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Chemical Compound Review:

AG-K-60701 (2S)-2-amino-4-phosphonooxy- butanoic acid

Synonyms: CHEBI:15961, HMDB03484, CTK1D6793, AC1L45TX, C01102, ...

Ravanel, S. et al., Kreft, O. et al., Lee, M. et al., Ramos, C. et al., Aubert, S. et al.

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Disease relevance of o-phosphohomoserine

However, the plant enzyme differs markedly from its enterobacterial counterparts because it catalyses a very faint gamma-elimination of O-phosphohomoserine in the absence of cysteine, this process being about 1/2700 as fast as the gamma-replacement reaction and approx. 1/1500 as fast as the gamma-elimination catalysed by the E. coli enzyme [1].

High impact information on o-phosphohomoserine

Glycerol also induced the accumulation of O-phosphohomoserine in the cytoplasmic compartment as long as the cell culture medium contained sucrose [2].
To investigate the regulation of this branch point, we engineered transgenic potato (Solanum tuberosum) plants affected in cystathionine gamma-synthase (CgS), the enzyme utilizing OPHS for the Met pathway [3].
The method is based on the quantification by reverse-phase high-performance liquid chromatography, of the threonine formed from O-phosphohomoserine [4].
Homoserine kinase (EC 2.7.1.39) catalyzes the formation of O-phospho-l-homoserine, a branch point intermediate in the pathways for Met and Thr in plants [5].

Associations of o-phosphohomoserine with other chemical compounds

Cystathionine gamma-synthase catalyses the first reaction specific for methionine biosynthesis in plants, the gamma-replacement of the phosphoryl substituent of O-phosphohomoserine by cysteine [1].

References

Cystathionine gamma-synthase from Arabidopsis thaliana: purification and biochemical characterization of the recombinant enzyme overexpressed in Escherichia coli. Ravanel, S., Gakière, B., Job, D., Douce, R. Biochem. J. (1998) [Pubmed]
Multiple effects of glycerol on plant cell metabolism. Phosphorus-31 nuclear magnetic resonance studies. Aubert, S., Gout, E., Bligny, R., Douce, R. J. Biol. Chem. (1994) [Pubmed]
Functional analysis of cystathionine gamma-synthase in genetically engineered potato plants. Kreft, O., Hoefgen, R., Hesse, H. Plant Physiol. (2003) [Pubmed]
Biochemical evidence that the Saccharomyces cerevisiae THR4 gene encodes threonine synthetase. Ramos, C., Calderón, I.L. FEBS Lett. (1994) [Pubmed]
Identification of the gene encoding homoserine kinase from Arabidopsis thaliana and characterization of the recombinant enzyme derived from the gene. Lee, M., Leustek, T. Arch. Biochem. Biophys. (1999) [Pubmed]

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