CAS Number407-41-0
Synonymsdexfosfoserine; O-Phospho-L-serine; 3-O-(phospho)-L-serine; P-serine; L-O-phosphoserinate; DL-SERINE PHOSPHATE HYDRATE; O-Phosphoserine; O-phosphoryl-L-serine; L-(+)-phosphoserine; O-Phosphono-L-serine; Seriphos; P-ser; L-serine-O-phosphate; 3-P-SERINE; L-O-(RG); L-Serine Phosphate; L-O-serine phosphate; L-O-Phosphoserine; EINECS 206-986-0; L-SOP; H-SER(P)-OH; Fosforina; MFCD00065935; Phosphoserine
Molecular Formula(HO)2P(O)OCH2CH(NH2)CO2H
Molecular Weight185.07
Purity98.00%
Density1.8±0.1 g/cm3
Boiling Point475.4±55.0 °C at 760 mmHg
Melting Point190 °C (lit.)
Appearancepowder
EINECS206-986-0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 407-41-0 |
| Catalog No. | 2A-9021780 |
| Chinese Name | L-O-磷酸丝氨酸 |
| Synonyms | dexfosfoserine; O-Phospho-L-serine; 3-O-(phospho)-L-serine; P-serine; L-O-phosphoserinate; DL-SERINE PHOSPHATE HYDRATE; O-Phosphoserine; O-phosphoryl-L-serine; L-(+)-phosphoserine; O-Phosphono-L-serine; Seriphos; P-ser; L-serine-O-phosphate; 3-P-SERINE; L-O-(RG); L-Serine Phosphate; L-O-serine phosphate; L-O-Phosphoserine; EINECS 206-986-0; L-SOP; H-SER(P)-OH; Fosforina; MFCD00065935; Phosphoserine |
| Molecular Formula | (HO)2P(O)OCH2CH(NH2)CO2H |
| Molecular Weight | 185.07 |
| Purity | 98.00 |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 475.4±55.0 °C at 760 mmHg |
| Melting Point | 190 °C (lit.) |
| Appearance | powder |
| Water Solubility | H2O: 50 mg/mL hot, clear, colorless to slightly ye |
| Storage Condition | Store at 0°C |
| Packaging | Foil bag |
| Application | O-Phospho-L-serine is the direct precursor substance in the synthesis process of L-serine. It is an agonist of the third group of mGluR (mGluR4, mGluR6, mGluR7, and mGluR8). O-Phospho-L-serine is also |
| EINECS | 206-986-0 |
| HTC | 2931900090 |
| PubChem ID | 24277998 |
| MDL Number | MFCD00065935 |
| SMILES | N[C@@H](COP(O)(O)=O)C(O)=O |
| 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 |
| InChI Key | BZQFBWGGLXLEPQ-REOHCLBHSA-N |
| Beilstein/REAXYS | 1726826 |
| NACRES Code | NA.32 |
| eCl@ss | 32160406 |
| UNSPSC | 12352209 |
| Hazard Symbols | Transport |
| MSDS | msds/21780_1_407_41_0.pdf |
| Bioactivity | O-Phospho-L-serine is the immediate precursor to L-serine in the serine synthesis pathway, and an agonist at the group III mGluR receptors (mGluR4, mGluR6, mGluR7, and mGluR8); O-Phospho-L-serine also acts as a weak antagonist for mGluR1 and a potent antagonist for mGluR2. Related Catalog Research Areas >> Neurological Disease Natural Products >> Others Target Human Endogenous Metabolite In Vitro O-Phospho-L-serine (l-SOP) weakly binds to mGluR1, and antagonizes the effects of l-glutamate. l-SOP activates the group III receptors (mGluR4, mGluR6, mGluR7, and mGluR8), but mGluR7 has much lower affinity for l-SOP than the other group III receptors and also displays lower efficacy for both ligands[1]. O-Phospho-L-serine (l-SOP) generates enhanced intracellular calcium responses in mGluR4 transfected cells. l-SOP inhibits the l-glutamate mediated mGluR1 response, with a Ki of 1 mM; l-SOP displays a substantially more potent inhibition of mGluR2 activation, with a Ki of 1 μM, three