2.02012-10-10 12:12:11 -06002015-06-03 17:25:43 -0600ECMDB23011M2MDB0034012-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate2-O-(6-phospho-alpha-D-mannosyl)-D-glycerate is a substrate for 2-O-(6-phospho-alpha-D-mannosyl)-D-glycerate acylhydrolase. The enzyme participates in the mannosylglycerate degradation pathway of some bacteria. Mannosylglycerate is phosphorylated during transport into the cell, and the phosphorylated form is hydrolysed by this enzyme. It is involved in 2-O-alpha-mannosyl-D-glycerate degradation.(2R)-3-Hydroxy-2-(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(phosphonooxymethyl)oxan-2-yloxypropanoate(2R)-3-hydroxy-2-(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(phosphonooxymethyl)oxan-2-yloxypropanoic acid(2R)-3-Hydroxy-2-(6-O-phosphono-a-D-mannopyranosyl)oxypropanoate(2R)-3-Hydroxy-2-(6-O-phosphono-a-D-mannopyranosyl)oxypropanoic acid(2R)-3-Hydroxy-2-(6-O-phosphono-alpha-D-mannopyranosyl)oxypropanoate(2R)-3-Hydroxy-2-(6-O-phosphono-alpha-D-mannopyranosyl)oxypropanoic acid(2R)-3-Hydroxy-2-(6-O-phosphono-α-D-mannopyranosyl)oxypropanoate(2R)-3-Hydroxy-2-(6-O-phosphono-α-D-mannopyranosyl)oxypropanoic acid2(α-D-mannosyl-6-phosphate)-D-glycerate2(α-D-mannosyl-6-phosphoric acid)-D-glyceric acid2-O-(6-phospho-a-D-Mannosyl)-D-glycerate2-O-(6-phospho-a-D-Mannosyl)-D-glyceric acid2-O-(6-Phospho-a-mannosyl)-D-glycerate2-O-(6-Phospho-a-mannosyl)-D-glyceric acid2-O-(6-phospho-a-Mannosyl)-delta-glycerate2-O-(6-phospho-a-Mannosyl)-delta-glyceric acid2-O-(6-phospho-a-Mannosyl)-δ-glycerate2-O-(6-phospho-a-Mannosyl)-δ-glyceric acid2-O-(6-phospho-alpha-D-Mannosyl)-D-glyceric acid2-O-(6-Phospho-alpha-mannosyl)-D-glycerate2-O-(6-Phospho-alpha-mannosyl)-D-glyceric acid2-O-(6-Phospho-alpha-mannosyl)-delta-glycerate2-O-(6-Phospho-alpha-mannosyl)-delta-glyceric acid2-O-(6-phospho-α-D-Mannosyl)-D-glycerate2-O-(6-phospho-α-D-Mannosyl)-D-glyceric acid2-O-(6-phospho-α-Mannosyl)-D-glycerate2-O-(6-phospho-α-Mannosyl)-D-glyceric acid2-O-(6-phospho-α-Mannosyl)-δ-glycerate2-O-(6-phospho-α-Mannosyl)-δ-glyceric acidC9H17O12P348.1978348.04576252(2R)-3-hydroxy-2-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxy}propanoic acid(2R)-3-hydroxy-2-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxy}propanoic acidOC[C@@H](O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O)C(O)=OInChI=1S/C9H17O12P/c10-1-3(8(14)15)20-9-7(13)6(12)5(11)4(21-9)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/t3-,4-,5-,6+,7+,9+/m1/s1BOLXAGHGKNGVBE-MTXRGOKVSA-NSolidlogp-2.41logs-1.09solubility2.84e+01 g/llogp-3.4pka_strongest_acidic1.22pka_strongest_basic-3iupac(2R)-3-hydroxy-2-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxy}propanoic acidaverage_mass348.1978mono_mass348.04576252smilesOC[C@@H](O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O)C(O)=OformulaC9H17O12PinchiInChI=1S/C9H17O12P/c10-1-3(8(14)15)20-9-7(13)6(12)5(11)4(21-9)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/t3-,4-,5-,6+,7+,9+/m1/s1inchikeyBOLXAGHGKNGVBE-MTXRGOKVSA-Npolar_surface_area203.44refractivity63.67polarizability28.12rotatable_bond_count7acceptor_count11donor_count7physiological_charge-3formal_charge02-O-alpha-mannosyl-D-glycerate degradation2-O-α-Mannosyl-D-glycerate (MG) is an osmolyte utilized by hyperthermophilic archaea and bacteria. E. coli is able to utilize MG as a carbon source but not as protection against osmotic stress. MG utilization is controlled by the divergently transcribed mngR gene and mngAB operon. MngR acts as a repressor of the expression both mngR and mngAB. MngA is the EII of a PEP-dependent sugar phosphotransferase system responsible for the uptake and phosphorylation of MG to 2-O-(6-phospho-α-mannosyl)-D-glycerate, which is subsequently converted to mannose-6-phosphate and glycerate by the α-mannosidase MngB. Glycerate can be converted to 2-phosphoglycerate by glycerate kinase I encoded by the garK gene which is also induced when cells are grown in MG. (EcoCyc)PW002096MetabolicSpecdb::CMs10664Specdb::CMs39836Specdb::CMs149188Specdb::CMs149190Specdb::CMs149192Specdb::CMs154911Specdb::CMs279713Specdb::NmrOneD11462Specdb::NmrOneD11463Specdb::NmrOneD11464Specdb::NmrOneD11465Specdb::NmrOneD11466Specdb::NmrOneD11467Specdb::NmrOneD11468Specdb::NmrOneD11469Specdb::NmrOneD11470Specdb::NmrOneD11471Specdb::NmrOneD11472Specdb::NmrOneD11473Specdb::NmrOneD11474Specdb::NmrOneD11475Specdb::NmrOneD11476Specdb::NmrOneD11477Specdb::NmrOneD11478Specdb::NmrOneD11479Specdb::NmrOneD11480Specdb::NmrOneD11481Specdb::MsMs26288Specdb::MsMs26289Specdb::MsMs26290Specdb::MsMs32846Specdb::MsMs32847Specdb::MsMs32848Specdb::MsMs2313710Specdb::MsMs2313711Specdb::MsMs2313712Specdb::MsMs2652449Specdb::MsMs2652450Specdb::MsMs2652451HMDB1215224892815C1669961001CPD0-1063FDB028809Ryu J, Kanapathipillai M, Lentzen G, Park CB: Inhibition of beta-amyloid peptide aggregation and neurotoxicity by alpha-d-mannosylglycerate, a natural extremolyte. Peptides. 2008 Apr;29(4):578-84. Epub 2008 Jan 9.18304694Alpha-mannosidase mngBP54746MNGB_ECOLImngBhttp://ecmdb.ca/proteins/P54746.xmlMannosyl-D-glycerate transport/metabolism system repressor MngRP13669MNGR_ECOLImngRhttp://ecmdb.ca/proteins/P13669.xml2-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate + Water > Mannose 6-phosphate + Glyceric acid2-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate + Water > Mannose 6-phosphate + Glyceric acidPW_R0061162(alpha-D-Mannosyl)-D-glycerate + HPr - phosphorylated > 2-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate + HPrPW_RCT000192