1. Metabolic Enzyme/Protease Neuronal Signaling Membrane Transporter/Ion Channel
  2. Endogenous Metabolite iGluR
  3. O-Phosphono-L-homoserine

O-Phosphono-L-homoserine  (Synonyms: o-Phosphohomoserine)

Cat. No.: HY-W051199
Handling Instructions Technical Support

O-Phosphono-L-homoserine (o-Phosphohomoserine) is an intermediate in threonine synthesis in bacteria and plants, and can also be hijacked by MetM in some Streptomyces species to enter a novel methionine synthesis pathway. O-Phosphono-L-homoserine acts as a weak antagonist of the NMDA receptor. O-Phosphono-L-homoserine can be used as a substrate for studies on amino acid metabolism of the aspartate family, a control for mechanism studies of PLP enzymes, and a reference for structure-activity relationship studies of NMDA receptor ligands.

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O-Phosphono-L-homoserine

O-Phosphono-L-homoserine Chemical Structure

CAS No. : 4210-66-6

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Description

O-Phosphono-L-homoserine (o-Phosphohomoserine) is an intermediate in threonine synthesis in bacteria and plants, and can also be hijacked by MetM in some Streptomyces species to enter a novel methionine synthesis pathway. O-Phosphono-L-homoserine acts as a weak antagonist of the NMDA receptor. O-Phosphono-L-homoserine can be used as a substrate for studies on amino acid metabolism of the aspartate family, a control for mechanism studies of PLP enzymes, and a reference for structure-activity relationship studies of NMDA receptor ligands[1][2].

IC50 & Target[2]

NMDA Receptor

 

In Vitro

O-Phosphono-L-homoserine (100 μM; 1 h) can be converted to L-Homocysteine (HY-W010347) by MetM from Streptomyces albus using 100 μM Na2S or 100 μM Na2S2 as the inorganic sulfur donor[1].
O-Phosphono-L-homoserine (0.5-1 mM) acts as a weak, selective NMDA receptor antagonist in rat hippocampal CA1 brain slices, exhibiting significant activity at concentrations of 0.5 mM and 1 mM, with no effect on responses to Kainic acid (HY-N2309) or Quisqualic acid (HY-12597) at these concentrations[2].
O-Phosphono-L-homoserine (0-30 min) is not metabolized by rat brain crude homogenate or bovine liver alkaline phosphatase after incubation at 37°C for up to 30 min[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

199.10

Formula

C4H10NO6P

CAS No.
SMILES

N[C@@H](CCOP(O)(O)=O)C(O)=O

Initial Source
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Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation
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O-Phosphono-L-homoserine
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