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U4500

Sigma-Aldrich

Uridine 5′-diphosphogalactose disodium salt

≥97.0%

Synonym(s):

UDP-Gal, UDP-galactose

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About This Item

Empirical Formula (Hill Notation):
C15H22N2Na2O17P2
CAS Number:
137868-52-1
Molecular Weight:
610.27
MDL number:
MFCD00077895
UNSPSC Code:
41106305
PubChem Substance ID:
24900647
NACRES:
NA.51

biological source

bovine milk
rabbit muscle
yeast

Quality Level

200

assay

≥97.0%

form

powder

storage temp.

−20°C

SMILES string

[Na+].[Na+].OC[C@H]1O[C@@H](OP([O-])(=O)OP([O-])(=O)OC[C@H]2OC([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C15H24N2O17P2.2Na/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);;/q;2*+1/p-2/t5-,6-,8+,9-,10+,11-,12-,13?,14?;;/m1../s1

InChI key

PKJQEQVCYGYYMM-OUJOOSCPSA-L

General description

Uridine 5′-diphospho-α-D-galactose/UDP-Gal is a nucleotide sugar.

Application

Uridine 5′-diphosphogalactose disodium salt has been used as a component in galactosyltransferase labeling buffer to prelabel terminal N-acetylglucosamine (GlcNAc) on immunoglobulin chains. It has also been used as a component in Hyp O-galactosyltransferase (HPGT) assay.

Biochem/physiol Actions

Uridine 5′-diphospho-α-D-galactose/UDP-Gal can block BALB/3T12 cell development. In mammals, it is very essential for glycoconjugate biosynthesis.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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UDP-galactose inhibition of BALB/3T12-3 cell growth: Requirement for medium galactosyltransferase activity
Klohs W D, et al.
Experimental Cell Research, 141(2), 365-374 (1982)
Enzymatic synthesis of UDP-galactose on a gram scale
Bulter T and Elling L
Journal of Molecular Catalysis. B, Enzymatic, 8(4-6), 281-284 (2000)
LC/MS-based Detection of Hydroxyproline O-galactosyltransferase Activity
Ogawa-Ohnishi M and Matsubayashi Y
Bio-protocol, 19(10), 4130-4140 (2016)
Susannah M L Gagnon et al.
The Journal of biological chemistry, 290(45), 27040-27052 (2015-09-17)
Homologous glycosyltransferases α-(1→3)-N-acetylgalactosaminyltransferase (GTA) and α-(1→3)-galactosyltransferase (GTB) catalyze the final step in ABO(H) blood group A and B antigen synthesis through sugar transfer from activated donor to the H antigen acceptor. These enzymes have a GT-A fold type with characteristic
Robyn Meech et al.
Molecular pharmacology, 87(3), 442-450 (2014-12-19)
The human UDP glycosyltransferase (UGT) superfamily comprises four families of enzymes that catalyze the addition of sugar residues to small lipophilic chemicals. The UGT1 and UGT2 enzymes use UDP-glucuronic acid, and UGT3 enzymes use UDP-N-acetylglucosamine, UDP-glucose, and UDP-xylose to conjugate
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