Identification |
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YMDB ID | YMDB00692 |
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Name | UDP-D-galactose |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | UDP-D-galactose, also known as UDP galactose or udpgal, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. UDP-D-galactose is an extremely weak basic (essentially neutral) compound (based on its pKa). UDP-D-galactose may be a unique S. cerevisiae (yeast) metabolite. |
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Structure | |
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Synonyms | - GALACTOSE-URIDINE-5'-DIPHOSPHATE
- GDU
- Udp galactose
- UDP-a-D-Galactose
- Udp-alpha-d-galactose
- UDP-alpha-delta-Galactose
- udp-d-galactopyranose
- UDP-D-galactose
- Udp-delta-galactopyranose
- UDP-delta-galactose
- UDP-Gal
- UDP-galactopyranose
- UDP-galactose
- Udpgal
- UDPgalactose
- UPG
- Uridine 5'-(alpha-D-galactopyranosyl pyrophosphate)
- Uridine 5'-(alpha-delta-galactopyranosyl pyrophosphate)
- Uridine 5'-(trihydrogen diphosphate), P'-alpha-D-galactopyranosyl ester
- uridine 5'-[3-(D-galactopyranosyl) dihydrogen diphosphate]
- Uridine 5'-diphosphate galactose
- Uridine 5'-diphosphogalactose
- Uridine 5'-pyrophosphate a-D-galactopyranosyl ester
- Uridine 5'-pyrophosphate a-D-galactosyl ester
- Uridine 5'-pyrophosphate a-delta-galactopyranosyl ester
- Uridine 5'-pyrophosphate a-delta-galactosyl ester
- Uridine 5'-pyrophosphate alpha-D-galactosyl ester
- Uridine 5'-pyrophosphate alpha-delta-galactosyl ester
- Uridine 5'-pyrophosphate D-galactosyl ester
- Uridine diphosphate galactose
- Uridine diphosphate-D-galactose
- Uridine diphosphate-delta-galactose
- Uridine diphosphate-galactose
- Uridine diphosphogalactose
- Uridine pyrophosphate a-D-galactopyranosyl ester
- Uridine pyrophosphate a-delta-galactopyranosyl ester
- Uridine pyrophosphate alpha-d-galactopyranosyl ester
- Uridine pyrophosphate alpha-delta-galactopyranosyl ester
- Uridine pyrophosphogalactose
- Uridinediphosphate galactose
- Uridinediphosphogalactose
- Uridine 5'-(trihydrogen diphosphate), p'-a-D-galactopyranosyl ester
- Uridine 5'-(trihydrogen diphosphate), p'-α-D-galactopyranosyl ester
- Uridine 5'-(trihydrogen diphosphoric acid), p'-a-D-galactopyranosyl ester
- Uridine 5'-(trihydrogen diphosphoric acid), p'-alpha-D-galactopyranosyl ester
- Uridine 5'-(trihydrogen diphosphoric acid), p'-α-D-galactopyranosyl ester
- Uridine diphosphoric acid galactose
- Uridine diphosphoric acid-galactose
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CAS number | 2956-16-3 |
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Weight | Average: 566.3018 Monoisotopic: 566.055020376 |
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InChI Key | HSCJRCZFDFQWRP-LNYDKVEPSA-N |
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InChI | 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 |
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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]({[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid |
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Traditional IUPAC Name | uridine diphosphate-galactose |
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Chemical Formula | C15H24N2O17P2 |
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SMILES | OC[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@H]1O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Pyrimidine nucleotides |
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Sub Class | Pyrimidine nucleotide sugars |
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Direct Parent | Pyrimidine nucleotide sugars |
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Alternative Parents | |
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Substituents | - Pyrimidine nucleotide sugar
- Pyrimidine ribonucleoside diphosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- Monosaccharide phosphate
- Organic pyrophosphate
- Pyrimidone
- Monoalkyl phosphate
- Hydropyrimidine
- Monosaccharide
- Organic phosphoric acid derivative
- Oxane
- Phosphoric acid ester
- Pyrimidine
- Alkyl phosphate
- Heteroaromatic compound
- Vinylogous amide
- Tetrahydrofuran
- Urea
- Secondary alcohol
- Lactam
- Polyol
- Oxacycle
- Organoheterocyclic compound
- Azacycle
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Primary alcohol
- Alcohol
- Organonitrogen compound
- Organooxygen compound
- Organic oxygen compound
- Organopnictogen compound
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Solid |
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Charge | 0 |
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Melting point | Not Available |
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Experimental Properties | Property | Value | Reference |
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Water Solubility | Not Available | PhysProp | LogP | Not Available | PhysProp |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations | |
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Organoleptic Properties | Not Available |
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SMPDB Pathways | |
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KEGG Pathways | Amino sugar and nucleotide sugar metabolism | ec00520 |  | Galactose metabolism | ec00052 |  |
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SMPDB Reactions | |
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KEGG Reactions | |
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Concentrations |
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Intracellular Concentrations | Not Available |
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Extracellular Concentrations | Not Available |
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Spectra |
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Spectra | |
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References |
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References: | - Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
- Barber, C., Rosti, J., Rawat, A., Findlay, K., Roberts, K., Seifert, G. J. (2006). "Distinct properties of the five UDP-D-glucose/UDP-D-galactose 4-epimerase isoforms of Arabidopsis thaliana." J Biol Chem 281:17276-17285.16644739
- Oka, T., Jigami, Y. (2006). "Reconstruction of de novo pathway for synthesis of UDP-glucuronic acid and UDP-xylose from intrinsic UDP-glucose in Saccharomyces cerevisiae." FEBS J 273:2645-2657.16817893
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Synthesis Reference: | Takeda, Satoshi; Noguchi, Toshitada. Enzymic manufacture of 5'-uridine diphosphate galactose (UDP-Gal) from UMP. Jpn. Kokai Tokkyo Koho (2001), 9 pp. |
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