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137868-52-1,MFCD00077895
Catalog No.:AA0013WV

137868-52-1 | Udp-alpha-d-galactose disodium salt

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  • Technical Information
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Technical Information
Catalog Number:
AA0013WV
Chemical Name:
Udp-alpha-d-galactose disodium salt
CAS Number:
137868-52-1
Molecular Formula:
C15H22N2Na2O17P2
Molecular Weight:
610.2654
MDL Number:
MFCD00077895
SMILES:
OC[C@H]1O[C@H](OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2ccc(=O)[nH]c2=O)[O-])[O-])[C@@H]([C@H]([C@H]1O)O)O.[Na+].[Na+]
Properties
Computed Properties
 
Complexity:
948  
Covalently-Bonded Unit Count:
3  
Defined Atom Stereocenter Count:
9  
Heavy Atom Count:
38  
Hydrogen Bond Acceptor Count:
17  
Hydrogen Bond Donor Count:
7  
Rotatable Bond Count:
9  

Literature

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Journal: Carbohydrate research 20121001

Title: Gene regulation of UDP-galactose synthesis and transport: potential rate-limiting processes in initiation of milk production in humans.

Journal: American journal of physiology. Endocrinology and metabolism 20120801

Title: UDP-galactose 4'-epimerase activities toward UDP-Gal and UDP-GalNAc play different roles in the development of Drosophila melanogaster.

Journal: PLoS genetics 20120501

Title: Characterization of UDP-glucose 4-epimerase from Pyrococcus horikoshii: regeneration of UDP to produce UDP-galactose using two-enzyme system with trehalose.

Journal: Bioresource technology 20120401

Title: Structural insight into the unique substrate binding mechanism and flavin redox state of UDP-galactopyranose mutase from Aspergillus fumigatus.

Journal: The Journal of biological chemistry 20120330

Title: Efficient one-pot multienzyme synthesis of UDP-sugars using a promiscuous UDP-sugar pyrophosphorylase from Bifidobacterium longum (BLUSP).

Journal: Chemical communications (Cambridge, England) 20120311

Title: The C-terminal domain of the Salmonella enterica WbaP (UDP-galactose:Und-P galactose-1-phosphate transferase) is sufficient for catalytic activity and specificity for undecaprenyl monophosphate.

Journal: Glycobiology 20120101

Title: UDP-xylose and UDP-galactose synthesis in Trichomonas vaginalis.

Journal: Molecular and biochemical parasitology 20120101

Title: Overexpression of UDP-GlcNAc transporter partially corrects galactosylation defect caused by UDP-Gal transporter mutation.

Journal: FEBS letters 20111003

Title: Comparative analysis of involvement of UGT1 and UGT2 splice variants of UDP-galactose transporter in glycosylation of macromolecules in MDCK and CHO cell lines.

Journal: Glycoconjugate journal 20111001

Title: Enhanced UDP-glucose and UDP-galactose by homologous overexpression of UDP-glucose pyrophosphorylase in Lactobacillus casei.

Journal: Journal of biotechnology 20110720

Title: Newborn screening for galactosemia by a second-tier multiplex enzyme assay using UPLC-MS/MS in dried blood spots.

Journal: Journal of inherited metabolic disease 20110401

Title: The first C-glycosidic analogue of a novel galactosyltransferase inhibitor.

Journal: Organic & biomolecular chemistry 20110321

Title: Biosynthesis of UDP-xylose and UDP-arabinose in Sinorhizobium meliloti 1021: first characterization of a bacterial UDP-xylose synthase, and UDP-xylose 4-epimerase.

Journal: Microbiology (Reading, England) 20110101

Title: Promiscuous activity of ER glucosidase II discovered through donor specificity analysis of UGGT.

Journal: Biochemical and biophysical research communications 20101217

Title: Synthesis of sialyllactosamine clusters using carbosilane as core scaffolds by means of chemical and enzymatic approaches.

Journal: Bioorganic & medicinal chemistry letters 20100815

Title: A novel fluorescent probe for retaining galactosyltransferases.