orders-of-magnitude more potent than for mGluR1. l-SOP induces membrane potential changes in HEK/TRPC4 cells transfected with mGluR4 or mGluR6. l-SOP induces TRPC4β activation mediated by Gαi/o proteins[2]. O-Phospho-L-serine (L-SOP) inhibits Müller glia proliferation, without affecting light-induced photoreceptor cell death. L-SOP disrupts Müller glia proliferation subsequent to or in parallel with the activation of ascl1a and stat3 expression in the light-damaged retina. L-SOP inhibits cone cell regeneration in the light-damaged retina[3]. References [1]. Kang HJ, et al. Determinants of endogenous ligand specificity divergence among metabotropic glutamate receptors. J Biol Chem. 2015 Jan 30;290(5):2870-8. [2]. 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. J Biol Chem. 2014 Oct 24;289(43):29961-74. [3]. Bailey TJ, et al. The inhibitor of phagocytosis, O-phospho-L-serine, suppresses Müller glia proliferation and cone cell regeneration in the light-damaged zebrafish retina. Exp Eye Res. 2010 Nov;91(5):601-12. Chemical & Physical Properties Density 1.8±0.1 g/cm3 Boiling Point 475.4±55.0 °C at 760 mmHg Melting Point 190 °C(lit.) Molecular Formula C3H8NO6P Molecular Weight 185.072 Flash Point 241.3±31.5 °C Exact Mass 185.008926 PSA 139.89000 LogP -1.86 Vapour Pressure 0.0±2.6 mmHg at 25°C Index of Refraction 1.552 InChIKey BZQFBWGGLXLEPQ-REOHCLBHSA-N SMILES NC(COP(=O)(O)O)C(=O)O Storage condition Store at 0°C Water Solubility H2O: 50 mg/mL hot, clear, colorless to slightly yellow |
| Use of | O-Phospho-L-serine is the immediate precursor to L-serine in the serine synthesis pathway, and an agonist at the group III mGluR receptors (mGluR4, mGluR6, mGluR7, and mGluR8); O-Phospho-L-serine also acts as a weak antagonist for mGluR1 and a potent antagonist for mGluR2. Properties Articles87 Name O-phospho-L-serine Synonym More Synonyms O-Phospho-L-serine Biological Activity Description O-Phospho-L-serine is the immediate precursor to L-serine in the serine synthesis pathway, and an agonist at the group III mGluR receptors (mGluR4, mGluR6, mGluR7, and mGluR8); O-Phospho-L-serine also acts as a weak antagonist for mGluR1 and a potent antagonist for mGluR2. Related Catalog Research Areas >> Neurological Disease Natural Products >> Others Human Endogenous Metabolite References [1]. Kang HJ, et al. Determinants of endogenous ligand specificity divergence among metabotropic glutamate receptors. J Biol Chem. 2015 Jan 30;290(5):2870-8. [2]. 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. J Biol Chem. 2014 Oct 24;289(43):29961-74. [3]. Bailey TJ, et al. The inhibitor of phagocytosis, O-phospho-L-serine, suppresses Müller glia proliferation and cone cell regeneration in the light-damaged zebrafish retina. Exp Eye Res. 2010 Nov;91(5):601-12. Chemical & Physical Properties Molecular Formula C3H8NO6P Exact Mass 185.008926 PSA 139.89000 LogP -1.86 Index of Refraction 1.552 InChIKey BZQFBWGGLXLEPQ-REOHCLBHSA-N SMILES NC(COP(=O)(O)O)C(=O)O |
| Tax Rebate | 13.0% |
| Supervision | AB (Inbound cargo customs clearance form) |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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