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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:
Molecular Weight:
610.27
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

bovine milk
rabbit muscle
yeast

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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LC/MS-based Detection of Hydroxyproline O-galactosyltransferase Activity
Ogawa-Ohnishi M and Matsubayashi Y
Bio-protocol, 19(10), 4130-4140 (2016)
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)
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)
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
Yicheng Wang et al.
Nature communications, 11(1), 860-860 (2020-02-15)
Glycosylphosphatidylinositol (GPI)-anchored proteins and glycosphingolipids interact with each other in the mammalian plasma membranes, forming dynamic microdomains. How their interaction starts in the cells has been unclear. Here, based on a genome-wide CRISPR-Cas9 genetic screen for genes required for GPI

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