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Human Metabolome Database Version 3.5

Showing metabocard for Uridine triphosphate (HMDB00285)

• Identification
• Taxonomy
• Ontology
• Physical properties
• Spectra
• Biological properties
• Concentrations
• Links
• References

enzymes (65)

• Blood
• Urine

Record Information
Version	3.5
Creation Date	2005-11-16 08:48:42 -0700
Update Date	2013-02-08 17:08:14 -0700
HMDB ID	HMDB00285
Secondary Accession Numbers	None
Metabolite Identification
Common Name	Uridine triphosphate
Description	Uridine 5'-(tetrahydrogen triphosphate). A uracil nucleotide containing three phosphate groups esterified to the sugar moiety. Uridine triphosphate has the role of a source of energy or an activator of substrates in metabolic reactions, like that of adenosine triphosphate, but more specific. When Uridine triphosphate activates a substrate, UDP-substrate is usually formed and inorganic phosphate is released. (Wikipedia).
Structure	Download: MOL | SDF | SMILES | InChI Display: 2D Structure | 3D Structure
Synonyms	5'-UTP Uridine 5'-triphosphate Uridine mono(tetrahydrogen triphosphate) Uridine triphosphate Uteplex UTP
Chemical Formula	C9H15N2O15P3
Average Molecular Weight	484.1411
Monoisotopic Molecular Weight	483.968527356
IUPAC Name	({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
Traditional IUPAC Name	({[(2R,3S,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
CAS Registry Number	63-39-8
SMILES	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O
InChI Identifier	InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChI Key	PGAVKCOVUIYSFO-XVFCMESISA-N
Chemical Taxonomy
Kingdom	Organic Compounds
Super Class	Nucleosides, Nucleotides, and Analogues
Class	Pyrimidine Nucleotides
Sub Class	Pyrimidine Ribonucleotides
Other Descriptors	Aromatic Heteropolycyclic Compounds Ribonucleotides(KEGG) pyrimidine ribonucleoside 5'-triphosphate(ChEBI) uridine 5'-phosphate(ChEBI)
Substituents	1,2 Diol Glycosyl Compound Hydropyrimidine Monosaccharide Phosphate N Glycosyl Compound Organic Hypophosphite Organic Phosphite Organic Pyrophosphate Oxolane Pentose Monosaccharide Phosphoric Acid Ester Pyrimidine Pyrimidone Saccharide Secondary Alcohol
Direct Parent	Pyrimidine Ribonucleoside Triphosphates
Ontology
Status	Expected and Not Quantified
Origin	Endogenous
Biofunction	Component of Aminosugars metabolism Component of Galactose metabolism Component of Nucleotide sugars metabolism Component of Pyrimidine metabolism Component of Starch and sucrose metabolism
Application	Not Available
Cellular locations	Cytoplasm Extracellular Mitochondria Nucleus
Physical Properties
State	Solid
