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Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-05-29 19:25:22 UTC
HMDB IDHMDB00290
Secondary Accession NumbersNone
Metabolite Identification
Common NameUridine diphosphate-N-acetylglucosamine
DescriptionUridine 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 ).
Structure
Thumb
Synonyms
  1. N-[2-[[[5-[(2,4-Dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide
  2. UDP-a-D-N-Acetylglucosamine
  3. UDP-Acetyl-D-glucosamine
  4. UDP-Acetyl-delta-glucosamine
  5. UDP-Acetylglucosamine
  6. UDP-alpha-D-N-Acetylglucosamine
  7. UDP-alpha-delta-N-Acetylglucosamine
  8. UDP-GlcNAc
  9. UDP-N-Acetyl-D-glucosamine
  10. UDP-N-Acetyl-delta-glucosamine
  11. UDP-N-Acetyl-glucosamine
  12. UDP-N-Acetylglucosamine
  13. UPPAG
  14. Uridine 5'-Diphospho-N-Acetlyglucosamine
  15. Uridine 5'-diphospho-N-acetylglucosamine
  16. Uridine diphosphate N-acetyl-D-glucosamine
  17. Uridine diphosphate N-acetyl-delta-glucosamine
  18. Uridine diphosphate N-acetylglucosamine
  19. Uridine diphospho-2-acetamido-2-deoxy-D-glucose
  20. Uridine diphospho-2-acetamido-2-deoxy-delta-glucose
  21. Uridine diphospho-N-acetyl-D-glucosamine
  22. Uridine diphospho-N-acetyl-delta-glucosamine
  23. Uridine diphospho-N-acetylglucosamine
  24. Uridine diphosphoacetylglucosamine
  25. Uridine pyrophosphate 2-acetamido-2-deoxy-a-D-glucopyranosyl ester
  26. Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-D-glucopyranosyl ester
  27. Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-delta-glucopyranosyl ester
  28. Uridine pyrophosphoacetylglucosamine
  29. [[3-acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinate
  30. [[3-acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinic acid
Chemical FormulaC17H27N3O17P2
Average Molecular Weight607.3537
Monoisotopic Molecular Weight607.081569477
IUPAC Name{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid
Traditional Name[(2R,3S,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy(hydroxy)phosphoryl}oxy)phosphinic acid
CAS Registry Number528-04-1
SMILES
CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O
InChI Identifier
InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
InChI KeyLFTYTUAZOPRMMI-CFRASDGPSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassNucleosides, Nucleotides, and Analogues
ClassPyrimidine Nucleotides
Sub ClassPyrimidine Nucleotide Sugars
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • Pyrimidine Ribonucleoside Diphosphates
Substituents
  • 1,2 Diol
  • Carboxamide Group
  • Disaccharide Phosphate
  • Glucosamine
  • Glycosyl Compound
  • Hydropyrimidine
  • Mannosamine
  • Mixed Pentose/Hexose Disaccharide
  • N Acetyl Alpha Hexosamine 1 Phosphate
  • N Glycosyl Compound
  • Organic Hypophosphite
  • Organic Phosphite
  • Organic Pyrophosphate
  • Oxane
  • Oxolane
  • Phosphoric Acid Ester
  • Primary Alcohol
  • Pyrimidine
  • Pyrimidone
  • Saccharide
  • Secondary Alcohol
  • Secondary Carboxylic Acid Amide
Direct ParentPyrimidine Nucleotide Sugars
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Aminosugars metabolism
  • Component of Chondroitin / Heparan sulfate biosynthesis
  • Component of N-Glycan biosynthesis
  • Component of O-Glycan biosynthesis
ApplicationNot Available
Cellular locations
  • Golgi apparatus
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility11.4 g/LALOGPS
logP-1.4ALOGPS
logP-5.3ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.74ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area300.41ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity117.56ChemAxon
Polarizability50.35ChemAxon
Spectra
SpectraGC-MSLC-MS1D NMR2D NMR
Biological Properties
Cellular Locations
  • Golgi apparatus
Biofluid LocationsNot Available
Tissue Location
  • Adipose Tissue
  • Liver
  • Muscle
Pathways
NameSMPDB LinkKEGG Link
Amino Sugar MetabolismSMP00045map00520
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB021930
KNApSAcK IDNot Available
Chemspider ID393240
KEGG Compound IDC00043
BioCyc IDUDP-N-ACETYL-D-GLUCOSAMINE
BiGG ID33638
Wikipedia LinkUDP-N-acetylglucosamine
NuGOwiki LinkHMDB00290
Metagene LinkHMDB00290
METLIN ID5281
PubChem Compound445675
