Phosphoserine

Base Information

• Chemical Name: Phosphoserine
• CAS No.: 407-41-0
• Molecular Formula: C3H8NO6P
• Molecular Weight: 185.073
• Hs Code.: 29225090
• European Community (EC) Number: 206-986-0
• NSC Number: 760136
• UNII: VI4F0K069V
• DSSTox Substance ID: DTXSID1046348
• Nikkaji Number: J136.545B
• Wikipedia: Phosphoserine
• Wikidata: Q2701649
• NCI Thesaurus Code: C169894
• Pharos Ligand ID: Y6UG8Y224Y46
• Metabolomics Workbench ID: 37174
• ChEMBL ID: CHEMBL284377
• Mol file: 407-41-0.mol

Synonyms:plasmenylserine

Chemical Property of Phosphoserine

Chemical Property:

• Appearance/Colour: White powder.
• Vapor Pressure: 2.4E-10mmHg at 25°C
• Melting Point: 190 °C(lit.)
• Boiling Point: 475.4 °C at 760 mmHg
• PKA: pK1:2.08;pK2:5.65;pK3:9.74 (25°C)
• Flash Point: 241.3 °C
• PSA: 139.89000
• Density: 1.809 g/cm³
• LogP: -0.79210
• Storage Temp.: Store at 0°C
• Solubility.: H2O: 50 mg/mL hot, clear, colorless to slightly yellow
• Water Solubility.: 28.34g/L at 20℃
• XLogP3: -5.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 185.00892397
• Heavy Atom Count: 11
• Complexity: 186

Purity/Quality:

98%min ^*data from raw suppliers

Phosphoserine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C(=O)O)N)OP(=O)(O)O
• Isomeric SMILES: C([C@@H](C(=O)O)N)OP(=O)(O)O
• Description: O-Phospho-L-Serine is an agonist of the group III metabotropic glutamate receptors mGluR4a and mGluR6 (EC50s = 2-5 μM). It mimics the phosphatidylserine head group and has been shown to inhibit the proliferation of microglia and to enhance neuronal differentiation of progenitor cells.
• Uses: roborant L-O-Phosphoserine is the catalytic domain of human protein kinase C β II when complexed with a malemide inhibitor. It is also used in the purification of the Epstein-Barr virus nuclear antigen 2A. O-Phospho-L-Serine is an agonist of the group III metabotropic glutamate receptors mGluR4a and mGluR6 (EC50s = 2-5 μM). It mimics the phosphatidylserine head group and has been shown to inhibit the proliferation of microglia and to enhance neuronal differentiation of progenitor cells.

Technology Process of Phosphoserine

There total 20 articles about Phosphoserine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

(S)-3-amino-2-oxetanone trifluoroacetic acid salt (112839-94-8) → L-phosphoserine (407-41-0,7331-08-0)

Guidance literature:

With dipotassium hydrogenphosphate; 18-crown-6 ether; In N,N-dimethyl-formamide; for 72h;

DOI:10.1021/ja00215a038

Reference yield: 87.0%

→ O-Phosoho-L-serine + L-phosphoserine (407-41-0,7331-08-0)

Guidance literature:

Reference yield: 60.0%

(S)-3-(Benzyloxy-hydroxy-phosphoryloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid (158171-14-3) → L-phosphoserine (407-41-0,7331-08-0)

Guidance literature:

(S)-3-(Benzyloxy-hydroxy-phosphoryloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid; With diethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

With palladium 10% on activated carbon; hydrogen; In methanol;

upstream raw materials:

O-phospho-DL-serine

N-(O-phosphono-L-seryl)-L-glutamic acid

N-benzyloxycarbonyl-O-diphenoxyphosphoryl-L-serine benzyl ester

(S)-3-amino-2-oxetanone trifluoroacetic acid salt

Downstream raw materials:

C₃H₆NO₂*H⁽¹⁺⁾

L-serin

carbocisteine

S-allyl cysteine

Refernces

• 1、 Grant, Gregory A.. "Elucidation of a Self-Sustaining Cycle in Escherichia coli l -Serine Biosynthesis That Results in the Conservation of the Coenzyme, NAD+". . p. 1798 - 1806. Retrieved 2018.
• 2、 -. "Peptide Tyrosinase Activators". . . Retrieved 2015/06/10.