Experimental Properties	Property Value Reference Melting Point Not Available Not Available Boiling Point Not Available Not Available Water Solubility Not Available Not Available LogP Not Available Not Available
Predicted Properties	Property Value Source Water Solubility 8.37 g/L ALOGPS LogP -0.07 ALOGPS LogP -3.4 ChemAxon LogS -1.76 ALOGPS pKa (strongest acidic) 0.9 ChemAxon pKa (strongest basic) -3.7 ChemAxon Hydrogen Acceptor Count 12 ChemAxon Hydrogen Donor Count 7 ChemAxon Polar Surface Area 258.92 A2 ChemAxon Rotatable Bond Count 8 ChemAxon Refractivity 85.18 ChemAxon Polarizability 35.37 ChemAxon Formal Charge 0 ChemAxon Physiological Charge -3 ChemAxon
Spectra
	Not Available
Biological Properties
Cellular Locations	Cytoplasm Extracellular Mitochondria Nucleus
Biofluid Locations	Not Available
Tissue Location	Not Available
Pathways	Name SMPDB Link KEGG Link Lactose Synthesis SMP00444 Not Available Pyrimidine Metabolism SMP00046 map00240 Transcription/Translation SMP00019 Not Available DNA Replication Fork SMP00477 Not Available Amino Sugar Metabolism SMP00045 map00520
Normal Concentrations
	Not Available
Abnormal Concentrations
	Not Available
Associated Disorders and Diseases
Disease References	None
Associated OMIM IDs	None
External Links
DrugBank ID	Not Available
DrugBank Metabolite ID	Not Available
Phenol Explorer Compound ID	Not Available
Phenol Explorer Metabolite ID	Not Available
FoodDB ID	FDB021929
KNApSAcK ID	Not Available
Chemspider ID	5903
KEGG Compound ID	C00075
BioCyc ID	UTP
BiGG ID	33760
Wikipedia Link	Uridine triphosphate
NuGOwiki Link	HMDB00285
Metagene Link	HMDB00285
METLIN ID	5277
PubChem Compound	6133
PDB ID	UTP
ChEBI ID	15713
References
Synthesis Reference	Kenner, G. W.; Todd, A. R.; Webb, R. F.; Weymouth, F. J. Nucleotides. XXVIII. Synthesis of uridine 5'-triphosphate. Journal of the Chemical Society (1954), 46-52 2288-93.
Material Safety Data Sheet (MSDS)	Not Available
General References	Kunzelmann K, Mall M: Pharmacotherapy of the ion transport defect in cystic fibrosis: role of purinergic receptor agonists and other potential therapeutics. Am J Respir Med. 2003;2(4):299-309. Pubmed: 14719996 Erlinge D, Harnek J, van Heusden C, Olivecrona G, Jern S, Lazarowski E: Uridine triphosphate (UTP) is released during cardiac ischemia. Int J Cardiol. 2005 Apr 28;100(3):427-33. Pubmed: 15837087 Oosterhuis GJ, Mulder AB, Kalsbeek-Batenburg E, Lambalk CB, Schoemaker J, Vermes I: Measuring apoptosis in human spermatozoa: a biological assay for semen quality? Fertil Steril. 2000 Aug;74(2):245-50. Pubmed: 10927039 Holstege A, Manglitz D, Gerok W: Depletion of blood plasma cytidine due to increased hepatocellular salvage in D-galactosamine-treated rats. Eur J Biochem. 1984 Jun 1;141(2):339-44. Pubmed: 6734601

