U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C9H14N2O12P2
Molecular Weight 404.1612
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of URIDINE 5'-DIPHOSPHATE

SMILES

O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N2C=CC(=O)NC2=O

InChI

InChIKey=XCCTYIAWTASOJW-XVFCMESISA-N
InChI=1S/C9H14N2O12P2/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
An arginine/glutamine difference at the juxtaposition of transmembrane domain 6 and the third extracellular loop contributes to the markedly different nucleotide selectivities of human and canine P2Y11 receptors.
2001 Dec
P2X2 receptor mediates stimulation of parasensory cation absorption by cochlear outer sulcus cells and vestibular transitional cells.
2001 Dec 1
Effects of substituting uridine triphosphate for ATP on the crossbridge cycle of rabbit muscle.
2001 Dec 15
Three-dimensional structures of the Mn and Mg dTDP complexes of the family GT-2 glycosyltransferase SpsA: a comparison with related NDP-sugar glycosyltransferases.
2001 Dec 7
Conserved amino acid residues found in a predicted cytosolic domain of the lipopolysaccharide biosynthetic protein WecA are implicated in the recognition of UDP-N-acetylglucosamine.
2001 Nov
Purification, characterization, and substrate and inhibitor structure-activity studies of rat liver FAD-AMP lyase (cyclizing): preference for FAD and specificity for splitting ribonucleoside diphosphate-X into ribonucleotide and a five-atom cyclic phosphodiester of X, either a monocyclic compound or a cis-bicyclic phosphodiester-pyranose fusion.
2001 Nov 13
Epimerases: structure, function and mechanism.
2001 Oct
Galactose-1-phosphate uridylyltransferase: kinetics of formation and reaction of uridylyl-enzyme intermediate in wild-type and specifically mutated uridylyltransferases.
2002
Effect of a conserved mutation in uridine diphosphate glucuronosyltransferase 1A1 and 1A6 on glucuronidation of a metabolite of flutamide.
2002 Apr
P2Y receptor-induced EDHF vasodilatation is of primary importance for the regulation of perfusion pressure in the peripheral circulation of the rat.
2002 Apr
The first total synthesis of lipid II: the final monomeric intermediate in bacterial cell wall biosynthesis.
2002 Apr 10
Fast, efficient capillary electrophoresis method for measuring nucleotide degradation and metabolism.
2002 Apr 5
Localization and characterization of the mitochondrial isoform of the nucleoside diphosphate kinase in the pancreatic beta cell: evidence for its complexation with mitochondrial succinyl-CoA synthetase.
2002 Feb 15
Significance of altered bilirubin subfractions in bile following hepatectomy.
2002 Jul
Accumulation of the lipid A precursor UDP-2,3-diacylglucosamine in an Escherichia coli mutant lacking the lpxH gene.
2002 Jul 19
Evaluation of critical structural elements of UDP-sugar substrates and certain cysteine residues of a vertebrate hyaluronan synthase.
2002 Jun 14
Stimulation of Cl- secretion via membrane-restricted Ca2+ signaling mediated by P2Y receptors in polarized epithelia.
2002 Mar 15
A sensitive and rapid bioassay of homogalacturonan synthase using 2-aminobenzamide-labeled oligogalacturonides.
2002 Nov
Muscle uridine diphosphate-hexosamines do not decrease despite correction of hyperglycemia-induced insulin resistance in type 2 diabetes.
2002 Nov
The structural basis for specificity in human ABO(H) blood group biosynthesis.
2002 Sep
The Drosophila gene brainiac encodes a glycosyltransferase putatively involved in glycosphingolipid synthesis.
2002 Sep 6
Pharmacological characterization of P2Y receptor subtypes on isolated tiger salamander Müller cells.
2003 Apr 15
Coexpression of functional P2X and P2Y nucleotide receptors in single cerebellar granule cells.
2003 Aug 1
The role of tryptophan 314 in the conformational changes of beta1,4-galactosyltransferase-I.
2003 Aug 29
Chondroitin sulfate synthase-2. Molecular cloning and characterization of a novel human glycosyltransferase homologous to chondroitin sulfate glucuronyltransferase, which has dual enzymatic activities.
2003 Aug 8
Glucosamine and glucose induce insulin resistance by different mechanisms in rat skeletal muscle.
2003 Dec
A novel polygalacturonic acid bioflocculant REA-11 produced by Corynebacterium glutamicum: a proposed biosynthetic pathway and experimental confirmation.
2003 Dec
