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Record Information
Version1.0
Creation Date2016-09-30 22:28:05 UTC
Update Date2020-06-04 20:13:12 UTC
BMDB IDBMDB0000302
Secondary Accession Numbers
  • BMDB00302
Metabolite Identification
Common NameUridine diphosphategalactose
DescriptionUridine diphosphategalactose, also known as UDP-D-galactopyranose or UDP galactose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Uridine diphosphategalactose is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Uridine diphosphategalactose exists in all living organisms, ranging from bacteria to humans. Uridine diphosphategalactose participates in a number of enzymatic reactions, within cattle. In particular, Uridine diphosphategalactose and glucose 1-phosphate can be converted into uridine diphosphate glucose and galactose 1-phosphate; which is catalyzed by the enzyme galactose-1-phosphate uridylyltransferase. In addition, D-Glucose and uridine diphosphategalactose can be converted into uridine 5'-diphosphate and Alpha-lactose; which is catalyzed by the enzyme lactose synthase. In cattle, uridine diphosphategalactose is involved in the metabolic pathway called lactose synthesis pathway.
Structure
Thumb
Synonyms
ValueSource
UDP GalactoseChEBI
UDP-alpha-D-GalactopyranoseChEBI
UDP-D-GalactopyranoseChEBI
UDP-GalactoseChEBI
Uridine diphosphate galactoseChEBI
Uridine diphosphogalactoseChEBI
Uridine pyrophosphogalactoseChEBI
UridinediphosphogalactoseChEBI
UDP-a-D-GalactopyranoseGenerator
UDP-α-D-galactopyranoseGenerator
Uridine diphosphoric acid galactoseGenerator
GDUHMDB
UDP-a-D-GalactoseHMDB
UDP-alpha-D-GalactoseHMDB
UDP-D-galactoseHMDB
UDP-D-GalactoseHMDB
UDP-GalHMDB
UDP-galactopyranoseHMDB
UdpgalHMDB, MeSH
UDPgalactoseHMDB
UPGHMDB
Uridine 5'-(alpha-D-galactopyranosyl pyrophosphate)HMDB
Uridine 5'-diphosphate galactoseHMDB
Uridine 5'-diphosphogalactoseHMDB
Uridine 5'-pyrophosphate a-D-galactopyranosyl esterHMDB
Uridine 5'-pyrophosphate a-D-galactosyl esterHMDB
Uridine 5'-pyrophosphate alpha-D-galactosyl esterHMDB
Uridine 5'-pyrophosphate D-galactosyl esterHMDB
Uridine 5'-[3-(D-galactopyranosyl) dihydrogen diphosphate]HMDB
Uridine diphosphate-D-galactoseHMDB
Uridine diphosphate-galactoseHMDB
Uridine pyrophosphate a-D-galactopyranosyl esterHMDB
Uridine pyrophosphate alpha-D-galactopyranosyl esterHMDB
Uridinediphosphate galactoseHMDB
Diphosphate galactose, uridineMeSH, HMDB
Diphosphogalactose, uridineMeSH, HMDB
Galactose, UDPMeSH, HMDB
Galactose, uridine diphosphateMeSH, HMDB
Pyrophosphogalactose, uridineMeSH, HMDB
UDP-α-D-GalactoseHMDB
Uridine 5'-(α-D-galactopyranosyl pyrophosphate)HMDB
Uridine 5’-(α-D-galactopyranosyl pyrophosphate)HMDB
Uridine 5’-diphosphate galactoseHMDB
Uridine 5’-diphosphogalactoseHMDB
Chemical FormulaC15H24N2O17P2
Average Molecular Weight566.3018
Monoisotopic Molecular Weight566.055020376
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number2956-16-3
SMILESNot Available
InChI Identifier
InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8+,9-,10+,11-,12-,13-,14-/m1/s1
InChI KeyHSCJRCZFDFQWRP-ABVWGUQPSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassPyrimidine nucleotide sugars
Direct ParentPyrimidine nucleotide sugars
Alternative Parents
Substituents
  • Pyrimidine nucleotide sugar
  • Pyrimidine ribonucleoside diphosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Hydroxypyrimidine
  • Pyrimidone
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Oxane
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Polyol
  • Organoheterocyclic compound
  • Azacycle
  • Primary alcohol
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Golgi
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cytoplasm
  • Golgi
Biospecimen Locations
  • Liver
  • Platelet
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
PlateletExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
TestisDetected and Quantified53 +/- 10 nmol/g of tissueNot SpecifiedNot Specified
Normal
    • Aidin Foroutan, C...
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000302
DrugBank IDDB03501
Phenol Explorer Compound IDNot Available
FooDB IDFDB021811
KNApSAcK IDC00007390
Chemspider ID17069
KEGG Compound IDC00052
BioCyc IDCPD-14553
BiGG ID33675
Wikipedia LinkNot Available
METLIN ID5291
PubChem Compound18068
PDB IDNot Available
ChEBI ID67119
References
Synthesis ReferenceTakeda, Satoshi; Noguchi, Toshitada. Enzymic manufacture of 5'-uridine diphosphate galactose (UDP-Gal) from UMP. Jpn. Kokai Tokkyo Koho (2001), 9 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Catalyzes the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor. May participate in synthesis of oncofetal fibronectin. Has activity toward Muc1a, Muc2, EA2 and fibronectin peptides (By similarity).
