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Record Information
Version	2.0
Creation Date	2012-05-31 14:21:21 -0600
Update Date	2015-06-03 17:19:04 -0600
Secondary Accession Numbers	ECMDB12250
Identification
Name:	L-Aspartyl-4-phosphate
Description	L-Aspartyl-4-phosphate is involved in both the lysine biosynthesis and homoserine biosynthesis pathways.
Structure	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xad43ebf0> Close
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
Weight:	Average: 213.0826 Monoisotopic: 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
Description	belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Sub Class	Amino acids, peptides, and analogues
Direct Parent	Aspartic acid and derivatives
Alternative Parents	Alpha amino acids Acyl monophosphates Fatty acids and conjugates Dicarboxylic acids and derivatives Carboxylic acid salts Amino acids Carboxylic acids Organopnictogen compounds Organic salts Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
Substituents	Aspartic acid or derivatives Alpha-amino acid Acyl monophosphate Acyl phosphate Dicarboxylic acid or derivatives Organic phosphoric acid derivative Fatty acid Carboxylic acid salt Amino acid Carboxylic acid Organic salt Primary amine Organooxygen compound Organonitrogen compound Organic oxide Primary aliphatic amine Organopnictogen compound Organic nitrogen compound Carbonyl group Amine Organic oxygen compound Hydrocarbon derivative 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 g/L 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 Ų ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 37.69 m³·mol⁻¹ ChemAxon Polarizability 16.08 ų 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-Aspartyl-4-phosphate + ADP 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 L-Aspartic acid + Adenosine triphosphate <> L-Aspartyl-4-phosphate + ADP L-Aspartate-semialdehyde + NADP + Phosphate <> L-Aspartyl-4-phosphate + Hydrogen ion + NADPH
SMPDB Pathways:	Lysine biosynthesis PW000771 Secondary Metabolites: threonine biosynthesis from aspartate PW000976 threonine biosynthesis PW000817
KEGG Pathways:	Cysteine and methionine metabolism ec00270 Glycine, serine and threonine metabolism ec00260 Lysine biosynthesis ec00300 Metabolic pathways eco01100 Microbial metabolism in diverse environments ec01120 Monobactam biosynthesis eco00261
EcoCyc Pathways:	homoserine biosynthesis HOMOSERSYN-PWY lysine biosynthesis I DAPLYSINESYN-PWY
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-0002-9100000000-9a4ebec80a996ceb6040 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive splash10-00xr-9510000000-fa31ef1b6e354291d94f View in MoNA 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 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
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

Enzymes