ChemicalBook > CAS DataBase List > O-Phospho-L-serine

O-Phospho-L-serine

Product Name
O-Phospho-L-serine
CAS No.
407-41-0
Chemical Name
O-Phospho-L-serine
Synonyms
L O;P-ser;L-SOP;L-O-(RG);Seriphos;P-serine;Fosforina;3-P-SERINE;Phospho Ser;Phospho?Ser
CBNumber
CB0456205
Molecular Formula
C3H8NO6P
Formula Weight
185.07
MOL File
407-41-0.mol
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O-Phospho-L-serine Property

Melting point:
190 °C(lit.)
alpha 
[α]D20 +14~+18°(c=5,dil.HCl)
Boiling point:
475.4±55.0 °C(Predicted)
Density 
1.809±0.06 g/cm3(Predicted)
vapor pressure 
0Pa at 20℃
storage temp. 
under inert gas
solubility 
H2O: 50 mg/mL hot, clear, colorless to slightly yellow
form 
Crystalline Powder
pka
pK1:2.08;pK2:5.65;pK3:9.74 (25°C)
color 
White
biological source
mouse
optical activity
+16.221 (2 mol dm-3 HCl)
Water Solubility 
28.34g/L at 20℃
Merck 
14,7363
BRN 
1726826
InChIKey
BZQFBWGGLXLEPQ-UWTATZPHSA-N
CAS DataBase Reference
407-41-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
21/22
Safety Statements 
36/37
RIDADR 
UN 3261 8 / PGII
WGK Germany 
3
10
HS Code 
29225090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P0878
Product name
O-Phospho-L-serine
Packaging
1g
Price
$33.6
Updated
2025/07/31
Sigma-Aldrich
Product number
P3430
Product name
Monoclonal Anti-Phosphoserine antibody produced in mouse
Purity
clone PSR-45, ascites fluid
Packaging
100μL
Price
$536
Updated
2025/07/31
Sigma-Aldrich
Product number
P3430
Product name
Monoclonal Anti-Phosphoserine antibody produced in mouse
Purity
clone PSR-45, ascites fluid
Packaging
0.2mL
Price
$732
Updated
2025/07/31
Sigma-Aldrich
Product number
72983
Product name
O-Phospho-L-serine
Purity
certified reference material, TraceCERT
Packaging
100mg
Price
$185
Updated
2025/07/31
Sigma-Aldrich
Product number
5.09705
Product name
L-Serine-O-phosphate - CAS 407-41-0 - Calbiochem
Packaging
1g
Price
$63.1
Updated
2022/05/15
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O-Phospho-L-serine Chemical Properties,Usage,Production

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.

Chemical Properties

White powder

Uses

roborant

Uses

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

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.

Definition

ChEBI: 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.

General Description

Monoclonal Anti-Phosphoserine (mouse IgG1 isotype) is derived from the hybridoma produced by the fusion of mouse myeloma cells and splenocytes from an immunized mouse.

Flammability and Explosibility

Not classified

Biological Activity

Group III metabotropic glutamate receptor agonist; analog of L-AP4 (L-(+)-2-Amino-4-phosphonobutyric acid ). Inhibits proliferation and enhances neuronal differentiation in progenitor cells.

Biochem/physiol Actions

Protein phosphorylation and dephosphorylation are basic signaling mechanisms that modify protein function in eukaryotic cells. Phosphorylation is a rare posttranslational event in normal tissues, however, the abundance of phosphorylated cellular proteins increases several folds following various activation processes. The main amino acids that are phosphorylated are tyrosine, serine, or threonine (pTyr/pSer/pThr), each having specific kinases that phosphorylate them and specific phosphatases that dephosphorylate them. Mono and polyclonal antibodies directed against phosphorylated residues were generated and found useful as analytical and preparative tools by enabling the identification, quantification, and immunoaffinity isolation of phosphorylated cellular proteins.

