P. aeruginosa Metabolome Database: UDP-N-acetyl-α-D-glucosamine-enolpyruvate (PAMDB006354)

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

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB006354

Identification

Name:

UDP-N-acetyl-α-D-glucosamine-enolpyruvate

Description:

UDP-N-acetyl-alpha-D-glucosamine-enolpyruvate is an intermediate in UDP-N-acetylmuramoyl-pentapeptide biosynthesis I (meso-DAP-containing) pathway in E.coli. It is a substrate for the enzyme UDP-N-acetylenolpyruvoylglucosamine reductase which catalyzes the reaction UDP-N-acetyl-alpha-D-glucosamine-enolpyruvate + NADPH + H+ -> UDP-N-acetyl-alpha-D-muramate + NADP+. It is also a product for enzyme UDP-N-acetylglucosamine enolpyruvoyl transferase which catalyzes reaction UDP-N-acetyl-alpha-D-glucosamine + phosphoenolpyruvate -> UDP-N-acetyl-α-D-glucosamine-enolpyruvate + phosphate (BioCyc compound: UDP-ACETYL-CARBOXYVINYL-GLUCOSAMINE).

Structure

Synonyms:

UDP-N-Acetyl-α-D-glucosamine-enolpyruvic acid

Chemical Formula:

C₂₀H₂₆N₃O₁₉P₂

Average Molecular Weight:

674.379

Monoisotopic Molecular Weight:

674.065220365

InChI Key:

BEGZZYPUNCJHKP-UHFFFAOYSA-K

InChI:

InChI=1S/C20H29N3O19P2/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/h3-4,9-10,12-17,19,24,27-29H,1,5-6H2,2H3,(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(=O)NC1C(OP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)OC(CO)C(O)C1OC(=C)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:

Uridine diphosphate-N-acetylglucosamine + Phosphoenolpyruvic acid > Phosphate + UDP-N-acetyl-α-D-glucosamine-enolpyruvate
UDP-N-acetyl-α-D-glucosamine-enolpyruvate + NADPH + Hydrogen ion + NADPH > NADP + UDP-N-acetyl-α-D-muramate

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-c7038eb4ed6123137d5c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056r-1001009000-0a0565ac6231b8e384b7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9421003000-8a3b2c5ad565ff610ca7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-7000009000-2144809f24d0816ffe51	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-9100003000-25052929b8f62b948432	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9300000000-d989f93239b8508b2014	View in MoNA

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link