Gene Name:
GALNT6
Uniprot ID:
Q5EA41
Molecular weight:
71138.0
General function:
Involved in calcium ion binding
Specific function:
Catalyzes the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor. Has a broad spectrum of substrates for peptides such as EA2, Muc5AC, Muc1a, Muc1b and Muc7.
Gene Name:
GALNT1
Uniprot ID:
Q07537
Molecular weight:
64192.0
General function:
Involved in glycoprotein-N-acetylgalactosamine 3-beta-g
Specific function:
Glycosyltransferase that generates the core 1 O-glycan Gal-beta1-3GalNAc-alpha1-Ser/Thr (T antigen), which is a precursor for many extended O-glycans in glycoproteins. Plays a central role in many processes, such as angiogenesis, thrombopoiesis and kidney homeostasis development (By similarity).
Gene Name:
C1GALT1
Uniprot ID:
Q0VC84
Molecular weight:
43041.0
General function:
Involved in alpha-tubulin binding
Specific function:
The Golgi complex form catalyzes the production of lactose in the lactating mammary gland and could also be responsible for the synthesis of complex-type N-linked oligosaccharides in many glycoproteins as well as the carbohydrate moieties of glycolipids.
Gene Name:
B4GALT1
Uniprot ID:
P08037
Molecular weight:
44843.0
Reactions
Uridine diphosphategalactose + D-Glucose → Uridine 5'-diphosphate + Alpha-Lactosedetails
D-Glucose + Uridine diphosphategalactose → Uridine 5'-diphosphate + Alpha-Lactosedetails
General function:
Involved in beta-N-acetylglucosaminylglycopeptide beta-
Specific function:
Responsible for the synthesis of complex-type N-linked oligosaccharides in many glycoproteins as well as the carbohydrate moieties of glycolipids.
Gene Name:
B4GALT3
Uniprot ID:
Q5EA87
Molecular weight:
44371.0
General function:
Involved in manganese ion binding
Specific function:
Synthesizes the galactose-alpha(1,3)-galactose group by catalyzing the transfer of a galactose residue, with an alpha-1,3 linkage, on terminal lactosaminide (Gal-beta-1,4-GlcNAc-R) disaccharide borne by a glycoprotein or a glycolipid. Preferentially glycosylates proteins, can synthesize galactose-alpha(1,3)-galactose on glycoproteins but cannot synthesize the glycolipid called isoglobotrihexosylceramide or isogloboside 3 (iGb3).
Gene Name:
GGTA1
Uniprot ID:
P14769
Molecular weight:
43247.0
General function:
Energy production and conversion
Specific function:
Not Available
Gene Name:
GALT
Uniprot ID:
Q0V7N7
Molecular weight:
37812.0
General function:
Energy production and conversion
Specific function:
Not Available
Gene Name:
GALT
Uniprot ID:
Q58CX1
Molecular weight:
41288.0
Reactions
Uridine diphosphategalactose + Glucose 1-phosphate → Uridine diphosphate glucose + Galactose 1-phosphatedetails
Uridine diphosphate glucose + Galactose 1-phosphate → Uridine diphosphategalactose + Glucose 1-phosphatedetails
Uridine diphosphategalactose + Glucose 1-phosphate → Galactose 1-phosphate + Uridine diphosphate glucosedetails
General function:
Involved in calcium ion binding
Specific function:
Regulatory subunit of lactose synthase, changes the substrate specificity of galactosyltransferase in the mammary gland making glucose a good acceptor substrate for this enzyme. This enables LS to synthesize lactose, the major carbohydrate component of milk. In other tissues, galactosyltransferase transfers galactose onto the N-acetylglucosamine of the oligosaccharide chains in glycoproteins.
Gene Name:
LALBA
Uniprot ID:
P00711
Molecular weight:
16247.0
Reactions
D-Glucose + Uridine diphosphategalactose → Uridine 5'-diphosphate + Alpha-Lactosedetails
General function:
Carbohydrate transport and metabolism
Specific function:
Transports nucleotide sugars from the cytosol into Golgi vesicles where glycosyltransferases function.
Gene Name:
SLC35A2
Uniprot ID:
Q58DA6
Molecular weight:
41180.0
General function:
Not Available
Specific function:
Catalyzes two distinct but analogous reactions: the reversible epimerization of UDP-glucose to UDP-galactose and the reversible epimerization of UDP-N-acetylglucosamine to UDP-N-acetylgalactosamine. The reaction with UDP-Gal plays a critical role in the Leloir pathway of galactose catabolism in which galactose is converted to the glycolytic intermediate glucose 6-phosphate. It contributes to the catabolism of dietary galactose and enables the endogenous biosynthesis of both UDP-Gal and UDP-GalNAc when exogenous sources are limited. Both UDP-sugar interconversions are important in the synthesis of glycoproteins and glycolipids.
Gene Name:
GALE
Uniprot ID:
Q3T105
Molecular weight:
38254.0
Reactions
Uridine diphosphate glucose + Galactose 1-phosphate → Uridine diphosphategalactose + Glucose 1-phosphatedetails
Uridine diphosphategalactose → Uridine diphosphate glucosedetails