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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

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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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)
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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