2.02012-05-31 13:01:09 -06002015-09-13 12:56:09 -0600ECMDB00765M2MDB000185MannitolMannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. Chemically, mannitol is an alcohol and a sugar, or a polyol; it is similar to xylitol or sorbitol. However, mannitol has a tendency to lose a hydrogen ion in aqueous solutions, which causes the solution to become acidic. For this, it is not uncommon to add a substance to adjust its pH, such as sodium bicarbonate.; Mannitol is a non-permeating molecule i.e. it cannot cross biological membranes.; Mannitol is a sorbitol isomer.1,2,3,4,5,6-HexanehexolCordycepateCordycepic acidD-MannitolDiosmolHexahydroxyhexaneHexanhexolInvenexIsotolManicolManiton SManiton-SManna sugarMannazuckerMannidexMannigenMannistolMannitMannit pManniteMannitolMannogem 2080Marine crystalMitobronitolMushroom sugarOsmitrolOsmofundinOsmosalResectisolSDM No. 35C6H14O6182.1718182.07903818(2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexolmannitol69-65-8OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)COInChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5-,6-/m1/s1FBPFZTCFMRRESA-KVTDHHQDSA-NSolidExtra-organismPeriplasmlogp-2.68logs0.10solubility2.29e+02 g/lmelting_point166 oClogp-3.7pka_strongest_acidic12.59pka_strongest_basic-3iupac(2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexolaverage_mass182.1718mono_mass182.07903818smilesOC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)COformulaC6H14O6inchiInChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5-,6-/m1/s1inchikeyFBPFZTCFMRRESA-KVTDHHQDSA-Npolar_surface_area121.38refractivity38.4polarizability17.04rotatable_bond_count5acceptor_count6donor_count6physiological_charge0formal_charge0Fructose and mannose metabolismec00051Phosphotransferase system (PTS)ec02060ABC transportersec02010glycolysis and pyruvate dehydrogenaseFructose metabolism begins with the transport of Beta-D-glucose 6-phosphate through a glucose PTS permease, resulting in a Beta-D-glucose 6-phosphate. This compound is isomerized by a glucose-6-phosphate isomerase resulting in a fructose 6-phosphate. This compound can be phosphorylated by two different enzymes, a pyridoxal phosphatase/fructose 1,6-bisphosphatase or a ATP driven-6-phosphofructokinase-1 resulting in a fructose 1,6-biphosphate. This compound can either react with a fructose bisphosphate aldolase class 1 resulting in D-glyceraldehyde 3-phosphate and a dihydroxyacetone phosphate or through a fructose biphosphate aldolase class 2 resulting in a D-glyceraldehyde 3-phosphate. This compound can then either react in a reversible triosephosphate isomerase resulting in a dihydroxyacetone phosphate or react with a phosphate through a NAD dependent Glyceraldehyde 3-phosphate dehydrogenase resulting in a glyceric acid 1,3-biphosphate. This compound is desphosphorylated by a phosphoglycerate kinase resulting in a 3-phosphoglyceric acid.This compound in turn can either react with a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase or a 2,3-bisphosphoglycerate-independent phosphoglycerate mutase resulting in a 2-phospho-D-glyceric acid. This compound interacts with an enolase resulting in a phosphoenolpyruvic acid and water. Phosphoenolpyruvic acid can react either through a AMP driven phosphoenoylpyruvate synthase or a ADP driven pyruvate kinase protein complex resulting in a pyruvic acid.
Pyruvic acid reacts with CoA through a NAD driven pyruvate dehydrogenase complex resulting in a carbon dioxide and a Acetyl-CoA which gets incorporated into the TCA cycle pathway.
