ウリジン二リン酸グルコース
- 同
- UDP/ UDPGlc
WordNet
- a monosaccharide sugar that has several forms; an important source of physiological energy
PrepTutorEJDIC
- ブドウ糖
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2012/09/17 18:11:19」(JST)
[Wiki en表示]
Uridine diphosphate glucose |
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IUPAC name
[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
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Identifiers |
CAS number |
133-89-1 Y |
PubChem |
8629 |
ChemSpider |
8308 Y |
MeSH |
Uridine+Diphosphate+Glucose |
ChEBI |
CHEBI:52249 Y |
ChEMBL |
CHEMBL375951 Y |
IUPHAR ligand |
1783 |
Jmol-3D images |
Image 1 |
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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
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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
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Properties |
Molecular formula |
C15H24N2O17P2 |
Molar mass |
566.302 g/mol |
Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
Uridine diphosphate glucose (uracil-diphosphate glucose, UDP-glucose) is a nucleotide sugar. It is involved in glycosyltransferase reactions in metabolism.
Contents
- 1 Functions
- 2 Components
- 3 References
- 4 See also
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Functions
It is used in nucleotide sugars metabolism as an activated form of glucose as a substrate for enzymes called glucosyltransferases.[1]
It 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
UDP-glucose consists of the pyrophosphate group, the pentose sugar ribose, glucose, and the nucleobase uracil.
References
- ^ Rademacher T, Parekh R, Dwek R (1988). "Glycobiology". Annu Rev Biochem 57: 785–838. doi:10.1146/annurev.bi.57.070188.004033. PMID 3052290.
See also
- Nucleoside
- Nucleotide
- DNA
- RNA
- Oligonucleotide
- Uracil
- Uridine diphosphate
- TDP-glucose
Types of nucleotide sugars
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CDP-glucose | GDP-mannose | TDP-glucose | UDP-glucose | UDP-galactose | UDP-glucuronic acid | UDP-N-acetylglucosamine
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biochemical families: proteins (amino acids/intermediates) · nucleic acids (constituents/intermediates) · carbohydrates (glycoproteins, alcohols, glycosides)
lipids (fatty acids/intermediates, phospholipids, steroids, sphingolipids, eicosanoids) · tetrapyrroles/intermediates
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Fructose and galactose metabolic intermediates
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Fructose |
Fructose-1-phosphate → DHAP/Glyceraldehyde → Glyceraldehyde 3-phosphate
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Galactose |
Galactose-1-phosphate → Glucose 1-phosphate → Glucose 6-phosphate → Fructose 6-phosphate
Uridine diphosphate galactose · Uridine diphosphate glucose
Galactitol · Iditol
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Mannose |
Mannose-6-phosphate → Fructose 6-phosphate
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mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m
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k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon
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m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)
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UpToDate Contents
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English Journal
- Kinetic studies on recombinant UDP-glucose: sterol 3-O-β-glycosyltransferase from Micromonospora rhodorangea and its bioconversion potential.
- Hoang NH1, Huong NL1, Kim B2, Park JW3.
- AMB Express.AMB Express.2016 Dec;6(1):52. doi: 10.1186/s13568-016-0224-x. Epub 2016 Aug 2.
- Kinetics of a recombinant uridine diphosphate-glucose: sterol glycosyltransferase from Micromonospora rhodorangea ATCC 27932 (MrSGT) were studied using a number of sterols (including phytosterols) as glycosyl acceptors. The lowest K m value and the highest catalytical efficiency (k cat/K m) were fou
- PMID 27485517
- The Characterization of Three Glucosyltransferase Genes in Tartary Buckwheat and their Expression after Cold Stress.
- Zhou J, Li C, Gao F, Luo XP, Li QQ, Zhao HX, Yao H, Chen H, Wang AH, Wu Q.
- Journal of agricultural and food chemistry.J Agric Food Chem.2016 Aug 29. [Epub ahead of print]
- Anthocyanins confer the red color in the hypocotyl of tartary buckwheat sprouts. Uridine diphosphate (UDP)-glucose:flavonoid 3-O-glycosyltransferase (UFGT) stabilizes anthocyanin by attaching the glucosyl moiety from UDP-glucose to the C3 hydroxyl of anthocyanin. In this study, we characterized thre
- PMID 27571449
- Engineering Saccharomyces cerevisiae with the deletion of endogenous glucosidases for the production of flavonoid glucosides.
- Wang H1, Yang Y1, Lin L2, Zhou W3, Liu M3, Cheng K3, Wang W4.
- Microbial cell factories.Microb Cell Fact.2016 Aug 4;15(1):134. doi: 10.1186/s12934-016-0535-2.
- BACKGROUND: Glycosylation of flavonoids is a promising approach to improve the pharmacokinetic properties and biological activities of flavonoids. Recently, many efforts such as enzymatic biocatalysis and the engineered Escherichia coli biotransformation have increased the production of flavonoid gl
- PMID 27491546
Japanese Journal
- The Effect of Fruit Bearing on Low-molecular-weight Metabolites in Stems of Satsuma Mandarin (Citrus unshiu Marc.)
- Nishikawa Fumie,Iwasaki Mitsunori,Fukamachi Hiroshi,Matsumoto Hikaru
- The Horticulture Journal advpub(0), 2016
- … Other coenzymes such as uridine triphosphate, nicotinamide adenine dinucleotide phosphate, and ascorbic acid were also more abundant in the off-crop trees. … In addition, the off-crop trees accumulated sugar phosphates such as fructose 6-phosphate, glucose 6-phosphate, and ribulose 1,5-diphosphate. …
- NAID 130005083312
- Glucosyltransferase activity of Arabidopsis UGT71C1 towards pinoresinol and lariciresinol
- Okazawa Atsushi,Kusunose Tatsuya,Ono Eiichiro [他],Kim Hyun Jung,Satake Honoo,Shimizu Bun-ichi,Mizutani Masaharu,Seki Hikaru,Muranaka Toshiya
- Plant Biotechnology 31(5), 561-566, 2014
- Lignans are a class of phenylpropanoids that are widely distributed in the plant kingdom and some lignans are known to be present as glycosides. In the model plant Arabidopsis thaliana, pinoresinol an …
- NAID 130004721165
- Glucosyltransferase activity of Arabidopsis UGT71C1 towards pinoresinol and lariciresinol
- Okazawa Atsushi,Kusunose Tatsuya,Ono Eiichiro,Kim Hyun Jung,Satake Honoo,Shimizu Bun-ichi,Mizutani Masaharu,Seki Hikaru,Muranaka Toshiya
- Plant Biotechnology, 2014
- Lignans are a class of phenylpropanoids that are widely distributed in the plant kingdom and some lignans are known to be present as glycosides. In the model plant Arabidopsis thaliana, pinoresinol an …
- NAID 130004704192
Related Links
- Structure, properties, spectra, suppliers and links for: Uridine diphosphate glucose, 133-89-1. ... CSID:8308, http://www.chemspider.com/Chemical-Structure.8308.html (accessed 03:33, May 14, 2015) Copy Copied
- You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database. ... Identification YMDB ID YMDB00212 Name Uridine diphosphate glucose Species
★リンクテーブル★
[★]
- 英
- uridine diphosphate glucose, UDPG
- 同
- UDPグルコース UDP-グルコース UDP-glucose UDPGlc
- 関
- グリコーゲン
グリコーゲン合成
[★]
UDPグルコースピロホスホリラーゼ
[★]
二リン酸エステル、二リン酸塩、二リン酸
- 関
- bisphosphate、diphosphoric acid、pyrophosphate