Phospho-L-serine
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Phospho-L-serine
structure -
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CAS No:
407-41-0
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Formula:
C3H8NO6P
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Chemical Name:
Phospho-L-serine
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Synonyms:
L-Serine,O-phosphono-;Serine,dihydrogen phosphate (ester),L-;L-Serine,dihydrogen phosphate (ester);Serine phosphate,L-;O-Phosphono-L-serine;O-Phosphorylserine;L-Seryl phosphate;3-O-Phosphoserine;L-Phosphoserine;O-Phospho-L-serine;Serine O-phosphate;L-O-Serine phosphate;O-Phosphoryl-L-serine;Fosforina;L-Serinephosphoric acid;Serine dihydrogen phosphate (ester);L-O-Phosphoserine;Phospho-L-serine;Dexfosfoserine;L-3-Phosphoserine;Seriphos;(S)-2-Amino-3-(phosphonooxy)propanoic acid;(2S)-2-Azaniumyl-3-phosphonooxypropanoate;(2S)-2-Amino-3-(phosphonooxy)propanoic acid;1118-86-1;7331-08-0;72909-32-1;474519-60-3;1388265-65-3
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CAS No:
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.
Solid
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.
Characteristics
130
-5.1
White Crystalline Powder
1.8±0.1 g/cm3
166 °C (decomp)
475.4°C at 760 mmHg
241.3±31.5 °C
1.552
H2O: 50 mg/mL hot, clear, colorless to slightly yellow
Store at 0°C
140.8 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|127.5 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|135.1 Ų [M+Na-2H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|140.9 Ų [M+Na]+
Safety Information
NONH for all modes of transport
3
21/22
36/37
Xn
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
H314
Phospho-L-serine Use and Manufacturing
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.
Computed Properties
Molecular Weight:185.07
XLogP3:-5.1
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:185.00892397
Monoisotopic Mass:185.00892397
Topological Polar Surface Area:130
Heavy Atom Count:11
Complexity:186
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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