P. aeruginosa Metabolome Database: UDP-N-acetyl-α-D-muramate (PAMDB006355)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB006355

Identification

Name:

UDP-N-acetyl-α-D-muramate

Description:

UDP-N-acetyl-alpha-D-muramate is an intermediate in UDP-N-acetylmuramoyl-pentapeptide biosynthesis I (meso-diaminopimelate containing) pathway in E.coli. It is a substrate for the enzyme UDP-N-acetylmuramate-alanine ligase which catalyzes the reaction L-alanine + UDP-N-acetyl-alpha-D-muramate + ATP ??UDP-N-acetyl-alpha-D-muramoyl-L-alanine + ADP + phosphate + H+. It is also a product for enzyme UDP-N-acetylenolpyruvoylglucosamine reductase which catalyzes reaction UDP-N-acetyl-alpha-D-glucosamine-enolpyruvate + NADPH + H+ -> UDP-N-acetyl-alpha-D-muramate + NADP+ (BioCyc compound: UDP-N-ACETYLMURAMATE).

Structure

Synonyms:

UDP-N-Acetyl-α-D-muramic acid

Chemical Formula:

C₂₀H₂₈N₃O₁₉P₂

Average Molecular Weight:

676.395

Monoisotopic Molecular Weight:

676.080870429

InChI Key:

NQBRVZNDBBMBLJ-UHFFFAOYSA-K

InChI:

InChI=1S/C20H31N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,7,9-10,12-17,19,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3

CAS number:

Not Available

IUPAC Name:

Not Available

Traditional IUPAC Name:

Not Available

SMILES:

CC(OC1C(O)C(CO)OC(OP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)C1NC(C)=O)C([O-])=O

Chemical Taxonomy

Taxonomy Description

Not Available

Kingdom

Not Available

Super Class

Not Available

Class

Not Available

Sub Class

Not Available

Direct Parent

Not Available

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Not Available

External Descriptors

Not Available

Physical Properties

State:

Not Available

Charge:

Not Available

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

UDP-N-acetyl-α-D-glucosamine-enolpyruvate + NADPH + Hydrogen ion + NADPH > NADP + UDP-N-acetyl-α-D-muramate
UDP-N-acetyl-α-D-muramate + L-Alanine + Adenosine triphosphate + L-Alanine > Adenosine diphosphate + Phosphate + Hydrogen ion + UDP-N-Acetylmuramoyl-L-alanine + ADP
UDP-N-acetyl-α-D-muramate + Adenosine triphosphate + L-Alanine > UDP-N-Acetylmuramyl-L-Ala + ADP + Phosphate + Hydrogen ion

SMPDB Pathways:

Amino sugar and nucleotide sugar metabolism I	PW000886
peptidoglycan biosynthesis I	PW000906
peptidoglycan biosynthesis I 2	PW002062

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000009000-71055a92a36ec27390b2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-1001009000-833b340020c68c7d6556	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-074l-9440003000-511197c5404c0dd64958	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-8000009000-a9e600e8a5f8ee1256cb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9200002000-920abe2754e298f139ef	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000f-9200000000-6f36050197589ac6e610	View in MoNA

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link