PDB IDUD1
ChEBI ID16264
References
Synthesis ReferenceTakenouchi, Kenji; Ishige, Kazuya; Midorikawa, Yuichiro; Okuyama, Kiyoshi; Hamamoto, Tomoki; Noguchi, Toshitada. Process for producing uridine diphosphate-N-acetylglucosamine. PCT Int. Appl. (1999), 38 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Kobayashi T, Sleeman JE, Coughtrie MW, Burchell B: Molecular and functional characterization of microsomal UDP-glucuronic acid uptake by members of the nucleotide sugar transporter (NST) family. Biochem J. 2006 Dec 1;400(2):281-9. Pubmed: 16965264
  2. Kim CH: Increased expression of N-acetylglucosaminyltransferase-V in human hepatoma cells by retinoic acid and 1alpha,25-dihydroxyvitamin D3. Int J Biochem Cell Biol. 2004 Nov;36(11):2307-19. Pubmed: 15313475
  3. Jamieson JC, Kaplan HA, Woloski BM, Hellman M, Ham K: Glycoprotein biosynthesis during the acute-phase response to inflammation. Can J Biochem Cell Biol. 1983 Sep;61(9):1041-8. Pubmed: 6627106
  4. Love DC, Hanover JA: The hexosamine signaling pathway: deciphering the "O-GlcNAc code". Sci STKE. 2005 Nov 29;2005(312):re13. Pubmed: 16317114
  5. Wells L, Vosseller K, Hart GW: A role for N-acetylglucosamine as a nutrient sensor and mediator of insulin resistance. Cell Mol Life Sci. 2003 Feb;60(2):222-8. Pubmed: 12678487

Enzymes

General function:
Involved in ATP binding
Specific function:
Regulates and initiates biosynthesis of N-acetylneuraminic acid (NeuAc), a precursor of sialic acids. Plays an essential role in early development (By similarity). Required for normal sialylation in hematopoietic cells. Sialylation is implicated in cell adhesion, signal transduction, tumorigenicity and metastatic behavior of malignant cells.
Gene Name:
GNE
Uniprot ID:
Q9Y223
Molecular weight:
83065.25
Reactions
Uridine diphosphate-N-acetylglucosamine + Water → N-Acetylmannosamine + Uridine 5'-diphosphatedetails
General function:
Involved in phosphatidylinositol N-acetylglucosaminyltransferase activity
Specific function:
Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:
PIGQ
Uniprot ID:
Q9BRB3
Molecular weight:
65343.25
Reactions
Uridine diphosphate-N-acetylglucosamine + 1-phosphatidyl-1D-myo-inositol → Uridine 5'-diphosphate + 6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositoldetails
General function:
Involved in biosynthetic process
Specific function:
Necessary for the synthesis of N-acetylglucosaminyl-phosphatidylinositol, the very early intermediate in GPI-anchor biosynthesis.
Gene Name:
PIGA
Uniprot ID:
P37287
Molecular weight:
54126.065
Reactions
Uridine diphosphate-N-acetylglucosamine + 1-phosphatidyl-1D-myo-inositol → Uridine 5'-diphosphate + 6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositoldetails
General function:
Involved in phosphatidylinositol N-acetylglucosaminyltr
Specific function:
Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:
PIGH
Uniprot ID:
Q14442
Molecular weight:
21080.415
Reactions
Uridine diphosphate-N-acetylglucosamine + 1-phosphatidyl-1D-myo-inositol → Uridine 5'-diphosphate + 6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositoldetails
General function:
Involved in phosphatidylinositol N-acetylglucosaminyltr
Specific function:
Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:
PIGP
Uniprot ID:
P57054
Molecular weight:
18089.055
Reactions
Uridine diphosphate-N-acetylglucosamine + 1-phosphatidyl-1D-myo-inositol → Uridine 5'-diphosphate + 6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositoldetails
General function:
Involved in phosphatidylinositol N-acetylglucosaminyltransferase activity
Specific function:
Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:
PIGC
Uniprot ID:
Q92535
Molecular weight:
33582.18
Reactions
Uridine diphosphate-N-acetylglucosamine + 1-phosphatidyl-1D-myo-inositol → Uridine 5'-diphosphate + 6-(N-acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositoldetails
General function:
Involved in nucleotidyltransferase activity
Specific function:
Converts UDP and GlcNAc-1-P into UDP-GlcNAc, and UDP and GalNAc-1-P into UDP-GalNAc. Isoform AGX1 has 2 to 3 times higher activity towards GalNAc-1-P, while isoform AGX2 has 8 times more activity towards GlcNAc-1-P.