Journal: Chembiochem : a European journal of chemical biology 20100705

Title: Direct non-radioactive assay of galactose-1-phosphate:uridyltransferase activity using high performance liquid chromatography.

Journal: Clinica chimica acta; international journal of clinical chemistry 20100704

Title: Enzymatic synthesis of Gb3 and iGb3 ceramides.

Journal: Carbohydrate research 20100702

Title: Characterization of rice nucleotide sugar transporters capable of transporting UDP-galactose and UDP-glucose.

Journal: Journal of biochemistry 20100701

Title: Deletion of UDP-glucose pyrophosphorylase reveals a UDP-glucose independent UDP-galactose salvage pathway in Leishmania major.

Journal: Glycobiology 20100701

Title: Binding of an acceptor substrate analog enhances the enzymatic activity of human blood group B galactosyltransferase.

Journal: Glycobiology 20100601

Title: Identification of essential amino acid residues in the hydrophilic loop regions of the CMP-sialic acid transporter and UDP-galactose transporter.

Journal: Glycobiology 20100601

Title: Characterization of two different types of UDP-glucose/-galactose 4-epimerase involved in galactosylation in fission yeast.

Journal: Microbiology (Reading, England) 20100301

Title: Quantification of extracellular UDP-galactose.

Journal: Analytical biochemistry 20100101

Title: UDP-sugar biosynthetic pathway: contribution to cyanidin 3-galactoside biosynthesis in apple skin.

Journal: Planta 20091001

Title: En route to deoxygenated N-acetyllactosamine analogues employing uridyl and galactosyl transferases.

Journal: Carbohydrate research 20090817

Title: Determination of beta4-galactosyltransferase-7 activity using high-performance liquid chromatography-electrospray ionization tandem mass spectrometry.

Journal: Clinical biochemistry 20090401

Title: UDP-glucose modulates gastric function through P2Y14 receptor-dependent and -independent mechanisms.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20090401

Title: Potent ligands for prokaryotic UDP-galactopyranose mutase that exploit an enzyme subsite.

Journal: Organic letters 20090101

Title: Screening a limited structure-based library identifies UDP-GalNAc-specific mutants of alpha-1,3-galactosyltransferase.

Journal: Glycobiology 20081201

Title: UGE1 and UGE2 regulate the UDP-glucose/UDP-galactose equilibrium in Cryptococcus neoformans.

Journal: Eukaryotic cell 20081201

Title: Structural basis of UDP-galactose binding by alpha-1,3-galactosyltransferase (alpha3GT): role of negative charge on aspartic acid 316 in structure and activity.

Journal: Biochemistry 20080819

Title: Virulence attenuation of a UDP-galactose/N-acetylglucosamine beta1,4 galactosyltransferase expressing Leishmania donovani promastigote.

Journal: Glycoconjugate journal 20080701

Title: A single Caenorhabditis elegans Golgi apparatus-type transporter of UDP-glucose, UDP-galactose, UDP-N-acetylglucosamine, and UDP-N-acetylgalactosamine.

Journal: Biochemistry 20080408

Title: Synthesis and photolytic activation of 6''-O-2-nitrobenzyl uridine-5'-diphosphogalactose: a 'caged' UDP-Gal derivative.

Journal: Carbohydrate research 20080407

Title: Galactosylation does not prevent the rapid clearance of long-term, 4 degrees C-stored platelets.

Journal: Blood 20080315

Title: The involvement of beta-1,4-Galactosyltransferase and N-Acetylglucosamine residues in fertilization has been lost in the horse.

Journal: Reproductive biology and endocrinology : RB&E 20080101

Title: Synthesis of fluorescently labelled and internally quenched UDP-Gal probes.

Journal: Carbohydrate research 20070903

Title: Functional analysis of a lipid galactosyltransferase synthesizing the major envelope lipid in the Lyme disease spirochete Borrelia burgdorferi.

Journal: FEMS microbiology letters 20070701

Title: The mechanism of galactosamine toxicity revisited; a metabonomic study.

Journal: Journal of proteome research 20070701

Title: Site-directed mutagenesis of UDP-galactopyranose mutase reveals a critical role for the active-site, conserved arginine residues.

