UDPGAL – UDP-galactose

Name
WID	UDPGAL
Name	UDP-galactose
Traditional name	[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] ({[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate
IUPAC name	[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] ({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate
Cross references	ChEBI: 18307, PubChem: 3354, ThreeDMET: B04625, KNApSAcK: C00007390, KEGG: C00052, ... 3 more

Classification
Type	carbohydrate_nucleotide_sugar

Structure
Empirical formula (pH 7.5)	H₂₂C₁₅N₂O₁₇P₂
SMILES (pH 7.5)	OCC1OC(OP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)C(O)C(O)C1O
Charge (pH 7.5)	-2
Is hydrophobic	False
Molecular weight (Da)	564.29
van der Waals volume (pH 7.5; Å³ molecule^‑1)	417.70
Δ_fG^'o (pH 7.5, 25C, I = 0; kJ mol^‑1)	-2177.10
logP	-5.00
logD (pH 7.5)	-9.74

Function
Reaction participant	UDPglucose 4-epimerase [c]: UDPGAL ⇔ UDPG glycosyltransferase (galactosyl-β-Ceramide (d18:1/16:0) ==> galactosyl-α1-4-galactosyl-β-Ceramide (d18:1/16:0)) GalCer16[m] + UDPGAL[c] ⇒ GalGalCer16[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z)) ==> galactosyl-α1-4-galactosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z))) GalDAG181[m] + UDPGAL[c] ⇒ GalGalDAG181[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z)) ==> galactosyl-α1-4-galactosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z))) GalDAG161[m] + UDPGAL[c] ⇒ GalGalDAG161[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-α1-4-galactosyl-β-diacylglycerol(16:0/16:1(9Z)) ==> galactosyl-α1-4-galactosyl-β1-4-galactosyl-β-diacylglycerol(16:0/16:1(9Z))) GalGalDAG160[m] + UDPGAL[c] ⇒ GalGalGalDAG160[m] + H[c] + UDP[c] ... 16 more glycosyltransferase (Diacylglycerol (n-16:1) ==> galactosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z))) DAG161[m] + UDPGAL[c] ⇒ GalDAG161[m] + H[c] + UDP[c] glycosyltransferase (glucosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z)) ==> galactosyl-β1-4-glucosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z))) GlcDAG181[m] + UDPGAL[c] ⇒ GalGlcDAG181[m] + H[c] + UDP[c] glycosyltransferase (glucosyl-β-diacylglycerol(16:0/16:1(9Z)) ==> galactosyl-β1-4-glucosyl-β-diacylglycerol(16:0/16:1(9Z))) GlcDAG160[m] + UDPGAL[c] ⇒ GalGlcDAG160[m] + H[c] + UDP[c] glycosyltransferase (glucosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z)) ==> galactosyl-β1-4-glucosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z))) GlcDAG161[m] + UDPGAL[c] ⇒ GalGlcDAG161[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-β1-4-glucosyl-β-Ceramide (d18:1/16:0) ==> galactosyl-α1-4-galactosyl-β1-4-glucosyl-β-Ceramide (d18:1/16:0)) GalGlcCer16[m] + UDPGAL[c] ⇒ GalGalGlcCer16[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-β1-4-glucosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z)) ==> galactosyl-α1-4-galactosyl-β1-4-glucosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z))) GalGlcDAG181[m] + UDPGAL[c] ⇒ GalGalGlcDAG181[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-β1-4-glucosyl-β-diacylglycerol(16:0/16:1(9Z)) ==> galactosyl-α1-4-galactosyl-β1-4-glucosyl-β-diacylglycerol(16:0/16:1(9Z))) GalGlcDAG160[m] + UDPGAL[c] ⇒ GalGalGlcDAG160[m] + H[c] + UDP[c] glycosyltransferase (Diacylglycerol (n-16:0) ==> galactosyl-β-diacylglycerol(16:0/16:1(9Z))) DAG160[m] + UDPGAL[c] ⇒ GalDAG160[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-β1-4-glucosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z)) ==> galactosyl-α1-4-galactosyl-β1-4-glucosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z))) GalGlcDAG161[m] + UDPGAL[c] ⇒ GalGalGlcDAG161[m] + H[c] + UDP[c] FAD reductase [c]: UDPGAL ⇒ UDPGALF glycosyltransferase (glucosyl-β-Ceramide (d18:1/16:0) ==> galactosyl-β1-4-glucosyl-β-Ceramide (d18:1/16:0)) GlcCer16[m] + UDPGAL[c] ⇒ GalGlcCer16[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-β-diacylglycerol(16:0/16:1(9Z)) ==> galactosyl-α1-4-galactosyl-β-diacylglycerol(16:0/16:1(9Z))) GalDAG160[m] + UDPGAL[c] ⇒ GalGalDAG160[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-α1-4-galactosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z)) ==> galactosyl-α1-4-galactosyl-β1-4-galactosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z))) GalGalDAG181[m] + UDPGAL[c] ⇒ GalGalGalDAG181[m] + H[c] + UDP[c] glycosyltransferase (Ceramide (d18:1/16:0) ==> galactosyl-β-Ceramide (d18:1/16:0)) Ceramide16[m] + UDPGAL[c] ⇒ GalCer16[m] + H[c] + UDP[c] glycosyltransferase (Diacylglycerol (n-18:1) ==> galactosyl-β-diacylglycerol(18:1(11Z)/18:1(11Z))) DAG181[m] + UDPGAL[c] ⇒ GalDAG181[m] + H[c] + UDP[c] glycosyltransferase (galactosyl-α1-4-galactosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z)) ==> galactosyl-α1-4-galactosyl-β1-4-galactosyl-β-diacylglycerol(16:1(9Z)/16:1(9Z))) GalGalDAG161[m] + UDPGAL[c] ⇒ GalGalGalDAG161[m] + H[c] + UDP[c]

Metadata
Created	2012-10-01 15:07:09
Last updated	2012-10-01 15:12:35