Age-related changes in the response of human articular cartilage to IL-1alpha and transforming growth factor-beta (TGF-beta): chondrocytes exhibit a diminished sensitivity to TGF-beta.
2003 Dec 26
Normally functioning murF is essential for the optimal expression of methicillin resistance in Staphylococcus aureus.
2003 Fall
Long-term potentiation of glutamatergic synaptic transmission induced by activation of presynaptic P2Y receptors in the rat medial habenula nucleus.
2003 Feb
The stable pyrimidines UDPbetaS and UTPgammaS discriminate between contractile cerebrovascular P2 receptors.
2003 Jan 5
Probing the mechanism of a fungal glycosyltransferase essential for cell wall biosynthesis. UDP-chitobiose is not a substrate for chitin synthase.
2003 Jan 7
Chemical synthesis of uridine diphospho-D-xylose and UDP-L-arabinose.
2003 Jul 11
Crystal structures of the T4 phage beta-glucosyltransferase and the D100A mutant in complex with UDP-glucose: glucose binding and identification of the catalytic base for a direct displacement mechanism.
2003 Jul 25
Origin of lipid A species modified with 4-amino-4-deoxy-L-arabinose in polymyxin-resistant mutants of Escherichia coli. An aminotransferase (ArnB) that generates UDP-4-deoxyl-L-arabinose.
2003 Jul 4
P2Y6 nucleotide receptor activates PKC to protect 1321N1 astrocytoma cells against tumor necrosis factor-induced apoptosis.
2003 Jun
Purinergic receptors on microglial cells: functional expression in acute brain slices and modulation of microglial activation in vitro.
2003 Jun
A high-throughput solid-phase extraction assay capable of measuring diverse polyprenyl phosphate: sugar-1-phosphate transferases as exemplified by the WecA, MraY, and MurG proteins.
2003 Jun 15
The folate precursor p-aminobenzoate is reversibly converted to its glucose ester in the plant cytosol.
2003 Jun 6
[Pharmacogenomic approaches for prevention of drug toxicity in cancer chemotherapy].
2003 Mar
ATP-induced calcium oscillations and change of P2Y subtypes with culture conditions in HeLa cells.
2003 Mar
Beta 1,4-galactosyltransferase (beta 4GalT)-IV is specific for GlcNAc 6-O-sulfate. Beta 4GalT-IV acts on keratan sulfate-related glycans and a precursor glycan of 6-sulfosialyl-Lewis X.
2003 Mar 14
Attenuation of signal flow from P2Y6 receptor by protein kinase C-alpha in SK-N-BE(2)C human neuroblastoma cells.
2003 May
Potent P2Y6 receptor mediated contractions in human cerebral arteries.
2003 May 9
Diabetes and the accompanying hyperglycemia impairs cardiomyocyte calcium cycling through increased nuclear O-GlcNAcylation.
2003 Nov 7
Analysis of the two active sites of the hyaluronan synthase and the chondroitin synthase of Pasteurella multocida.
2003 Oct
In vitro heparan sulfate polymerization: crucial roles of core protein moieties of primer substrates in addition to the EXT1-EXT2 interaction.
2003 Oct 24
Extracellular nucleotides and nucleosides induce proliferation and increase nucleoside transport in human glioma cell lines.
2003 Sep
UDP-N-acetylglucosaminyl transferase (OGT) in brain tissue: temperature sensitivity and subcellular distribution of cytosolic and nuclear enzyme.
2003 Sep
Solid-supported enzymatic synthesis of pectic oligogalacturonides and their analysis by MALDI-TOF mass spectrometry.
2003 Sep 10
Name Type Language
URIDINE 5'-DIPHOSPHATE
MI  
Systematic Name English
URIDINE 5'-(TRIHYDROGEN DIPHOSPHATE)
Systematic Name English
URIDINE 5'-DIPHOSPHATE [MI]
Common Name English
URIDINE 5'-PYROPHOSPHATE
Systematic Name English
URIDINE 5'-PYROPHOSPHORIC ACID
Common Name English
5'-UDP
Common Name English
UDP
Common Name English
URIDINE, 5'-(TRIHYDROGEN DIPHOSPHATE)
Common Name English
URIDINE 5'-DIPHOSPHORIC ACID
Common Name English
Code System Code Type Description
CHEBI
58223
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY
CHEBI
17659
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-409-6
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY
MERCK INDEX
m11333
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID00101893
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY
SMS_ID
100000174783
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY
WIKIPEDIA
Uridine diphosphate
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY
CAS
58-98-0
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY
FDA UNII
5G0F599A1Y
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY
PUBCHEM
6031
Created by admin on Sat Dec 16 09:02:44 GMT 2023 , Edited by admin on Sat Dec 16 09:02:44 GMT 2023
PRIMARY