Journal: Biochemistry 20070612

Title: Two functionally divergent UDP-Gal nucleotide sugar transporters participate in phosphoglycan synthesis in Leishmania major.

Journal: The Journal of biological chemistry 20070511

Title: UDP-glucose 4-epimerase isoforms UGE2 and UGE4 cooperate in providing UDP-galactose for cell wall biosynthesis and growth of Arabidopsis thaliana.

Journal: The Plant cell 20070501

Title: [Experimental study on cryopreservation of platelets].

Journal: Zhongguo shi yan xue ye xue za zhi 20070401

Title: [Cold storage of rabbit platelet suspension by adding uridine diphosphate galactose].

Journal: Zhongguo shi yan xue ye xue za zhi 20061201

Title: Fragment-based screening of the donor substrate specificity of human blood group B galactosyltransferase using saturation transfer difference NMR.

Journal: The Journal of biological chemistry 20061027

Title: Blood group B galactosyltransferase: insights into substrate binding from NMR experiments.

Journal: Journal of the American Chemical Society 20061018

Title: Trypanosoma brucei UDP-galactose-4'-epimerase in ternary complex with NAD+ and the substrate analogue UDP-4-deoxy-4-fluoro-alpha-D-galactose.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications 20060901

Title: Immobilization of UDP-galactose 4-epimerase from Escherichia coli on the yeast cell surface.

Journal: Bioscience, biotechnology, and biochemistry 20060901

Title: Functional expression of the P2Y14 receptor in human neutrophils.

Journal: European journal of pharmacology 20060814

Title: Metabolism associated with raised metabolic flux to sugar nucleotide precursors of exopolysaccharides in Lactobacillus delbrueckii subsp. bulgaricus.

Journal: Journal of industrial microbiology & biotechnology 20060501

Title: Stereoselective synthesis of alpha-C-Substituted 1,4-dideoxy-1,4-imino-D-galactitols. Toward original UDP-Galf mimics via cross-metathesis.

Journal: Organic letters 20060330

Title: Modest phenotypic improvements in ASA-deficient mice with only one UDP-galactose:ceramide-galactosyltransferase gene.

Journal: Lipids in health and disease 20060101

Title: [Evaluation of the effects of glycosylation on in vivo survival of cold-storage human platelets by using rabbit model].

Journal: Zhongguo shi yan xue ye xue za zhi 20051201

Title: AtUTr2 is an Arabidopsis thaliana nucleotide sugar transporter located in the Golgi apparatus capable of transporting UDP-galactose.

Journal: Planta 20051001

Title: Golgi and endoplasmic reticulum functions take place in different subcellular compartments of Entamoeba histolytica.

Journal: The Journal of biological chemistry 20050916

Title: Assaying uridine diphosphoglucose dehydrogenase in the presence of alcohol dehydrogenase.

Journal: Analytical biochemistry 20050801

Title: Identification and active expression of the Mycobacterium tuberculosis gene encoding 5-phospho-{alpha}-d-ribose-1-diphosphate: decaprenyl-phosphate 5-phosphoribosyltransferase, the first enzyme committed to decaprenylphosphoryl-d-arabinose synthesis.

Journal: The Journal of biological chemistry 20050701

Title: Amino-acid substitution in the disordered loop of blood group B-glycosyltransferase enzyme causes weak B phenotype.

Journal: Transfusion 20050701

Title: Synthesis and evaluation of mimetics of UDP and UDP-alpha-D-galactose, dTDP and dTDP-alpha-D-glucose with monosaccharides replacing the key pyrophosphate unit.

Journal: Organic & biomolecular chemistry 20050321

Title: Mutation of arginine 228 to lysine enhances the glucosyltransferase activity of bovine beta-1,4-galactosyltransferase I.

Journal: Biochemistry 20050308

Title: Identification of a UDP-Gal: GlcNAc-R galactosyltransferase activity in Escherichia coli VW187.