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Enzymes
Name: Ectonucleoside triphosphate diphosphohydrolase 1 Reactions: Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid details Gene Name: ENTPD1 Uniprot ID: P49961 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Soluble calcium-activated nucleotidase 1 Reactions: Not Available Gene Name: CANT1 Uniprot ID: Q8WVQ1 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Ectonucleoside triphosphate diphosphohydrolase 3 Reactions: Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid details Gene Name: ENTPD3 Uniprot ID: O75355 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Uridine-cytidine kinase 1 Reactions: Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate details Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate details Gene Name: UCK1 Uniprot ID: Q9HA47 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase, mitochondrial Reactions: Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details Gene Name: NME4 Uniprot ID: O00746 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase A Reactions: Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details Gene Name: NME1 Uniprot ID: P15531 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 7 Reactions: Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details Gene Name: NME7 Uniprot ID: Q9Y5B8 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase B Reactions: Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details Gene Name: NME2 Uniprot ID: P22392 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 3 Reactions: Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details Gene Name: NME3 Uniprot ID: Q13232 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 6 Reactions: Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details Gene Name: NME6 Uniprot ID: O75414 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Inosine triphosphate pyrophosphatase Reactions: Uridine triphosphate + Water unknown Uridine 5'-monophosphate + Pyrophosphate details Gene Name: ITPA Uniprot ID: Q9BY32 Protein Sequence: FASTA Gene Sequence: FASTA
Name: GTP:AMP phosphotransferase, mitochondrial Reactions: Uridine triphosphate + Adenosine monophosphate unknown Uridine 5'-diphosphate + ADP details Gene Name: AK3 Uniprot ID: Q9UIJ7 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Bis(5'-nucleosyl)-tetraphosphatase [asymmetrical] Reactions: P1,P4-Bis(5'-uridyl) tetraphosphate + Water unknown Uridine triphosphate + Uridine 5'-monophosphate details Gene Name: NUDT2 Uniprot ID: P50583 Protein Sequence: FASTA Gene Sequence: FASTA
Name: CTP synthase 1 Reactions: Adenosine triphosphate + Uridine triphosphate + Ammonia unknown ADP + Phosphoric acid + Cytidine triphosphate details Adenosine triphosphate + Uridine triphosphate + L-Glutamine + Water unknown ADP + Phosphoric acid + Cytidine triphosphate + L-Glutamic acid details Gene Name: CTPS1 Uniprot ID: P17812 Protein Sequence: FASTA Gene Sequence: FASTA
Name: 6-phosphofructokinase type C Reactions: Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate details Gene Name: PFKP Uniprot ID: Q01813 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC4 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3D Uniprot ID: P05423 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB2 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2B Uniprot ID: P30876 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB1 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2A Uniprot ID: P24928 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase, mitochondrial Reactions: Not Available Gene Name: POLRMT Uniprot ID: O00411 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase I subunit RPA2 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR1B Uniprot ID: Q9H9Y6 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC7 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3G Uniprot ID: O15318 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC2 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3B Uniprot ID: Q9NW08 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase I subunit RPA49 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR1E Uniprot ID: Q9GZS1 Protein Sequence: FASTA Gene Sequence: FASTA
Name: 6-phosphofructokinase, liver type Reactions: Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate details Gene Name: PFKL Uniprot ID: P17858 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC8 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3H Uniprot ID: Q9Y535 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC10 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3K Uniprot ID: Q9Y2Y1 Protein Sequence: FASTA Gene Sequence: FASTA
Name: 6-phosphofructokinase, muscle type Reactions: Uridine triphosphate + D-Tagatose 6-phosphate unknown Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate details Gene Name: PFKM Uniprot ID: P08237 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Pyruvate kinase isozymes M1/M2 Reactions: Not Available Gene Name: PKM Uniprot ID: P14618 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Pyruvate kinase isozymes R/L Reactions: Not Available Gene Name: PKLR Uniprot ID: P30613 Protein Sequence: FASTA Gene Sequence: FASTA
Name: UTP--glucose-1-phosphate uridylyltransferase Reactions: Uridine triphosphate + Glucose 1-phosphate unknown Pyrophosphate + Uridine diphosphate glucose details Gene Name: UGP2 Uniprot ID: Q16851 Protein Sequence: FASTA Gene Sequence: FASTA