Gene Name:
UAP1
Uniprot ID:
Q16222
Molecular weight:
57027.91
Reactions
Uridine triphosphate + N-Acetyl-glucosamine 1-phosphate → Pyrophosphate + Uridine diphosphate-N-acetylglucosaminedetails
General function:
Involved in phospho-N-acetylmuramoyl-pentapeptide-transferase activity
Specific function:
Catalyzes the initial step in the synthesis of dolichol-P-P-oligosaccharides.
Gene Name:
DPAGT1
Uniprot ID:
Q9H3H5
Molecular weight:
46089.485
Reactions
Uridine diphosphate-N-acetylglucosamine + Dolichol-20 → Uridine 5'-monophosphate + N-acetyl-D-glucosaminyl-diphosphodolicholdetails
Uridine diphosphate-N-acetylglucosamine + Dolichol-20 → Uridine 5'-monophosphate + N-Acetyl-D-glucosaminyldiphosphodolicholdetails
General function:
Involved in alpha-1,6-mannosylglycoprotein 2-beta-N-acetylglucosaminyltransferase activity
Specific function:
Catalyzes an essential step in the conversion of oligo-mannose to complex N-glycans.
Gene Name:
MGAT2
Uniprot ID:
Q10469
Molecular weight:
51549.84
Reactions
Uridine diphosphate-N-acetylglucosamine + 6-(alpha-D-mannosyl)-beta-D-mannosyl-R → Uridine 5'-diphosphate + 6-(2-(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-Rdetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Glycosyltransferase required for the biosynthesis of heparan-sulfate. The EXT1/EXT2 complex possesses substantially higher glycosyltransferase activity than EXT1 or EXT2 alone. Appears to be a tumor suppressor.
Gene Name:
EXT1
Uniprot ID:
Q16394
Molecular weight:
86254.015
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-proteoglycan → Uridine 5'-diphosphate + N-acetyl-alpha-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-proteoglycandetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Plays a role in hyaluronan/hyaluronic acid (HA) synthesis. Also able to catalyze the synthesis of chito-oligosaccharide depending on the substrate.
Gene Name:
HAS1
Uniprot ID:
Q92839
Molecular weight:
64831.425
General function:
Involved in glucuronyl-galactosyl-proteoglycan 4-alpha-
Specific function:
Probable glycosyltransferase (By similarity).
Gene Name:
EXTL3
Uniprot ID:
O43909
Molecular weight:
104748.23
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl-proteoglycan → Uridine 5'-diphosphate + alpha-N-acetyl-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl-proteoglycandetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Glycosyltransferase required for the biosynthesis of heparan-sulfate. The EXT1/EXT2 complex possesses substantially higher glycosyltransferase activity than EXT1 or EXT2 alone. Appears to be a tumor suppressor.
Gene Name:
EXT2
Uniprot ID:
Q93063
Molecular weight:
83569.135
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-proteoglycan → Uridine 5'-diphosphate + N-acetyl-alpha-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-proteoglycandetails
General function:
Involved in glucuronosyl-N-acetylglucosaminyl-proteogly
Specific function:
Probable glycosyltransferase (By similarity).
Gene Name:
EXTL1
Uniprot ID:
Q92935
Molecular weight:
74695.785
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-proteoglycan → Uridine 5'-diphosphate + N-acetyl-alpha-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-proteoglycandetails
General function:
Involved in N-acetyllactosaminide beta-1,3-N-acetylgluc
Specific function:
Can initiate the synthesis or the elongation of the linear poly-N-acetyllactosaminoglycans.