Journal: Bioorganic & medicinal chemistry letters 20050215

Title: srf-3, a mutant of Caenorhabditis elegans, resistant to bacterial infection and to biofilm binding, is deficient in glycoconjugates.

Journal: The Journal of biological chemistry 20041217

Title: Primordial germ cell migration in the rat: preliminary evidence for a role of galactosyltransferase.

Journal: Biology of reproduction 20041201

Title: Effect of the Met344His mutation on the conformational dynamics of bovine beta-1,4-galactosyltransferase: crystal structure of the Met344His mutant in complex with chitobiose.

Journal: Biochemistry 20041005

Title: UDP-galactose 4-epimerase from Kluyveromyces fragilis: analysis of its hysteretic behavior during catalysis.

Journal: Biochemistry 20040810

Title: Refinement of the conformation of UDP-galactose bound to galactosyltransferase using the STD NMR intensity-restrained CORCEMA optimization.

Journal: Journal of the American Chemical Society 20040721

Title: Loss of srf-3-encoded nucleotide sugar transporter activity in Caenorhabditis elegans alters surface antigenicity and prevents bacterial adherence.

Journal: The Journal of biological chemistry 20040716

Title: Specificity of a soluble UDP-galactose: fucoside alpha1,3-galactosyltransferase that modifies the cytoplasmic glycoprotein Skp1 in Dictyostelium.

Journal: The Journal of biological chemistry 20040709

Title: Intermediate trapping on a mutant retaining alpha-galactosyltransferase identifies an unexpected aspartate residue.

Journal: The Journal of biological chemistry 20040702

Title: Identification of elongating beta-1,4-galactosyltransferase activity in mung bean (Vigna radiata) hypocotyls using 2-aminobenzaminated 1,4-linked beta- D-galactooligosaccharides as acceptor substrates.

Journal: Planta 20040601

Title: A unique catalytic mechanism for UDP-galactopyranose mutase.

Journal: Nature structural & molecular biology 20040601

Title: A new role for an old cofactor.

Journal: Nature structural & molecular biology 20040601

Title: Nucleotides in sow colostrum and milk at different stages of lactation.

Journal: Journal of animal science 20040501

Title: Large-scale chemical and chemo-enzymatic synthesis of a spacer-containing Pk-trisaccharide.

Journal: Carbohydrate research 20040428

Title: Molecular dynamics simulations of glycosyltransferase LgtC.

Journal: Carbohydrate research 20040402

Title: Molecular modeling insights into the catalytic mechanism of the retaining galactosyltransferase LgtC.

Journal: Carbohydrate research 20040402

Title: Uridine 5'-polyphosphates (p4U and p5U) and uridine(5')polyphospho(5')nucleosides (Up(n)Ns) can be synthesized by UTP:glucose-1-phosphate uridylyltransferase from Saccharomyces cerevisiae.

Journal: FEBS letters 20040312

Title: Growth regulators and the control of nucleotide sugar flux.

Journal: The Plant cell 20040301

Title: A new strategy for the synthesis of glycoproteins.

Journal: Science (New York, N.Y.) 20040116

Title: Synthesis of uridine 5'-[2-S-pyridyl-3-thio-alpha-D-galactopyranosyl diphosphate]: precursor of UDP-thiogal sugar nucleotide donor substrate for beta-1,4-galactosyltransferase.

Journal: Nucleosides, nucleotides & nucleic acids 20040101

Title: Differential roles of the Leloir pathway enzymes and metabolites in defining galactose sensitivity in yeast.

Journal: Molecular genetics and metabolism 20040101

Title: A novel polygalacturonic acid bioflocculant REA-11 produced by Corynebacterium glutamicum: a proposed biosynthetic pathway and experimental confirmation.

Journal: Applied microbiology and biotechnology 20031201

Title: Roles of individual enzyme-substrate interactions by alpha-1,3-galactosyltransferase in catalysis and specificity.

Journal: Biochemistry 20031125

Title: Structure and function of enzymes of the Leloir pathway for galactose metabolism.

Journal: The Journal of biological chemistry 20031107

Title: Disruption of the two digalactosyldiacylglycerol synthase genes DGD1 and DGD2 in Arabidopsis reveals the existence of an additional enzyme of galactolipid synthesis.

