Chemical Formula: C17H27N3O17P2

Chemical Formula C17H27N3O17P2

Found 30 metabolite its formula value is C17H27N3O17P2

UDP-α-D-N-Acetylglucosamine disodium

(2R,3R,4R,5S,6R)-3-(Acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphoric acid (non-preferred name)

C17H27N3O17P2 (607.0815672)


Uridine diphosphate-N-acetylglucosamine (uridine 5-diphosphate-GlcNAc, or UDP-Glc-NAc) is an acetylated aminosugar nucleotide. UDP-GlcNAc is the donor substrate for modification of nucleocytoplasmic proteins at serine and threonine residues with N-acetylglucosamine (O-GlcNAc). Nutrient sensing in mammals is done through the hexosamine biosynthetic pathway (HSP), which produces uridine 5-diphospho-N-acetylglucosamine (UDP-Glc-NAc) as its end product. Mammals respond to nutrient excess by activating O-GlcNAcylation (addition of O-linked N-acetylglucosamine). O-GlcNAc addition (and removal) is key to histone remodeling, transcription, proliferation, apoptosis, and proteasomal degradation. This nutrient-responsive signaling pathway also modulates important cellular pathways, including the insulin signaling cascade in. Alterations in O-GlcNAc metabolism are associated with various human diseases including diabetes mellitus and neurodegeneration. (PMID: 16317114) Due to the chemical makeup of UDP-GlcNAc, it is well positioned to serve as a glucose sensor in that it is a high-energy compound that requires and/or responds to glucose, amino acid, fatty acid and nucleotide metabolism for synthesis. Elevated levels of O-GlcNAc have an effect on insulin-stimulated glucose uptake. (PMID: 12678487). Uridine 5-diphosphate-GlcNAc (UDP-Glc-NAc )respond to nutrient excess to activate O-GlcNAcylation (addition of O-linked N-acetylglucosamine) in the hexosamine signaling pathway (HSP). O-GlcNAc addition (and removal) is key to histone remodeling, transcription, proliferation, apoptosis, and proteasomal degradation. This nutrient-responsive signaling pathway also modulates important cellular pathways, including the insulin signaling cascade in. Alterations in O-GlcNAc metabolism are associated with various human diseases including diabetes mellitus and neurodegeneration. (PMID: 16317114) Acquisition and generation of the data is financially supported in part by CREST/JST.

   

UDP-N-Acetyl-D-galactosamine

[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-methylol-tetrahydropyran-2-yl] [[(2R,3S,4R)-5-(2,4-diketopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate

C17H27N3O17P2 (607.0815672)


A UDP-sugar having N-acetyl-D-galactosamine as the sugar component. Acquisition and generation of the data is financially supported in part by CREST/JST.

   

UDP-N-acetyl-D-mannosamine

[({[(2S,3R,4S,5S)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(3R,4S,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

C17H27N3O17P2 (607.0815672)


UDP-N-acetyl-D-mannosamine is involved in teichoic acid (poly-glycerol) biosynthesis pathway and enterobacterial common antigen biosynthesis pathway. It serves as both enzymatic reactants and products in those two pathways. In teichoic acid (poly-glycerol) biosynthesis pathway, UDP-N-acetyl-mannosamine is synthesized from UDP-N-acetyl-glocasamine by UDP-N-acetylglucosamine 2-epimerase, encoded by the mnaA gene. UDP-N-acetyl-D-mannosamine is involved in teichoic acid (poly-glycerol) biosynthesis pathway and enterobacterial common antigen biosynthesis pathway. It serves as both enzymatic reactants and products in those two pathways.

   

Uridine diphosphate-N-acetylgalactosamine

N-[2-({[({[3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidate

C17H27N3O17P2 (607.0815672)


Uridine diphosphate-N-acetylgalactosamine (UDP-GalNAc) is a sugar donor metabolite, transferring N-acetylgalactosamine (GalNAc, an O-glycan) from UDP-GalNAc to serine and threonine residues, forming an alpha-anomeric linkage in a reaction catalyzed by enzymes known as UDP-N-acetylgalactosamine: polypeptide N-acetylgalactosaminyltransferases. The addition of GalNAc to serine or threonine represents the first committed step in mucin biosynthesis. O-Glycans impart unique structural features to mucin glycoproteins and numerous membrane receptors, and resistance to thermal change and proteolytic attack in a number of diverse proteins. O-Linked carbohydrate side chains function as ligands for receptors, lymphocyte and leukocyte homing, and as signals for protein sorting (PMID: 12634319). Animal studies suggest that overactivity of the hexosamine pathway, resulting in increased UDP-hexosamines (i.e. UDP-GalNAc) is an important mechanism by which hyperglycemia causes insulin resistance. However, to date, human studies concerning the role of the hexosamine pathway in hyperglycemia-induced insulin resistance are scarce and restricted to measurements of glutamine fructose-6-phosphate amidotransferase (GFAT) enzyme activity. Both positive and negative correlations between GFAT activity in human muscle tissue from patients with type 2 DM and glucose disposal rate have been reported (PMID: 12414889). Uridine diphosphate-N-acetylgalactosamine (UDP-GalNAc) is a sugar donor metabolite, transferring N-acetylgalactosamine (GalNAc, an O-glycan) from UDP-GalNAc to serine and threonine residues, forming an alpha anomeric linkage in a reaction catalyzed by enzymes known as UDP-N-acetylgalactosamine: polypeptide N-acetylgalactosaminyltransferases; addition of GalNAc to serine or threonine represents the first committed step in mucin biosynthesis. O-glycans impart unique structural features to mucin glycoproteins and numerous membrane receptors, and resistance to thermal change and proteolytic attack in a number of diverse proteins. O-linked carbohydrate side chains function as ligands for receptors; lymphocyte and leukocyte homing and as signals for protein sorting. (PMID: 12634319)

