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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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|ImageFile=UDP glucuronic acid.png |
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| verifiedrevid = 470620417 |
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|ImageSize=200px |
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| ImageFile=Uridine diphosphate glucuronic acid.svg |
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|IUPACName= |
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| ImageSize=200px |
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|OtherNames= |
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| IUPACName=3--1,3-dihydroxy-1,3-dioxo-1λ<sup>5</sup>,3λ<sup>5</sup>-diphosphoxan-1-yl α-<small>D</small>-glucopyranosiduronic acid |
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|Section1= {{Chembox Identifiers |
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| SystematicName=(2''S'',3''S'',4''S'',5''R'',6''R'')-6-methoxy}-1,3-dihydroxy-1,3-dioxo-1λ<sup>5</sup>,3λ<sup>5</sup>-diphosphoxan-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid |
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| InChI = 1/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1 |
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| OtherNames= |
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|Section1={{Chembox Identifiers |
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| InChI = 1/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1 |
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| InChIKey = GIFKDHYZEJQSDD-DNQFPBLIBB |
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| InChIKey = GIFKDHYZEJQSDD-DNQFPBLIBB |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1 |
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| StdInChI = 1S/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = GIFKDHYZEJQSDD-BZYIUNRFSA-J |
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| StdInChIKey = GIFKDHYZEJQSDD-BZYIUNRFSA-J |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo=2616-64-0 |
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| CASNo=2616-64-0 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| PubChem=17473 |
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| UNII = 04SZC4MEFQ |
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| ChemSpiderID=19951236 |
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| PubChem=17473 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID=19951236 |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 17200 |
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| IUPHAR_ligand = 1784 |
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| IUPHAR_ligand = 1784 |
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| SMILES = OC(=O)(O)(O)(OP()()=O)(C=O)OP()()=O.O=C\1NC(=O)N(/C=C/1)2O(CO)(O)2O |
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| SMILES = O1(O)(O(1O)C(O)=O)O(O)(=O)O(O)(=O)OC2O((O)2O)3C=C(=O)3=O |
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| MeSHName=UDP+glucuronic+acid |
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| MeSHName=UDP+glucuronic+acid |
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}} |
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}} |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>15</sub>H<sub>22</sub>N<sub>2</sub>O<sub>18</sub>P<sub>2</sub> |
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| Formula=C<sub>15</sub>H<sub>22</sub>N<sub>2</sub>O<sub>18</sub>P<sub>2</sub> |
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| MolarMass=580.285 |
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| MolarMass=580.285 |
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| Appearance= |
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| Appearance= |
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| Density= |
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| Density= |
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| MeltingPt= |
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| Solubility= |
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| Solubility= |
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}} |
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}} |
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|Section3= {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| MainHazards= |
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| FlashPt= |
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| FlashPt= |
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| AutoignitionPt = |
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| Autoignition= |
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}} |
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'''UDP glucuronic acid''' is a ] used in the creation of ]s and is an intermediate in the biosynthesis of ] (except in ]s and ]s). |
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'''UDP-glucuronic acid''' is a ] used in the creation of ]s and is an intermediate in the biosynthesis of ] (except in ]s and ]s). It also participates in the ] of human. |
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It is made from ] by ] (EC 1.1.1.22) using ] as a cofactor. It is the source of the glucuronosyl group in ] reactions.<ref>{{cite journal | vauthors = Bontemps Y, Vuillermoz B, Antonicelli F, Perreau C, Danan JL, Maquart FX, Wegrowski Y | title = Specific protein-1 is a universal regulator of UDP-glucose dehydrogenase expression: its positive involvement in transforming growth factor-beta signaling and inhibition in hypoxia | journal = The Journal of Biological Chemistry | volume = 278 | issue = 24 | pages = 21566–75 | date = Jun 2003 | pmid = 12682078 | doi = 10.1074/jbc.M209366200 | doi-access = free }}</ref><ref>{{cite journal | vauthors = Sommer BJ, Barycki JJ, Simpson MA | title = Characterization of human UDP-glucose dehydrogenase. CYS-276 is required for the second of two successive oxidations | journal = The Journal of Biological Chemistry | volume = 279 | issue = 22 | pages = 23590–6 | date = May 2004 | pmid = 15044486 | doi = 10.1074/jbc.M401928200 | doi-access = free }}</ref> |
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It is made from ] by ] (EC 1.1.1.22) using ] as a cofactor. It is the source of the glucuronosyl group in ] reactions. |
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==See also== |
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==See also== |
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* ] |
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== References == |
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{{reflist}} |
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{{Nucleotide sugars}} |
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{{Nucleotide sugars}} |
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