Journal: The Plant cell 20031101

Title: Glycosylation restores survival of chilled blood platelets.

Journal: Science (New York, N.Y.) 20030912

Title: Refolding from denatured inclusion bodies, purification to homogeneity and simplified assay of MGDG synthases from land plants.

Journal: Protein expression and purification 20030901

Title: Comparison of the closed conformation of the beta 1,4-galactosyltransferase-1 (beta 4Gal-T1) in the presence and absence of alpha-lactalbumin (LA).

Journal: Journal of biomolecular structure & dynamics 20030801

Title: Expression of alpha-gal epitopes on ovarian carcinoma membranes to be used as a novel autologous tumor vaccine.

Journal: Gynecologic oncology 20030701

Title: Substrate recognition by nucleotide sugar transporters: further characterization of substrate recognition regions by analyses of UDP-galactose/CMP-sialic acid transporter chimeras and biochemical analysis of the substrate specificity of parental and chimeric transporters.

Journal: The Journal of biological chemistry 20030620

Title: Proteoglycan UDP-galactose:beta-xylose beta 1,4-galactosyltransferase I is essential for viability in Drosophila melanogaster.

Journal: The Journal of biological chemistry 20030502

Title: Interdependence of backbone flexibility, residue conservation, and enzyme function: a case study on beta1,4-galactosyltransferase-I.

Journal: Biochemistry 20030408

Title: Potentiometric analysis of UDP-galactopyranose mutase: stabilization of the flavosemiquinone by substrate.

Journal: Biochemistry 20030225

Title: A method for the generation of glycoprotein mimetics.

Journal: Journal of the American Chemical Society 20030219

Title: Metabolism of 13C galactose by lymphoblasts from patients with galactosemia determined by NMR spectroscopy.

Journal: Molecular genetics and metabolism 20021201

Title: Thiosugar nucleotide analogs: synthesis of 5'-(2,3,4-tri-O-acetyl-6-S-acetyl-6-thio-alpha-D-galactopyranosyl diphosphate).

Journal: Carbohydrate research 20021119

Title: Muscle uridine diphosphate-hexosamines do not decrease despite correction of hyperglycemia-induced insulin resistance in type 2 diabetes.

Journal: The Journal of clinical endocrinology and metabolism 20021101

Title: Galactose biosynthesis in Arabidopsis: genetic evidence for substrate channeling from UDP-D-galactose into cell wall polymers.

Journal: Current biology : CB 20021029

Title: Transport of UDP-galactose in plants. Identification and functional characterization of AtUTr1, an Arabidopsis thaliana UDP-galactos/UDP-glucose transporter.

Journal: The Journal of biological chemistry 20020906

Title: Transfer specificity of detergent-solubilized fenugreek galactomannan galactosyltransferase.

Journal: Plant physiology 20020701

Title: Crystal structure of beta1,4-galactosyltransferase complex with UDP-Gal reveals an oligosaccharide acceptor binding site.

Journal: Journal of molecular biology 20020426

Title: Mechanistic studies of a retaining alpha-galactosyltransferase from Neisseria meningitidis.

Journal: Biochemistry 20020423

Title: Combined biosynthetic pathway for de novo production of UDP-galactose: catalysis with multiple enzymes immobilized on agarose beads.

Journal: Chembiochem : a European journal of chemical biology 20020402

Title: Deficiency of UDP-galactose:N-acetylglucosamine beta-1,4-galactosyltransferase I causes the congenital disorder of glycosylation type IId.

Journal: The Journal of clinical investigation 20020315

Title: DGD2, an arabidopsis gene encoding a UDP-galactose-dependent digalactosyldiacylglycerol synthase is expressed during growth under phosphate-limiting conditions.

Journal: The Journal of biological chemistry 20020111

Title: Human and Drosophila UDP-galactose transporters transport UDP-N-acetylgalactosamine in addition to UDP-galactose.

Journal: European journal of biochemistry 20020101

Title: Functional assignment of motifs conserved in beta 1,3-glycosyltransferases.