Gene Name:
B3GNT1
Uniprot ID:
O43505
Molecular weight:
47118.67
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-(1->4)-N-acetyl-D-glucosaminyl-R → Uridine 5'-diphosphate + N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-D-glucosaminyl-Rdetails
General function:
Involved in alpha-1,6-mannosyl-glycoprotein 6-beta-N-ac
Specific function:
Catalyzes the addition of N-acetylglucosamine in beta 1-6 linkage to the alpha-linked mannose of biantennary N-linked oligosaccharides. It is one of the most important enzymes involved in the regulation of the biosynthesis of glycoprotein oligosaccharides.
Gene Name:
MGAT5
Uniprot ID:
Q09328
Molecular weight:
84542.02
Reactions
Uridine diphosphate-N-acetylglucosamine + 6-(2-(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-R → Uridine 5'-diphosphate + 6-(2,6-bis(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-Rdetails
General function:
Involved in binding
Specific function:
Catalyzes the transfer of a single N-acetylglucosamine from UDP-GlcNAc to a serine or threonine residue in cytoplasmic and nuclear proteins resulting in their modification with a beta-linked N-acetylglucosamine (O-GlcNAc). Glycosylates a large and diverse number of proteins including histone H2B, AKT1, PFKL, MLL5, MAPT/TAU and HCFC1. Can regulate their cellular processes via cross-talk between glycosylation and phosphorylation or by affecting proteolytic processing. Involved in insulin resistance in muscle and adipocyte cells via glycosylating insulin signaling components and inhibiting the 'Thr-308' phosphorylation of AKT1, enhancing IRS1 phosphorylation and attenuating insulin signaling. Involved in glycolysis regulation by mediating glycosylation of 6-phosphofructokinase PFKL, inhibiting its activity. Component of a THAP1/THAP3-HCFC1-OGT complex that is required for the regulation of the transcriptional activity of RRM1. As part of the NSL complex it may be involved in acetylation of nucleosomal histone H4 on several lysine residues. Isoform 2, the mitochondrial isoform (mOGT), is cytotoxic and triggers apoptosis in several cell types including INS1, an insulinoma cell line.
Gene Name:
OGT
Uniprot ID:
O15294
Molecular weight:
116923.515
Reactions
Uridine diphosphate-N-acetylglucosamine + [protein]-L-serine → Uridine 5'-diphosphate + [protein]-3-O-(N-acetyl-D-glucosaminyl)-L-serinedetails
Uridine diphosphate-N-acetylglucosamine + [protein]-L-threonine → Uridine 5'-diphosphate + [protein]-3-O-(N-acetyl-D-glucosaminyl)-L-threoninedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Plays a role in hyaluronan/hyaluronic acid (HA) synthesis.
Gene Name:
HAS3
Uniprot ID:
O00219
Molecular weight:
62997.73
General function:
Involved in beta-1,4-mannosylglycoprotein 4-beta-N-acet
Specific function:
It is involved in the regulation of the biosynthesis and biological function of glycoprotein oligosaccharides. Catalyzes the addition of N-acetylglucosamine in beta 1-4 linkage to the beta-linked mannose of the trimannosyl core of N-linked sugar chains. It is one of the most important enzymes involved in the regulation of the biosynthesis of glycoprotein oligosaccharides.
Gene Name:
MGAT3
Uniprot ID:
Q09327
Molecular weight:
61312.45
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-mannosyl-R → Uridine 5'-diphosphate + 4-(N-acetyl-beta-D-glucosaminyl)-beta-D-mannosyl-Rdetails
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Plays a role in hyaluronan/hyaluronic acid (HA) synthesis.
Gene Name:
HAS2
Uniprot ID:
Q92819
Molecular weight:
63565.845
General function:
Involved in acetylglucosaminyltransferase activity
Specific function:
Branching enzyme that converts linear into branched poly-N-acetyllactosaminoglycans. Introduces the blood group I antigen during embryonic development. It is closely associated with the development and maturation of erythroid cells. The expression of the blood group I antigen in erythrocytes is determined by isoform C.
Gene Name:
GCNT2
Uniprot ID:
Q06430
Molecular weight:
45854.405
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-R → Uridine 5'-diphosphate + N-acetyl-beta-D-glucosaminyl-1,6-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-Rdetails
General function:
Involved in sugar:hydrogen symporter activity
Specific function:
Uridine diphosphate-N-acetylglucosamine transporter in the Golgi apparatus.
