Upstream product

• 63-39-8 UTP 
• 2152-75-2 2-amino-2-deoxy-α-D-galactopyranosyl 1-phosphate 
• 133-89-1 UDP-glucose 
• 41588-64-1 galactosamine 1-phosphate 
• 2152-75-2 2-amino-2-deoxy-D-glucopyranose-1-(dihydrogen phosphate) 
• 3387-36-8 disodium uridine-5'-monophosphate 
• 58-97-9 5'-Uridylic Acid 
• 537039-66-0 uridine 5'-diphospho-2-azido-2-deoxy-α-D-glucopyranoside 

Downstream Products

• 528-04-1 uridine-5'-diphospho-N-acetyl-D-galactosamine 
• 528-04-1 uridine 5'-diphospho-N-acetylglucosamine 
• 733810-59-8 C₆₄H₅₆Cl₂N₈O₂₂ 
• 1338332-56-1 uridine 5'-diphospho-2-phenylacetamido-2-deoxy-α-D-glucopyranoside 

Relevant articles and documents

Syntheses of unnatural N-substituted UDP-galactosamines as alternative substrates for N-acetylgalactosaminyl transferases

UDP-GalNAc analogues with slight modifications in the 2-acetamido group of the GalNAc moiety are prepared in order to study their role in the mechanism of the N-acetylgalactosaminyl transferase mediated glycosylation step. The analogues with N-propionyl-,

Exploring the broad nucleotide triphosphate and sugar-1-phosphate specificity of thymidylyltransferase Cps23FL from: Streptococcus pneumonia serotype 23F

Glucose-1-phosphate thymidylyltransferase (Cps23FL) from Streptococcus pneumonia serotype 23F is the initial enzyme that catalyses the thymidylyl transfer reaction in prokaryotic deoxythymidine diphosphate-l-rhamnose (dTDP-Rha) biosynthetic pathway. In this study, the broad substrate specificity of Cps23FL towards six glucose-1-phosphates and nine nucleoside triphosphates as substrates was systematically explored, eventually providing access to nineteen sugar nucleotide analogs.

PROCESS FOR THE CYCLOADDITION OF A HALOGENATED 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE

The present invention relates to a cycloaddition process comprising the step of reacting a halogenated aliphatic 1,3-dipole compound with a (hetero)cycloalkyne according to Formula (1): Preferably, the (hetero)cycloalkyne according to Formula (1) is a (he

PROCESS FOR THE MODIFICATION OF A GLYCOPROTEIN USING A ΒETA-(1,4)-N-ACETYLGALACTOSAMINYLTRANSFERASE OR A MUTANT THEREOF

The present invention relates to a process for the modification of a glycoprotein, using a β-(1,4)-N-acetylgalactosaminyltransferase or a mutant thereof.The process comprisesthe step of contacting a glycoprotein comprising a glycan comprising a terminal GlcNAc-moiety, in the presence of a β-(1,4)-N-acetylgalactosaminyl- transferase or a mutant thereof, with anon-natural sugar-derivative nucleotide.The non-natural sugar-derivative nucleotideis according to formula (3), wherein A is selected from the group consisting of -N3; -C(0)R3; -C=C-R4; -SH; -SC(0)R8; -SC(V)OR8, wherein V is O or S; -X wherein X is selected from the group consisting of F, CI, Br and I; -OS(0)2R5; an optionally substituted C2 - C24 alkyl group; an optionally substituted terminal C2 - C24 alkenyl group; and an optionally substituted terminal C3 - C24 allenyl group.