Size | Price | Stock | Qty |
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100mg |
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Other Sizes |
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ln Vitro |
O-Phospho-L-serine (l-SOP) counteracts the effects of L-glutamate by weakly binding to mGluR1. group III receptors (mGluR4, mGluR6, mGluR7, and mGluR8) are activated by l-SOP; however, mGluR7 is less effective for both ligands and has a substantially lower affinity for l-SOP than other group III receptors[1]. In mGluR4-transfected cells, O-phospho-L-serine (l-SOP) increases intracellular calcium responses. With a Ki of 1 mM, l-SOP suppresses the l-glutamate-mediated mGluR1 response; however, l-SOP has a three times higher inhibitory effect on mGluR2 activation, with a Ki of 1 μM. Changes in the membrane potential of HEK/TRPC4 cells transfected with mGluR4 or mGluR6 were triggered by l-SOP. Gαi/o protein-mediated activation of TRPC4β is induced by l-SOP[2]. Müller glial cell proliferation is inhibited by O-phospho-L-serine (L-SOP), although light-induced photoreceptor cell death is unaffected. In the retina injured by light, L-SOP inhibits Müller glial cell growth either concurrently or following the activation of ascl1a and stat3 expression. In retinas injured by light, L-SOP prevents the regeneration of cone photoreceptors [3].
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References |
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Additional Infomation |
O-phospho-L-serine is the L-enantiomer of O-phosphoserine. It has a role as an EC 1.4.7.1 [glutamate synthase (ferredoxin)] inhibitor, a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, an EC 2.5.1.49 (O-acetylhomoserine aminocarboxypropyltransferase) inhibitor, an EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor and a mouse metabolite. It is a conjugate acid of an O-phosphonato-L-serine(2-). It is an enantiomer of an O-phospho-D-serine.
The phosphoric acid ester of serine. Phosphoserine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Phosphoserine has been reported in Daphnia pulex, Arabidopsis thaliana, and other organisms with data available. Phosphoserine is a derivative of the amino acid serine where the side chain hydroxyl group has been substituted with a phosphono group. Post-translational phosphorylation of serine residues in proteins or peptides can regulate the progression of multiple intracellular signal transduction pathways. Monomeric phosphoserine is an intermediate in L-serine biosynthesis. |
Molecular Formula |
C3H8NO6P
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Molecular Weight |
185.0725
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Exact Mass |
185.008
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CAS # |
407-41-0
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Related CAS # |
O-Phospho-L-serine-13C3,15N;2734706-69-3
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PubChem CID |
68841
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Appearance |
White to off-white solid powder
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Density |
1.8±0.1 g/cm3
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Boiling Point |
475.4±55.0 °C at 760 mmHg
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Melting Point |
190 °C(lit.)
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Flash Point |
241.3±31.5 °C
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Vapour Pressure |
0.0±2.6 mmHg at 25°C
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Index of Refraction |
1.552
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LogP |
-1.86
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Hydrogen Bond Donor Count |
4
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Hydrogen Bond Acceptor Count |
7
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Rotatable Bond Count |
4
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Heavy Atom Count |
11
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Complexity |
186
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Defined Atom Stereocenter Count |
1
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SMILES |
C([C@@H](C(=O)O)N)OP(=O)(O)O
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InChi Key |
BZQFBWGGLXLEPQ-REOHCLBHSA-N
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InChi Code |
InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
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Chemical Name |
(2S)-2-amino-3-phosphonooxypropanoic acid
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
H2O : ~1 mg/mL (~5.40 mM)
DMSO : ~1 mg/mL (~5.40 mM) |
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 5.4034 mL | 27.0168 mL | 54.0336 mL | |
5 mM | 1.0807 mL | 5.4034 mL | 10.8067 mL | |
10 mM | 0.5403 mL | 2.7017 mL | 5.4034 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.