   

UDP-N-acetyl-alpha-D-galactosamine

(2R,3R,4R,5R,6R)-3-(Acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphoric acid (non-preferred name)

C17H27N3O17P2 (607.0815672)


This compound belongs to the family of Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

   

Uridine 5-diphospho-N-acetylgalactosamine

Uridine 5-diphospho-N-acetylgalactosamine

C17H27N3O17P2 (607.0815672)


   

Uridine 5-diphospho-N-acetylglucosamine

Uridine 5-diphospho-N-acetylglucosamine

C17H27N3O17P2 (607.0815672)


   

Uridine-5-diphospho-N-acetylgalactosamine disodium salt

Uridine-5-diphospho-N-acetylgalactosamine disodium salt

C17H27N3O17P2 (607.0815672)


   

Uridine-5-diphospho-N-acetylglucosamine sodium salt

Uridine-5-diphospho-N-acetylglucosamine sodium salt

C17H27N3O17P2 (607.0815672)


   

Uridine-5-diphosphoacetylgalactosamine

Uridine-5-diphosphoacetylgalactosamine

C17H27N3O17P2 (607.0815672)


   

Uridine-5-diphosphoacetylglucosamine

Uridine-5-diphosphoacetylglucosamine

C17H27N3O17P2 (607.0815672)


   

UUridine-5-diphosphoacetylglucosamine

UUridine-5-diphosphoacetylglucosamine

C17H27N3O17P2 (607.0815672)


   

Uridine-5-diphospho-N-acetylgalactosamine

Uridine-5-diphospho-N-acetylgalactosamine

C17H27N3O17P2 (607.0815672)


   

URIDINE 5'-DIPHOSPHO-N-ACETYLGALACTOSAMINE

URIDINE 5'-DIPHOSPHO-N-ACETYLGALACTOSAMINE

C17H27N3O17P2 (607.0815672)


   

URIDINE 5'-DIPHOSPHO-N-ACETYLGLUCOSAMINE

URIDINE 5'-DIPHOSPHO-N-ACETYLGLUCOSAMINE

C17H27N3O17P2 (607.0815672)


   

Uridine diphosphate-N-acetylglucosamine

Uridine diphosphate-N-acetylglucosamine

C17H27N3O17P2 (607.0815672)


   

Uridine diphosphate-N-acetylgalactosamine

Uridine diphosphate-N-acetylgalactosamine

C17H27N3O17P2 (607.0815672)


   

UDP-GlcNAc

UDP-N-acetyl-alphaD-glucosamine

C17H27N3O17P2 (607.0815672)


   

Uridine diphosphate N-acetylglucosamine

Uridine diphosphate N-acetylglucosamine

C17H27N3O17P2 (607.0815672)


   

uridine diphosphate N-acetylmannosamine

uridine diphosphate N-acetylmannosamine

C17H27N3O17P2 (607.0815672)


   

Uridine diphospho-N-acetylglucosamine

Uridine diphospho-N-acetylglucosamine

C17H27N3O17P2 (607.0815672)


   

URIDINE-diphosphATE-N-acetylglucosamine

URIDINE-diphosphATE-N-acetylglucosamine

C17H27N3O17P2 (607.0815672)


A UDP-amino sugar having N-acetyl-alpha-D-glucosamine as the amino sugar component.

   

UDP-N-acetyl-alpha-D-mannosamine

UDP-N-acetyl-alpha-D-mannosamine

C17H27N3O17P2 (607.0815672)


   

[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-methylol-tetrahydropyran-2-yl] [[(2R,3S,4R)-5-(2,4-diketopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate

[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-methylol-tetrahydropyran-2-yl] [[(2R,3S,4R)-5-(2,4-diketopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate

C17H27N3O17P2 (607.0815672)


   

Uridine-diphosphate-N-acetylgalactosamine

Uridine-diphosphate-N-acetylgalactosamine

C17H27N3O17P2 (607.0815672)


   

UDP-N-acetyl-alpha-D-galactosamine

UDP-N-acetyl-alpha-D-galactosamine

C17H27N3O17P2 (607.0815672)


A UDP-N-acetyl-D-galactosamine in which the anomeric centre of the galactosamine moiety has alpha-configuration.

   
   

n-{2-[({[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}ethanimidic acid

n-{2-[({[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}ethanimidic acid

C17H27N3O17P2 (607.0815672)


   

n-[(3r,4r,5r,6r)-2-[({[(2r,3s,4r,5r)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidic acid

n-[(3r,4r,5r,6r)-2-[({[(2r,3s,4r,5r)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidic acid

C17H27N3O17P2 (607.0815672)


   

n-[(2r,3r,4r,5s,6r)-2-[({[(2r,3s,4r,5r)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidic acid

n-[(2r,3r,4r,5s,6r)-2-[({[(2r,3s,4r,5r)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidic acid

C17H27N3O17P2 (607.0815672)