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Uridine diphosphate glucose

Uridine diphosphate glucose (uracil-diphosphate glucose, UDP-glucose) is a nucleotide sugar. It is involved in glycosyltransferase reactions in metabolism.

Uridine diphosphate glucose
Names
IUPAC name
Uridine 5′-(α-D-glucopyranosyl dihydrogen diphosphate)
Systematic IUPAC name
O1-{[(2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]methyl} O3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen diphosphate
Other names
UDP-glucose
Identifiers
  • 133-89-1 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:52249 Y
ChEMBL
  • ChEMBL375951 Y
ChemSpider
  • 8308 Y
ECHA InfoCard 100.004.657
  • 1783
MeSH Uridine+Diphosphate+Glucose
  • 8629
UNII
  • V50K1D7P4Y Y
  • DTXSID00157902
  • InChI=1S/C15H24N2O17P2/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)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1 Y
    Key: HSCJRCZFDFQWRP-JZMIEXBBSA-N Y
  • InChI=1/C15H24N2O17P2/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)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1
    Key: HSCJRCZFDFQWRP-JZMIEXBBBU
  • O=P(O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)(O)OP(=O)(O)OC[C@H]3O[C@@H](N2/C=C\C(=O)NC2=O)[C@H](O)[C@@H]3O
Properties
C15H24N2O17P2
Molar mass 566.302 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

Functions edit

UDP-glucose is used in nucleotide sugar metabolism as an activated form of glucose, a substrate for enzymes called glucosyltransferases.[1]

UDP-glucose is a precursor of glycogen and can be converted into UDP-galactose and UDP-glucuronic acid, which can then be used as substrates by the enzymes that make polysaccharides containing galactose and glucuronic acid.

UDP-glucose can also be used as a precursor of sucrose, lipopolysaccharides and glycosphingolipids.

Components edit

UDP-glucose consists of the pyrophosphate group, ribose, glucose, and uracil.

See also edit

References edit

  1. ^ Rademacher T, Parekh R, Dwek R (1988). "Glycobiology". Annu Rev Biochem. 57: 785–838. doi:10.1146/annurev.bi.57.070188.004033. PMID 3052290.

uridine, diphosphate, glucose, uracil, diphosphate, glucose, glucose, nucleotide, sugar, involved, glycosyltransferase, reactions, metabolism, namesiupac, name, uridine, glucopyranosyl, dihydrogen, diphosphate, systematic, iupac, name, dioxo, dihydropyrimidin,. Uridine diphosphate glucose uracil diphosphate glucose UDP glucose is a nucleotide sugar It is involved in glycosyltransferase reactions in metabolism Uridine diphosphate glucose NamesIUPAC name Uridine 5 a D glucopyranosyl dihydrogen diphosphate Systematic IUPAC name O1 2R 3S 4R 5R 5 2 4 Dioxo 3 4 dihydropyrimidin 1 2H yl 3 4 dihydroxyoxolan 2 yl methyl O3 2R 3R 4S 5S 6R 3 4 5 trihydroxy 6 hydroxymethyl oxan 2 yl dihydrogen diphosphateOther names UDP glucoseIdentifiersCAS Number 133 89 1 Y3D model JSmol Interactive imageChEBI CHEBI 52249 YChEMBL ChEMBL375951 YChemSpider 8308 YECHA InfoCard 100 004 657IUPHAR BPS 1783MeSH Uridine Diphosphate GlucosePubChem CID 8629UNII V50K1D7P4Y YCompTox Dashboard EPA DTXSID00157902InChI InChI 1S C15H24N2O17P2 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 t5 6 8 9 10 11 12 13 14 m1 s1 YKey HSCJRCZFDFQWRP JZMIEXBBSA N YInChI 1 C15H24N2O17P2 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 t5 6 8 9 10 11 12 13 14 m1 s1Key HSCJRCZFDFQWRP JZMIEXBBBUSMILES O P O C H 1O C H C H O C H O C H 1O CO O OP O O OC C H 3O C H N2 C C C O NC2 O C H O C H 3OPropertiesChemical formula C15H24N2O17P2Molar mass 566 302 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Contents 1 Functions 2 Components 3 See also 4 ReferencesFunctions editUDP glucose is used in nucleotide sugar metabolism as an activated form of glucose a substrate for enzymes called glucosyltransferases 1 UDP glucose is a precursor of glycogen and can be converted into UDP galactose and UDP glucuronic acid which can then be used as substrates by the enzymes that make polysaccharides containing galactose and glucuronic acid UDP glucose can also be used as a precursor of sucrose lipopolysaccharides and glycosphingolipids Components editUDP glucose consists of the pyrophosphate group ribose glucose and uracil See also editDNA Nucleoside Nucleotide Oligonucleotide RNA TDP glucose Uracil Uridine diphosphateReferences edit Rademacher T Parekh R Dwek R 1988 Glycobiology Annu Rev Biochem 57 785 838 doi 10 1146 annurev bi 57 070188 004033 PMID 3052290 Retrieved from https en wikipedia org w index php title Uridine diphosphate glucose amp oldid 1153732000, wikipedia, wiki, book, books, library,

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