Journal: European journal of biochemistry 20020101

Title: Chemoenzymatic synthesis of biotinylated nucleotide sugars as substrates for glycosyltransferases.

Journal: Chembiochem : a European journal of chemical biology 20011203

Title: Thiosugar nucleotide analogues: synthesis of uridine 5'-(2,3,6-tri-O-acetyl-4-S-acetyl-4-thio-alpha-D-galactopyranosyl diphosphate).

Journal: Carbohydrate research 20011008

Title: Structure of bovine alpha-1,3-galactosyltransferase and its complexes with UDP and DPGal inferred from molecular modeling.

Journal: Proteins 20010901

Title: The Saccharomyces cerevisiae MLF6/YPL244C gene, which encodes a possible yeast homologue of mammalian UDP-galactose transporter, confers resistance to the immunosuppressive drug, leflunomide.

Journal: Current microbiology 20010801

Title: Glycoengineering of therapeutic glycoproteins: in vitro galactosylation and sialylation of glycoproteins with terminal N-acetylglucosamine and galactose residues.

Journal: Biochemistry 20010731

Title: Characterization of a Schizosaccharomyces pombe mutant deficient in UDP-galactose transport activity.

Journal: Yeast (Chichester, England) 20010701

Title: Solubilization of rhamnogalacturonan I galactosyltransfrases from membranes of a flax cell suspension.

Journal: Planta 20010701

Title: Crystal structure of lactose synthase reveals a large conformational change in its catalytic component, the beta1,4-galactosyltransferase-I.

Journal: Journal of molecular biology 20010629

Title: Substrate recognition by UDP-galactose and CMP-sialic acid transporters. Different sets of transmembrane helices are utilized for the specific recognition of UDP-galactose and CMP-sialic acid.

Journal: The Journal of biological chemistry 20010615

Title: Human UDP-galactose 4-epimerase. Accommodation of UDP-N-acetylglucosamine within the active site.

Journal: The Journal of biological chemistry 20010504

Title: Galactose metabolism in normal human lymphoblasts studied by (1)H, (13)C and (31)P NMR spectroscopy of extracts.

Journal: NMR in biomedicine 20010501

Title: Bovine alpha1,3-galactosyltransferase catalytic domain structure and its relationship with ABO histo-blood group and glycosphingolipid glycosyltransferases.

Journal: The EMBO journal 20010215

Title: Crystal structure of the retaining galactosyltransferase LgtC from Neisseria meningitidis in complex with donor and acceptor sugar analogs.

Journal: Nature structural biology 20010201

Title: Chemical synthesis of UDP-beta-L-arabinofuranose and its turnover to UDP-beta-L-arabinopyranose by UDP-galactopyranose mutase.

Journal: Bioorganic & medicinal chemistry letters 20010122

Title: An HPLC method for the assay of UDP-glucose pyrophosphorylase and UDP-glucose-4-epimerase in Solieria chordalis (Rhodophyceae).

Journal: Phytochemical analysis : PCA 20010101

Title: Simultaneous, quantitative analysis of UDP-N-acetylglucosamine, UDP-N-acetylgalactosamine, UDP-glucose and UDP-galactose in human peripheral blood cells, muscle biopsies and cultured mesangial cells by capillary zone electrophoresis.

Journal: Electrophoresis 20000801

Title: Molecular cloning and characterization of a novel isoform of the human UDP-galactose transporter, and of related complementary DNAs belonging to the nucleotide-sugar transporter gene family.

Journal: Journal of biochemistry 19961201

Title: Human UDP-galactose translocator: molecular cloning of a complementary DNA that complements the genetic defect of a mutant cell line deficient in UDP-galactose translocator.

Journal: Journal of biochemistry 19960801

Title: RNA polymerase II is a glycoprotein. Modification of the COOH-terminal domain by O-GlcNAc.

Journal: The Journal of biological chemistry 19930515

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Tags:137868-52-1 Molecular Formula|137868-52-1 MDL|137868-52-1 SMILES|137868-52-1 Udp-alpha-d-galactose disodium salt