PW000785MetabolicSpecdb::CMs645Specdb::CMs646Specdb::CMs1652Specdb::CMs2554Specdb::CMs29715Specdb::CMs29716Specdb::CMs30337Specdb::CMs30620Specdb::CMs31225Specdb::CMs32306Specdb::CMs37752Specdb::CMs167128Specdb::CMs1074858Specdb::CMs1074860Specdb::CMs1074862Specdb::CMs1074864Specdb::CMs1074866Specdb::CMs1074867Specdb::CMs1074869Specdb::CMs1074871Specdb::CMs1074873Specdb::CMs1074874Specdb::CMs1074876Specdb::CMs1074878Specdb::CMs1074879Specdb::EiMs1985Specdb::NmrOneD1531Specdb::NmrOneD4978Specdb::NmrOneD4979Specdb::NmrOneD7622Specdb::NmrOneD7623Specdb::NmrOneD7624Specdb::NmrOneD7625Specdb::NmrOneD7626Specdb::NmrOneD7627Specdb::NmrOneD7628Specdb::NmrOneD7629Specdb::NmrOneD7630Specdb::NmrOneD7631Specdb::NmrOneD7632Specdb::NmrOneD7633Specdb::NmrOneD7634Specdb::NmrOneD7635Specdb::NmrOneD7636Specdb::NmrOneD7637Specdb::NmrOneD7638Specdb::NmrOneD7639Specdb::NmrOneD7640Specdb::NmrOneD7641Specdb::MsMs1101Specdb::MsMs1102Specdb::MsMs1103Specdb::MsMs4658Specdb::MsMs178434Specdb::MsMs178435Specdb::MsMs178436Specdb::MsMs180753Specdb::MsMs180754Specdb::MsMs180755Specdb::MsMs439272Specdb::MsMs439752Specdb::MsMs439753Specdb::MsMs447484Specdb::MsMs449869Specdb::MsMs449870Specdb::MsMs449871Specdb::MsMs449872Specdb::MsMs2238417Specdb::MsMs2239141Specdb::MsMs2244732Specdb::MsMs2245367Specdb::MsMs2246871Specdb::MsMs2247436Specdb::MsMs2248848Specdb::NmrTwoD1477HMDB0076562516015C0039216899MANNITOLMTLMannitolKeseler, I. 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Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 11 pp.http://hmdb.ca/system/metabolites/msds/000/000/684/original/HMDB00765.pdf?1358894839PTS system mannitol-specific EIICBA componentP00550PTM3C_ECOLImtlAhttp://ecmdb.ca/proteins/P00550.xmlPhosphoenolpyruvate-protein phosphotransferaseP08839PT1_ECOLIptsIhttp://ecmdb.ca/proteins/P08839.xmlMannitol-specific cryptic phosphotransferase enzyme IIA componentP69824PTMA_ECOLIcmtBhttp://ecmdb.ca/proteins/P69824.xmlPTS system mannitol-specific cryptic EIICB componentP69826PTMCB_ECOLIcmtAhttp://ecmdb.ca/proteins/P69826.xmlPhosphocarrier protein HPrP0AA04PTHP_ECOLIptsHhttp://ecmdb.ca/proteins/P0AA04.xmlPTS system mannitol-specific EIICBA componentP00550PTM3C_ECOLImtlAhttp://ecmdb.ca/proteins/P00550.xmlPTS system mannitol-specific cryptic EIICB componentP69826PTMCB_ECOLIcmtAhttp://ecmdb.ca/proteins/P69826.xmlOuter membrane protein NP77747OMPN_ECOLIompNhttp://ecmdb.ca/proteins/P77747.xmlOuter membrane pore protein EP02932PHOE_ECOLIphoEhttp://ecmdb.ca/proteins/P02932.xmlOuter membrane protein FP02931OMPF_ECOLIompFhttp://ecmdb.ca/proteins/P02931.xmlOuter membrane protein CP06996OMPC_ECOLIompChttp://ecmdb.ca/proteins/P06996.xmlPhosphoenolpyruvic acid + Mannitol > Sorbitol-6-phosphate + Pyruvic acidTRANS-RXN-156Protein N(pi)-phospho-L-histidine + Mannitol <> Protein histidine + Sorbitol-6-phosphateR02704Phosphoenolpyruvic acid + Mannitol > Sorbitol-6-phosphate + Pyruvic acidTRANS-RXN-156Mannitol + HPr - phosphorylated > Mannitol 1-phosphate + HPrPW_RCT000171