Name: UDP-N-acetylhexosamine pyrophosphorylase Reactions: Uridine triphosphate + N-acetyl-alpha-D-galactosamine 1-phosphate unknown Pyrophosphate + UDP-N-acetyl-alpha-D-galactosamine details Uridine triphosphate + N-Acetyl-glucosamine 1-phosphate unknown Pyrophosphate + Uridine diphosphate-N-acetylglucosamine details Gene Name: UAP1 Uniprot ID: Q16222 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Uridine-cytidine kinase 2 Reactions: Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate details Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate details Gene Name: UCK2 Uniprot ID: Q9BZX2 Protein Sequence: FASTA Gene Sequence: FASTA
Name: CAD protein Reactions: Not Available Gene Name: CAD Uniprot ID: P27708 Protein Sequence: FASTA Gene Sequence: FASTA
Name: CTP synthase 2 Reactions: Adenosine triphosphate + Uridine triphosphate + Ammonia unknown ADP + Phosphoric acid + Cytidine triphosphate details Adenosine triphosphate + Uridine triphosphate + L-Glutamine + Water unknown ADP + Phosphoric acid + Cytidine triphosphate + L-Glutamic acid details Gene Name: CTPS2 Uniprot ID: Q9NRF8 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Uridine-cytidine kinase-like 1 Reactions: Uridine triphosphate + Cytidine unknown Uridine 5'-diphosphate + Cytidine monophosphate details Uridine triphosphate + Uridine unknown Uridine 5'-diphosphate + Uridine 5'-monophosphate details Gene Name: UCKL1 Uniprot ID: Q9NWZ5 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Ectonucleoside triphosphate diphosphohydrolase 8 Reactions: Uridine triphosphate + Water unknown Uridine 5'-diphosphate + Phosphoric acid details Gene Name: ENTPD8 Uniprot ID: Q5MY95 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC1 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3A Uniprot ID: O14802 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase I subunit RPA1 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR1A Uniprot ID: O95602 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Zinc ribbon domain containing 1 Reactions: Not Available Gene Name: ZNRD1 Uniprot ID: Q2L6J2 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerases I and III subunit RPAC2 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR1D Uniprot ID: Q9Y2S0 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase Reactions: Not Available Gene Name: DKFZp686D10173 Uniprot ID: Q7Z3R8 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC7-like Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3GL Uniprot ID: Q9BT43 Protein Sequence: FASTA Gene Sequence: FASTA
Name: POLR1C protein Reactions: Not Available Gene Name: POLR1C Uniprot ID: Q96HT3 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase homolog 5 Reactions: Adenosine triphosphate + Uridine 5'-diphosphate unknown ADP + Uridine triphosphate details Gene Name: NME5 Uniprot ID: P56597
Name: DNA-directed RNA polymerase I subunit RPA12 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: ZNRD1 Uniprot ID: Q9P1U0
Name: DNA-directed RNA polymerase I subunit RPA43 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: TWISTNB Uniprot ID: Q3B726 Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC1 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2E Uniprot ID: P19388 Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC2 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2F Uniprot ID: P61218 Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC3 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2H Uniprot ID: P52434 Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC4 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2K Uniprot ID: P53803 Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I, II, and III subunit RPABC5 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2L Uniprot ID: P62875 Protein Sequence: FASTA
Name: DNA-directed RNA polymerases I and III subunit RPAC1 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR1C Uniprot ID: O15160 Protein Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB11-a Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2J Uniprot ID: P52435 Protein Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB11-b1 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2J2 Uniprot ID: Q9GZM3 Protein Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB3 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2C Uniprot ID: P19387 Protein Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB4 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2D Uniprot ID: O15514 Protein Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB7 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2G Uniprot ID: P62487 Protein Sequence: FASTA
Name: DNA-directed RNA polymerase II subunit RPB9 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR2I Uniprot ID: P36954 Protein Sequence: FASTA
Name: DNA-directed RNA polymerase III subunit RPC3 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3C Uniprot ID: Q9BUI4
Name: DNA-directed RNA polymerase III subunit RPC5 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3E Uniprot ID: Q9NVU0
Name: DNA-directed RNA polymerase III subunit RPC6 Reactions: Uridine triphosphate + RNA unknown Pyrophosphate + RNA details Gene Name: POLR3F Uniprot ID: Q9H1D9
Name: Speckle targeted PIP5K1A-regulated poly(A) polymerase Reactions: Uridine triphosphate + RNA(n) unknown Pyrophosphate + RNA(n+1) details Gene Name: TUT1 Uniprot ID: Q9H6E5 Protein Sequence: FASTA
Name: Terminal uridylyltransferase 4 Reactions: Uridine triphosphate + RNA(n) unknown Pyrophosphate + RNA(n+1) details Gene Name: ZCCHC11 Uniprot ID: Q5TAX3 Protein Sequence: FASTA
Name: Terminal uridylyltransferase 7 Reactions: Uridine triphosphate + RNA(n) unknown Pyrophosphate + RNA(n+1) details Gene Name: ZCCHC6 Uniprot ID: Q5VYS8 Protein Sequence: FASTA
Name: UDP-N-acetylhexosamine pyrophosphorylase-like protein 1 Reactions: Uridine triphosphate + N-Acetyl-glucosamine 1-phosphate unknown Pyrophosphate + Uridine diphosphate-N-acetylglucosamine details Gene Name: UAP1L1 Uniprot ID: Q3KQV9

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