Gene Name:
SLC35A3
Uniprot ID:
Q9Y2D2
Molecular weight:
40684.46
General function:
Involved in galactosyltransferase activity
Specific function:
Catalyzes the initiation and elongation of poly-N- acetyllactosamine chains
Gene Name:
bGnT-2
Uniprot ID:
Q9NY97
Molecular weight:
46021.6
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Glycosyltransferase required for the biosynthesis of heparan-sulfate and responsible for the alternating addition of beta-1-4-linked glucuronic acid (GlcA) and alpha-1-4-linked N-acetylglucosamine (GlcNAc) units to nascent heparan sulfate chains.
Gene Name:
EXTL2
Uniprot ID:
Q9UBQ6
Molecular weight:
37465.365
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl-proteoglycan → Uridine 5'-diphosphate + alpha-N-acetyl-D-glucosaminyl-(1->4)-beta-D-glucuronosyl-(1->3)-beta-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-xylosyl-proteoglycandetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Glycosyltransferase that participates in the transfer of N-acetylglucosamine (GlcNAc) to the core mannose residues of N-linked glycans. Catalyzes the formation of the GlcNAcbeta1-4 branch on the GlcNAcbeta1-2Manalpha1-3 arm of the core structure of N-linked glycans. Essential for the production of tri- and tetra-antennary N-linked sugar chains. Involved in glucose transport by mediating SLC2A2/GLUT2 glycosylation, thereby controlling cell-surface expression of SLC2A2 in pancreatic beta cells.
Gene Name:
MGAT4A
Uniprot ID:
Q9UM21
Molecular weight:
48945.98
Reactions
Uridine diphosphate-N-acetylglucosamine + 3-(2-(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-R → Uridine 5'-diphosphate + 3-(2,4-bis(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-Rdetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Glycosyltransferase that participates in the transfer of N-acetylglucosamine (GlcNAc) to the core mannose residues of N-linked glycans. Catalyzes the formation of the GlcNAcbeta1-4 branch on the GlcNAcbeta1-2Manalpha1-3 arm of the core structure of N-linked glycans. Essential for the production of tri- and tetra-antennary N-linked sugar chains. Has lower affinities for donors or acceptors than MGAT4A, suggesting that, under physiological conditions, it is not the main contributor in N-glycan biosynthesis.
Gene Name:
MGAT4B
Uniprot ID:
Q9UQ53
Molecular weight:
63197.845
Reactions
Uridine diphosphate-N-acetylglucosamine + 3-(2-(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-R → Uridine 5'-diphosphate + 3-(2,4-bis(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-Rdetails
General function:
Involved in galactosyltransferase activity
Specific function:
Beta-1,3-N-acetylglucosaminyltransferase that plays a key role in the synthesis of lacto- or neolacto-series carbohydrate chains on glycolipids, notably by participating in biosynthesis of HNK-1 and Lewis X carbohydrate structures. Has strong activity toward lactosylceramide (LacCer) and neolactotetraosylceramide (nLc(4)Cer; paragloboside), resulting in the synthesis of Lc(3)Cer and neolactopentaosylceramide (nLc(5)Cer), respectively. Probably plays a central role in regulating neolacto-series glycolipid synthesis during embryonic development.
Gene Name:
B3GNT5
Uniprot ID:
Q9BYG0
Molecular weight:
44052.295
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide → Uridine 5'-diphosphate + N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramidedetails
General function:
Involved in alpha-1,3-mannosylglycoprotein 2-beta-N-acetylglucosaminyltransferase activity
Specific function:
Participates in O-mannosyl glycosylation. May be responsible for the synthesis of the GlcNAc(beta1-2)Man(alpha1-)O-Ser/Thr moiety on alpha-dystroglycan and other O-mannosylated proteins. Is specific for alpha linked terminal mannose and does not have MGAT3, MGAT4, MGAT5, MGAT7 or MGAT8 activity.
