1.0 2011-09-21 00:15:15 UTC 2015-07-21 06:57:15 UTC FDB022520 Fucose 1-phosphate Fucose-1-phosphate is an intermediate in the reversible synthesis of GDP-L-fucose, in a reaction catalyzed by the enzyme guanosine triphosphate fucose pyrophosphorylase (GFPP, E.C. 2.7.7.30) . The reversible reaction is magnesium-dependent, although the enzyme is partially active when cobalt or manganese is substituted. The reaction is unusual in that, of the four canonical nucleoside triphosphates, only guanosine can be utilized efficiently to form a nucleotide-sugar. Free cytosolic fucose is phosphorylated by L-fucokinase (EC 2.7.1.52) to form fucose-1-phosphate in the salvage pathway of GDP-L-fucose. (PMID: 16185085, 14686921) [HMDB] (3,4,5-Trihydroxy-6-methyl-tetrahydropyran-2-yl)oxyonate (3,4,5-Trihydroxy-6-methyl-tetrahydropyran-2-yl)oxyonic acid (3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxyphosphonate (3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxyphosphonic acid 6-Deoxy-1-O-ONO-L-galactopyranose 6-Deoxy-L-galactopyranose 1-(dihydrogen ate) 6-deoxy-L-Galactopyranose 1-(dihydrogen phosphate) 6-Deoxy-L-galactose 1-ate 6-Deoxy-L-galactose 1-ic acid 6-Deoxy-L-galactose 1-phosphate b-L-Fucose 1-ate b-L-fucose 1-phosphate b-L-Fucose-1-ate b-L-fucose-1-phosphate beta-L-Fucose 1-ate beta-L-fucose 1-phosphate beta-L-Fucose-1-ate beta-L-fucose-1-phosphate Fuculose 1-ate Fuculose 1-phosphate L-Fucose 1-ate L-Fucose 1-ic acid L-Fucose 1-phosphate L-Fucose 1-phosphic acid C6H13O8P 244.1364 244.034803904 {[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid fuculose 1-phosphate 16562-58-6 C[C@@H]1OC(OP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O InChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6?/m0/s1 PTVXQARCLQPGIR-DHVFOXMCSA-N belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Monosaccharide phosphates Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Hexoses Hydrocarbon derivatives Monoalkyl phosphates Organic oxides Oxacyclic compounds Oxanes Polyols Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Alkyl phosphate Hexose monosaccharide Hydrocarbon derivative Monoalkyl phosphate Monosaccharide phosphate Organic oxide Organic phosphoric acid derivative Organoheterocyclic compound Oxacycle Oxane Phosphoric acid ester Polyol Secondary alcohol deoxyaldohexose phosphate Solid logp -1.53 ALOGPS logs -0.85 ALOGPS solubility 3.42e+01 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 1.16 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac {[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid ChemAxon average_mass 244.1364 ChemAxon mono_mass 244.034803904 ChemAxon smiles C[C@@H]1OC(OP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O ChemAxon formula C6H13O8P ChemAxon inchi InChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6?/m0/s1 ChemAxon inchikey PTVXQARCLQPGIR-DHVFOXMCSA-N ChemAxon polar_surface_area 136.68 ChemAxon refractivity 45.25 ChemAxon polarizability 19.71 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Fructose and Mannose Degradation SMP00064 map00051 Specdb::CMs 20170 Specdb::CMs 38000 Specdb::MsMs 310930 Specdb::MsMs 310931 Specdb::MsMs 310932 Specdb::MsMs 355801 Specdb::MsMs 355802 Specdb::MsMs 355803 HMDB01265 28319 #<Reference:0x000055ce31f47c20> #<Reference:0x000055ce31f47a68> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 L-fucose kinase Q8N0W3 FUK