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94333

Sigma-Aldrich

Uridine 5′-diphosphogalactose disodium salt

≥98.0% (HPLC)

Synonym(s):

UDP-Gal, Uridine-diphosphate-galactose disodium salt, Uridine[5’]diphospho[1]-α-D-galactopyranose disodium salt

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About This Item

Empirical Formula (Hill Notation):
C15H22N2Na2O17P2
CAS Number:
137868-52-1
Molecular Weight:
610.27
Beilstein/REAXYS Number:
5374254
MDL number:
MFCD00077895
UNSPSC Code:
41106305
PubChem Substance ID:
57653600

assay

≥98.0% (HPLC)

form

powder

impurities

≤5% solvent (ethanol)
≤6% water

solubility

H2O: 50 mg/mL, clear, colorless

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

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Application

Uridine 5dATP-diphosphogalactose (UDP-Gal) is a sugar-nucleotide substrate of galactosyltransferase(s) involved in the addition of galatose (galactosylation) molecules to N-linked and O-linked oligosaccharides and glycerolipids. UDP-Gal and its analogues are used to study the distribution, specificity and kinetics of galactosyltransferase(s).

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Karine Descroix et al.
Organic & biomolecular chemistry, 9(6), 1855-1863 (2011-01-27)
Structural analogues and mimics of the natural sugar-nucleotide UDP-galactose (UDP-Gal) are sought after as chemical tools for glycobiology and drug discovery. We have recently developed a novel class of galactosyltransferase (GalT) inhibitors derived from UDP-Gal, bearing an additional substituent at
Eric R Moellering et al.
Trends in plant science, 16(2), 98-107 (2010-12-15)
Galactoglycerolipids are the predominant lipid building blocks of chloroplast membranes and are essential for plant growth. Plant chloroplasts harbor a constitutive set of UDP-Gal-dependent lipid galactosyltransferases that are responsible for the bulk of galactoglycerolipid biosynthesis. A set of paralogs is
Subcellular localization of UDP-GlcNAc, UDP-Gal and SLC35B4 transporters.
Maszczak-Seneczko D, Olczak T, Olczak M.
Acta Biochimica Polonica, 58(3), 416-419 (2011)
Development of IgA nephropathy-like disease with high serum IgA levels and increased proportion of polymeric IgA in β-1,4-galactosyltransferase-deficient mice.
Nishie T, Miyaishi O, Azuma H, et al.
The American Journal of Pathology, 157, 125-128 (2007)
A E Hills et al.
Biotechnology and bioengineering, 75(2), 239-251 (2001-09-06)
Variable N-glycosylation at Asn(297) in the Fc region of recombinant therapeutic immunoglobulin G (IgG) molecules, specifically terminal galactosylation and sialylation, may affect both pharmacokinetic behavior and effector functions of recombinant therapeutic antibodies. We investigated the hypothesis that IgG Fc glycosylation
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