2.02012-05-31 14:31:38 -06002015-06-03 17:19:28 -0600ECMDB20178M2MDB001025N-Acetylmuramoyl-AlaN-acetylmuramoyl-Ala is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. It is a key component of peptidoglycan synthesis. The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.N-Acetyl-D-muramoyl-L-alanineC14H24N2O9364.3484364.148180376(2R)-2-{[(2R)-2-{[(2S,3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-1-hydroxypropylidene]amino}propanoic acidN-acetylmuramoyl-ala[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(O)[C@]1([H])N=C(C)O)C(O)=N[C@]([H])(C)C(O)=OInChI=1S/C14H24N2O9/c1-5(13(21)22)15-12(20)6(2)24-11-9(16-7(3)18)14(23)25-8(4-17)10(11)19/h5-6,8-11,14,17,19,23H,4H2,1-3H3,(H,15,20)(H,16,18)(H,21,22)/t5-,6-,8-,9-,10-,11-,14+/m1/s1ICMUIFDBEVJCQA-GQQBCVOHSA-NCytoplasmPeriplasmlogp-1.27logs-2.01solubility3.60e+00 g/llogp-1.4pka_strongest_acidic3.45pka_strongest_basic1.46iupac(2R)-2-{[(2R)-2-{[(2S,3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl]oxy}-1-hydroxypropylidene]amino}propanoic acidaverage_mass364.3484mono_mass364.148180376smiles[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(O)[C@]1([H])N=C(C)O)C(O)=N[C@]([H])(C)C(O)=OformulaC14H24N2O9inchiInChI=1S/C14H24N2O9/c1-5(13(21)22)15-12(20)6(2)24-11-9(16-7(3)18)14(23)25-8(4-17)10(11)19/h5-6,8-11,14,17,19,23H,4H2,1-3H3,(H,15,20)(H,16,18)(H,21,22)/t5-,6-,8-,9-,10-,11-,14+/m1/s1inchikeyICMUIFDBEVJCQA-GQQBCVOHSA-Npolar_surface_area181.63refractivity80.7polarizability34.93rotatable_bond_count7acceptor_count11donor_count6physiological_charge-2formal_charge0Specdb::CMs33699Specdb::CMs48250Specdb::CMs136404Specdb::CMs144138Specdb::NmrOneD59312Specdb::NmrOneD59313Specdb::NmrOneD59314Specdb::NmrOneD59315Specdb::NmrOneD59316Specdb::NmrOneD59317Specdb::NmrOneD59318Specdb::NmrOneD59319Specdb::NmrOneD59320Specdb::NmrOneD59321Specdb::NmrOneD59322Specdb::NmrOneD59323Specdb::NmrOneD59324Specdb::NmrOneD59325Specdb::NmrOneD59326Specdb::NmrOneD59327Specdb::NmrOneD59328Specdb::NmrOneD59329Specdb::NmrOneD59330Specdb::NmrOneD59331Specdb::MsMs29498Specdb::MsMs29499Specdb::MsMs29500Specdb::MsMs36056Specdb::MsMs36057Specdb::MsMs36058Specdb::MsMs3225682Specdb::MsMs3225683Specdb::MsMs3225684Specdb::MsMs3225685Specdb::MsMs3225686Specdb::MsMs322568754622484575343C02999Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.22080510N-acetylmuramoyl-L-alanine amidase AmiBP26365AMIB_ECOLIamiBhttp://ecmdb.ca/proteins/P26365.xmlProbable N-acetylmuramoyl-L-alanine amidase AmiAP36548AMIA_ECOLIamiAhttp://ecmdb.ca/proteins/P36548.xmlN-acetylmuramoyl-L-alanine amidase AmiCP63883AMIC_ECOLIamiChttp://ecmdb.ca/proteins/P63883.xmlN-Acetylmuramoyl-Ala + Water <> N-Acetyl-D-muramoate + L-AlanineR04112N-Acetylmuramoyl-Ala + Water <> N-Acetyl-D-muramoate + L-AlanineN-Acetylmuramoyl-Ala + Water <> N-Acetyl-D-muramoate + L-Alanine