P. aeruginosa Metabolome Database: L-Aspartyl-4-phosphate (PAMDB000834)

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

PAMDB000834

Identification

Name:

L-Aspartyl-4-phosphate

Description:

L-Aspartyl-4-phosphate is involved in both the lysine biosynthesis and homoserine biosynthesis pathways.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

4-Phospho-L-aspartate
4-Phospho-L-aspartic acid
Asp-P
L-β-aspartyl-P
L-β-aspartyl-phosphate
L-β-aspartyl-phosphoric acid
L-4-Aspartyl phosphate
L-4-Aspartyl phosphoric acid
L-Aspartate b-semialdehyde
L-Aspartate beta-semialdehyde
L-Aspartate β-semialdehyde
L-Aspartic acid b-semialdehyde
L-Aspartic acid beta-semialdehyde
L-Aspartic acid β-semialdehyde
L-aspartyl-β-phosphate
L-Aspartyl-β-phosphoric acid
L-aspartyl-4-P
L-Aspartyl-4-phosphoric acid
L-aspartyl-b-phosphate
L-Aspartyl-b-phosphoric acid
L-Aspartyl-beta-phosphate
L-Aspartyl-beta-phosphoric acid
L-Aspartyl-β-phosphate
L-Aspartyl-β-phosphoric acid
L-b-aspartyl-P
L-b-aspartyl-phosphate
L-b-Aspartyl-phosphoric acid
L-beta-Aspartyl-P
L-beta-Aspartyl-phosphate
L-beta-Aspartyl-phosphoric acid
L-β-Aspartyl-P
L-β-Aspartyl-phosphate
L-β-Aspartyl-phosphoric acid

Chemical Formula:

C₄H₈NO₇P

Average Molecular Weight:

213.0826

Monoisotopic Molecular Weight:

213.003838127

InChI Key:

IXZNKTPIYKDIGG-UHFFFAOYSA-N

InChI:

InChI=1S/C4H8NO7P/c5-2(4(7)8)1-3(6)12-13(9,10)11/h2H,1,5H2,(H,7,8)(H2,9,10,11)

CAS number:

22138-53-0

IUPAC Name:

2-amino-4-oxo-4-(phosphonooxy)butanoic acid

Traditional IUPAC Name:

aspartyl phosphate

SMILES:

NC(CC(=O)OP(O)(O)=O)C(O)=O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Amino fatty acid
Fatty acyl
Fatty acid
Organic phosphoric acid derivative
Organic phosphate
Dicarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Solid

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	13.2 mg/mL	ALOGPS
logP	-1.9	ALOGPS
logP	-3.4	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.08	ChemAxon
pKa (Strongest Basic)	8.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.69 m³·mol^-1	ChemAxon
Polarizability	16.08 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

L-Aspartic acid + Adenosine triphosphate <> L-Aspartyl-4-phosphate + ADP
L-Aspartate-semialdehyde + NADP + Phosphate <> L-Aspartyl-4-phosphate + Hydrogen ion + NADPH
L-Aspartic acid + Adenosine triphosphate + L-Aspartic acid > Adenosine diphosphate + L-Aspartyl-4-phosphate + ADP
L-Aspartyl-4-phosphate + NADPH + Hydrogen ion + NADPH > Phosphate + NADP + L-Aspartate-semialdehyde

Pathways:

Cysteine and methionine metabolism pae00270
Glycine, serine and threonine metabolism pae00260
Lysine biosynthesis pae00300
Metabolic pathways pae01100
Microbial metabolism in diverse environments pae01120
Monobactam biosynthesis pae00261

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-4910000000-7a0e522ac0bb6aada3ae	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xs-9400000000-090a883ab8d4353e4af2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-2a76e0c5095038de7b5e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9220000000-92fa110ca2d5693f4ec6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-e85bd4bcd5e9577442b2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-2fb9c2e1a0877c05b10e	View in MoNA

References

References:

Kanehisa, 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. Pubmed: 22080510
Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. Pubmed: 18331064

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	Not Available
HMDB ID	HMDB12250
Pubchem Compound ID	832
Kegg ID	C03082
ChemSpider ID	809
Wikipedia ID	Not Available
BioCyc ID	L-BETA-ASPARTYL-P
EcoCyc ID	L-BETA-ASPARTYL-P

L-Aspartyl-4-phosphate (PAMDB000834)

Structure for L-Aspartyl-4-phosphate (PAMDB000834)