Gene Name:
POMGNT1
Uniprot ID:
Q8WZA1
Molecular weight:
75219.255
Reactions
Uridine diphosphate-N-acetylglucosamine + Man-R → N-acetyl-D-glucosamine-beta-1,2-Man-R + Uridine 5'-diphosphatedetails
General function:
Involved in transcription factor binding
Specific function:
Catalyzes the formation of mannose 6-phosphate (M6P) markers on high mannose type oligosaccharides in the Golgi apparatus. M6P residues are required to bind to the M6P receptors (MPR), which mediate the vesicular transport of lysosomal enzymes to the endosomal/prelysosomal compartment.
Gene Name:
GNPTAB
Uniprot ID:
Q3T906
Molecular weight:
143620.765
Reactions
Uridine diphosphate-N-acetylglucosamine + lysosomal-enzyme D-mannose → Uridine 5'-monophosphate + lysosomal-enzyme N-acetyl-D-glucosaminyl-phospho-D-mannosedetails
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Isoform 2 may be involved in protein N-glycosylation, second step of the dolichol-linked oligosaccharide pathway.
Gene Name:
ALG13
Uniprot ID:
Q9NP73
Molecular weight:
15149.285
Reactions
Uridine diphosphate-N-acetylglucosamine + N-acetyl-D-glucosaminyl-diphosphodolichol → Uridine 5'-diphosphate + N,N'-diacetylchitobiosyl-diphosphodolicholdetails
General function:
Not Available
Specific function:
Catalyzes the transfer of a single N-acetylglucosamine from UDP-GlcNAc to a serine or threonine residue in extracellular proteins resulting in their modification with a beta-linked N-acetylglucosamine (O-GlcNAc). Specifically glycosylates the Thr residue located between the fifth and sixth conserved cysteines of folded EGF-like domains (By similarity).
Gene Name:
EOGT
Uniprot ID:
Q5NDL2
Molecular weight:
52296.26
Reactions
Uridine diphosphate-N-acetylglucosamine + [protein]-L-serine → Uridine 5'-diphosphate + [protein]-3-O-(N-acetyl-D-glucosaminyl)-L-serinedetails
Uridine diphosphate-N-acetylglucosamine + [protein]-L-threonine → Uridine 5'-diphosphate + [protein]-3-O-(N-acetyl-D-glucosaminyl)-L-threoninedetails
General function:
Not Available
Specific function:
Forms critical branches in O-glycans.
Gene Name:
GCNT1
Uniprot ID:
Q02742
Molecular weight:
49798.425
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-1,3-N-acetyl-D-galactosaminyl-R → Uridine 5'-diphosphate + beta-D-galactosyl-1,3-(N-acetyl-beta-D-glucosaminyl-1,6)-N-acetyl-D-galactosaminyl-Rdetails
General function:
Not Available
Specific function:
Glycosyltransferase that can synthesize all known mucin beta 6 N-acetylglucosaminides. Mediates core 2 and core 4 O-glycan branching, 2 important steps in mucin-type biosynthesis. Has also I-branching enzyme activity by converting linear into branched poly-N-acetyllactosaminoglycans, leading to introduce the blood group I antigen during embryonic development.
Gene Name:
GCNT3
Uniprot ID:
O95395
Molecular weight:
50863.175
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-1,3-N-acetyl-D-galactosaminyl-R → Uridine 5'-diphosphate + beta-D-galactosyl-1,3-(N-acetyl-beta-D-glucosaminyl-1,6)-N-acetyl-D-galactosaminyl-Rdetails
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-R → Uridine 5'-diphosphate + N-acetyl-beta-D-glucosaminyl-1,6-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-Rdetails
General function:
Not Available
Specific function:
Glycosyltransferase that mediates core 2 O-glycan branching, an important step in mucin-type biosynthesis. Does not have core 4 O-glycan or I-branching enzyme activity.
Gene Name:
GCNT4
Uniprot ID:
Q9P109
Molecular weight:
53051.69
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-1,3-N-acetyl-D-galactosaminyl-R → Uridine 5'-diphosphate + beta-D-galactosyl-1,3-(N-acetyl-beta-D-glucosaminyl-1,6)-N-acetyl-D-galactosaminyl-Rdetails
General function:
Not Available
Specific function:
Branching enzyme that converts linear into branched poly-N-acetyllactosaminoglycans. Introduces the blood group I antigen during embryonic development. It is closely associated with the development and maturation of erythroid cells. The expression of the blood group I antigen in erythrocytes is determined by isoform C.
