Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:49:41 UTC
Update Date2022-08-31 18:24:49 UTC
Metabolite IDMMDBc0031797
Metabolite Identification
Common Name1,6-Anhydro-N-acetyl-beta-muramate
Description1,6-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.
Structure
Synonyms
ValueSource
1,6-Anhydro-N-acetyl-b-muramateGenerator
1,6-Anhydro-N-acetyl-b-muramic acidGenerator
1,6-Anhydro-N-acetyl-beta-muramic acidGenerator
1,6-Anhydro-N-acetyl-β-muramateGenerator
1,6-Anhydro-N-acetyl-β-muramic acidGenerator
Molecular FormulaC11H16NO7
Average Mass274.2472
Monoisotopic Mass274.092676871
IUPAC NameN-[(1R,2S,3R,4R,5R)-3-[(1R)-1-carboxyethoxy]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate
Traditional NameN-[(1R,2S,3R,4R,5R)-3-[(1R)-1-carboxyethoxy]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate
CAS Registry NumberNot Available
SMILES
C[C@@H](O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1N=C(C)[O-])C(O)=O
InChI Identifier
InChI=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/s1
InChI KeyZFEGYUMHFZOYIY-YVNCZSHWSA-M