storage

Room temperature

Purification Methods

Recrystallise the phospho-serine by dissolving 10g in H2O (150mL) at 25o, stirring for up to 20minutes. Undissolved material is filtered off (Büchner), and 95% EtOH (85mL) is added dropwise during 4minutes, and set aside at 25o for 3hours, then at 3o overnight. The crystals are washed with 95% EtOH (100mL), then dry Et2O (50mL), and dried in a vacuum (yield 6.5g). A further quantity (1.5g) can be obtained by keeping the mother liquors and washings at -10o for 1 week. The DL-isomer has m 167-170o(dec) after recrystallisation from H2O/EtOH or MeOH. [Neuhaus & Korkes Biochemical Preparations 6 75 1958, Neuhaus & Byrne J Biol Chem 234 113 1959, IR: F.lsch & Mellander Acta Chem Scand 11 1232 1957, Beilstein 4 IV 3120.]

References

[1] L ERIKSEN  C T. [3H]-L-2-amino-4-phosphonobutyrate labels a metabotropic glutamate receptor, mGluR4a.[J]. British Journal of Pharmacology, 1995, 116 8: 3279-3287. DOI: 10.1111/j.1476-5381.1995.tb15136.x
[2] P J CONN  J P P. Pharmacology and functions of metabotropic glutamate receptors.[J]. Annual review of pharmacology and toxicology, 1997, 37: 205-237. DOI: 10.1146/annurev.pharmtox.37.1.205
[3] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[4] TRAVIS J. BAILEY. The inhibitor of phagocytosis, O-phospho-l-serine, suppresses Müller glia proliferation and cone cell regeneration in the light-damaged zebrafish retina[J]. Experimental eye research, 2010, 91 5: Pages 601-612. DOI: 10.1016/j.exer.2010.07.017
[5] JONATHAN P SAXE. A phenotypic small-molecule screen identifies an orphan ligand-receptor pair that regulates neural stem cell differentiation.[J]. Chemistry & biology, 2007, 14 9: 1019-1030. DOI: 10.1016/j.chembiol.2007.07.016

O-Phospho-L-serine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from O-Phospho-L-serine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
O-Phospho-L-serine 407-41-0
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-12-08
HebeiShuoshengImportandExportco.,Ltd
Product
O-Phospho-L-serine 407-41-0
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-08
Henan Aochuang Chemical Co.,Ltd.
Product
O-Phospho-L-serine 407-41-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-19

407-41-0, O-Phospho-L-serineRelated Search:


  • L-O-PHOSPHOSERINE
  • L-SERINE-O-PHOSPHATE
  • L-PHOSPHOSERINE
  • H-SER(PO3H2)-OH
  • PHOSPHATIDYLETHANOLAMINE(EGG)(RG)
  • O-Phosho-L-serine
  • O-Phosphorylserine
  • Phospho-L-serine
  • Serine O-phosphate
  • (S)-2-aMino-3-(phosphonooxy)propanoic acid
  • L-Serine, O-phosphono-
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  • Monoclonal Anti-Phosphoserine?Agarose antibody produced in mouse
  • Monoclonal Anti-Phosphoserine?Biotin antibody produced in mouse
  • Monoclonal Anti-Phosphoserine antibody produced in mouse
  • Monoclonal Anti-Phosphoserine?FITC antibody produced in mouse
  • Phospho Ser
  • Phospho?Ser
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  • L-Ser(H2PO3)-OH
  • O-Phospho-L-serine≥ 99% (Titration)
  • H-SER(P)-OH
  • H-SER(H2PO3)-OH
  • L-2-AMINO-3-HYDROXYPROPANOIC ACID 3-PHOSPHATE
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  • L-Serine-O-phosphate - CAS 407-41-0 - Calbiochem
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  • dexfosfoserine
  • L-(+)-serine 3-(dihydrogen phosphate)
  • L-Phosphoserine Anhydrous
  • Phosphoserinebariumsalt
  • O-PHOSPHO-L-SERINE
  • SERINE(PO3H2)-OH
  • O-phosphoserine
  • Serine phosphate
  • (2S)-2-amino-3-phosphonooxy-propanoic acid
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  • plasmenylserine
  • L-Serine monophosphoric acid
  • L-O-Phosphoserine 98+% T
  • L-2-Amino-3-hydroxypropanoic acid 3-phosphate, L-Serine O-phosphate, L-SOP
  • L-O-Serine phosphate
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