Gene Name:
GCNT2
Uniprot ID:
Q8N0V5
Molecular weight:
45873.115
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-R → Uridine 5'-diphosphate + N-acetyl-beta-D-glucosaminyl-1,6-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-Rdetails
General function:
Not Available
Specific function:
Branching enzyme that converts linear into branched poly-N-acetyllactosaminoglycans. Introduces the blood group I antigen during embryonic development. It is closely associated with the development and maturation of erythroid cells. The expression of the blood group I antigen in erythrocytes is determined by isoform C.
Gene Name:
GCNT2
Uniprot ID:
Q8NFS9
Molecular weight:
45854.405
Reactions
Uridine diphosphate-N-acetylglucosamine + beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-R → Uridine 5'-diphosphate + N-acetyl-beta-D-glucosaminyl-1,6-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-Rdetails
General function:
Not Available
Specific function:
Not Available
Gene Name:
GTDC2
Uniprot ID:
Q8NAT1
Molecular weight:
66614.805
Reactions
Uridine diphosphate-N-acetylglucosamine + [protein]-L-serine → Uridine 5'-diphosphate + [protein]-3-O-(N-acetyl-D-glucosaminyl)-L-serinedetails
Uridine diphosphate-N-acetylglucosamine + [protein]-L-threonine → Uridine 5'-diphosphate + [protein]-3-O-(N-acetyl-D-glucosaminyl)-L-threoninedetails
General function:
Not Available
Specific function:
Initiates complex N-linked carbohydrate formation. Essential for the conversion of high-mannose to hybrid and complex N-glycans.
Gene Name:
MGAT1
Uniprot ID:
P26572
Molecular weight:
50877.88
Reactions
Uridine diphosphate-N-acetylglucosamine + 3-(alpha-D-mannosyl)-beta-D-mannosyl-R → Uridine 5'-diphosphate + 3-(2-(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-Rdetails
General function:
Not Available
Specific function:
Glycosyltransferase that participates in the transfer of N-acetylglucosamine (GlcNAc) to the core mannose residues of N-linked glycans. Catalyzes the formation of the GlcNAcbeta1-4 branch on the GlcNAcbeta1-2Manalpha1-3 arm of the core structure of N-linked glycans. Essential for the production of tri- and tetra-antennary N-linked sugar chains (By similarity). Does not catalyze the transfer of GlcNAc to the Manalpha1-6 arm to form GlcNAcBeta1-4Manalpha1-6 linkage ('GnT-VI' activity).
Gene Name:
MGAT4C
Uniprot ID:
Q9UBM8
Molecular weight:
56060.915
Reactions
Uridine diphosphate-N-acetylglucosamine + 3-(2-(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-R → Uridine 5'-diphosphate + 3-(2,4-bis(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-Rdetails
General function:
Not Available
Specific function:
Glycosyltransferase that acts on alpha-linked mannose of N-glycans and O-mannosyl glycans. Catalyzes the transfer of N-acetylglucosamine (GlcNAc) to the beta 1-6 linkage of the mannose residue of GlcNAcbeta1,2-Manalpha on both the alpha1,3- and alpha1,6-linked mannose arms in the core structure of N-glycan. Also acts on the GlcNAcbeta1,2-Manalpha1-Ser/Thr moiety, forming a 2,6-branched structure in brain O-mannosyl glycan. Plays an active role in modulating integrin and laminin-dependent adhesion and migration of neuronal cells via its activity in the O-mannosyl glycan pathway.
Gene Name:
MGAT5B
Uniprot ID:
Q3V5L5
Molecular weight:
89534.545
Reactions
Uridine diphosphate-N-acetylglucosamine + 6-(2-(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-R → Uridine 5'-diphosphate + 6-(2,6-bis(N-acetyl-beta-D-glucosaminyl)-alpha-D-mannosyl)-beta-D-mannosyl-Rdetails
General function:
Not Available
Specific function:
Not Available
Gene Name:
UAP1L1
Uniprot ID:
Q3KQV9
Molecular weight:
Not Available
Reactions
Uridine triphosphate + N-Acetyl-glucosamine 1-phosphate → Pyrophosphate + Uridine diphosphate-N-acetylglucosaminedetails