2.02012-10-10 12:22:38 -06002015-10-15 16:14:24 -0600ECMDB23220M2MDB0036101,6-Anhydro-N-acetyl-beta-muramate1,6-Anhydro-N-acetyl-beta-muramate monocarboxylic a obtained by removal of a proton from the carboxy group of 1,6-anhydro-N-acetyl-beta-muramic acid. It is a substrate of the enzyme anhydro-N-acetylmuramic acid kinase. The reaction it catalyzes is: ATP + 1,6-anhydro-N-acetyl-beta-muramate + H2O = ADP + N-acetylmuramate 6-phosphate. This enzyme, along with EC 4.2.1.126 (N-acetylmuramic acid 6-phosphate etherase) is required for the utilization of anhydro-N-acetylmuramic acid in proteobacteria. The substrate is either imported from the medium or derived from the bacterium's own cell wall murein during cell wall recycling. The product N-acetylmuramate 6-phosphate is produced as a 7:1 mixture of the α- and β-anomers.(2R)-2-(1R,2S,3R,4R,5R)-4-acetamido-2-Hydroxy-6,8-dioxabicyclo3.2.1octan-3-yloxypropanoate(2R)-2-(1R,2S,3R,4R,5R)-4-acetamido-2-hydroxy-6,8-dioxabicyclo3.2.1octan-3-yloxypropanoic acid(2R)-2-{(1R,2S,3R,4R,5R)-4-(acetylamino)-2-hydroxy-6,8-dioxabicyclo3.2.1oct-3-yloxy}propanoate(2R)-2-{(1R,2S,3R,4R,5R)-4-(acetylamino)-2-hydroxy-6,8-dioxabicyclo3.2.1oct-3-yloxy}propanoic acid(2R)-2-{(1R,2S,3R,4R,5R)-4-acetamido-2-hydroxy-6,8-dioxabicyclo3.2.1oct-3-yloxy}propanoate (non-preferred name)(2R)-2-{(1R,2S,3R,4R,5R)-4-Acetamido-2-hydroxy-6,8-dioxabicyclo3.2.1oct-3-yloxy}propanoic acid (non-preferred name)1,6-anhMurNAc1,6-anhydro-N-Acetyl-b-muramate1,6-anhydro-N-Acetyl-b-muramic acid1,6-anhydro-N-Acetyl-beta-muramic acid1,6-anhydro-N-Acetyl-muramate1,6-anhydro-N-acetyl-muramic acid1,6-anhydro-N-Acetyl-β-muramate1,6-anhydro-N-Acetyl-β-muramic acid1,6-anhydro-N-Acetylmuramate1,6-anhydro-N-acetylmuramic acid2-(2-acetylamino-4-HYDROXY-6,8-dioxa-bicyclo3.2.1oct-3-yloxy)-propionate2-(2-ACETYLAMINO-4-HYDROXY-6,8-DIOXA-BICYCLO3.2.1OCT-3-YLOXY)-PROPIONIC ACIDC11H16NO7274.2472274.092676871(2R)-2-{[(1R,2S,3R,4R,5R)-4-acetamido-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-3-yl]oxy}propanoic acid1,6-anhMurNAcC[C@@H](O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1N=C(C)[O-])C(O)=OInChI=1S/C11H17NO7/c1-4(10(15)16)18-9-7(12-5(2)13)11-17-3-6(19-11)8(9)14/h4,6-9,11,14H,3H2,1-2H3,(H,12,13)(H,15,16)/p-1/t4-,6-,7-,8-,9-,11-/m1/s1ZFEGYUMHFZOYIY-YVNCZSHWSA-Mlogp-1.02logs-0.25solubility1.55e+02 g/llogp-1.4pka_strongest_acidic3.56pka_strongest_basic-0.78iupac(2R)-2-{[(1R,2S,3R,4R,5R)-4-acetamido-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-3-yl]oxy}propanoic acidaverage_mass274.2472mono_mass274.092676871smilesC[C@@H](O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1N=C(C)[O-])C(O)=OformulaC11H16NO7inchiInChI=1S/C11H17NO7/c1-4(10(15)16)18-9-7(12-5(2)13)11-17-3-6(19-11)8(9)14/h4,6-9,11,14H,3H2,1-2H3,(H,12,13)(H,15,16)/p-1/t4-,6-,7-,8-,9-,11-/m1/s1inchikeyZFEGYUMHFZOYIY-YVNCZSHWSA-Mpolar_surface_area114.32refractivity58.84polarizability25.32rotatable_bond_count4acceptor_count7donor_count3physiological_charge-1formal_charge0Specdb::MsMs23348Specdb::MsMs23349Specdb::MsMs23350Specdb::MsMs30146Specdb::MsMs30147Specdb::MsMs30148C19769AH0Anhydro-N-acetylmuramic acid kinaseP77570ANMK_ECOLIanmKhttp://ecmdb.ca/proteins/P77570.xmlAdenosine triphosphate + 1,6-Anhydro-N-acetyl-beta-muramate + Water > ADP + N-Acetylmuramic acid 6-phosphateAdenosine triphosphate + 1,6-Anhydro-N-acetyl-beta-muramate + Water <> ADP + N-Acetylmuramic acid 6-phosphateR09640