O-Phospho-D-serine
O-Phospho-D-serine (D-SOP) is the D-configurational enantiomer of O-Phospho-L-serine (HY-15129). O-Phospho-D-serine inhibits L-[3H]glutamate binding to APB-sensitive sites in rat brain synaptic plasma membranes, with a Ki of 303 μM. Compared with the L-configurational form, D-SOP does not significantly activate the tested mGluR at 1 mM, and it is mainly used in studies related to the stereoselectivity of phosphatidylserine and mGluR ligands.
For research use only. We do not sell to patients.
- CAS No.: 73913-63-0
- Formula: C3H8NO6P
- Molecular Weight:185.07
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
All Endogenous Metabolite Isoforms
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Biological Activity
O-Phospho-D-serine (40-100 mM; 10 min) weakly inhibits the binding of coagulation factor VIII to phosphatidylserine-containing liposome membranes, with an IC50 of approximately 100 mM[1].
O-Phospho-D-serine (10-80 mM; 5 min) inhibits the binding of coagulation factor VIII to platelet-derived microparticles, with an inhibition rate of 50% at approximately 80 mM, and its potency is weaker than that of O-Phospho-L-serine[1]
In calcium mobilization assays performed in transiently transfected HEK-293 cells, O-Phospho-D-serine (1 mM; single incubation for calcium response measurement) does not activate mGluR1, mGluR2, mGluR4, mGluR6, or mGluR7 when tested at a concentration of 1 mM[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 73913-63-0
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Molecular Weight 185.07
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Formula C3H8NO6P
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SMILES
C([C@H](C(O)=O)N)OP(=O)(O)O
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Synonyms
D-Serine O-phosphate; D-SOP
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Gilbert GE, et al. Specific membrane binding of factor VIII is mediated by O-phospho-L-serine, a moiety of phosphatidylserine. Biochemistry. 1993 Sep 21;32(37):9577-85. [Content Brief]
[2]. Amori L, et al. Synthesis, molecular modeling and preliminary biological evaluation of 1-amino-3-phosphono-3-cyclopentene-1-carboxylic acid and 1-amino-3-phosphono-2-cyclopentene-1-carboxylic acid, two novel agonists of metabotropic glutamate receptors of group III. Bioorganic & medicinal chemistry letters. 2000 Jul 03;10(13):1447-50. [Content Brief]
[3]. Kang HJ, et al. Selectivity and evolutionary divergence of metabotropic glutamate receptors for endogenous ligands and G proteins coupled to phospholipase C or TRP channels. The Journal of biological chemistry. 2014 Oct 24;289(43):29961-74. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)