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Merck

P0878

O-Phospho-L-serine

≥98% (TLC), powder, glutamate synthase (ferredoxin)] inhibitor

Synonym(s):

L-2-Amino-3-hydroxypropanoic acid 3-phosphate, L-SOP, L-Serine O-phosphate

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10 MG

CZK 764.00

1 G

CZK 798.00

5 G

CZK 2,220.00

25 G

CZK 7,690.00

CZK 764.00

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About This Item

Linear Formula:
(HO)2P(O)OCH2CH(NH2)CO2H
CAS Number:
407-41-0
Molecular Weight:
185.07
NACRES:
NA.32
PubChem Substance ID:
24277998
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
206-986-0
MDL number:
MFCD00065935
Beilstein/REAXYS Number:
1726826

Key Documents

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Product Name

O-Phospho-L-serine,

InChI key

BZQFBWGGLXLEPQ-REOHCLBHSA-N

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

SMILES string

N[C@@H](COP(O)(O)=O)C(O)=O

form

powder

storage condition

under inert gas

mp

190 °C (lit.)

Quality Level

200

Gene Information

human ... GRM4(2914), GRM7(2917), GRM8(2918)

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1 of 4

This Item
P566072983P9405
O-Phospho-L-serine

Sigma-Aldrich

P0878

O-Phospho-L-serine

3-sn-Phosphatidyl-L-serine sodium salt from bovine brain ≥95% (TLC)

Sigma-Aldrich

P5660

3-sn-Phosphatidyl-L-serine sodium salt from bovine brain

O-Phospho-L-serine certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

72983

O-Phospho-L-serine

O-Phospho-L-tyrosine

Sigma-Aldrich

P9405

O-Phospho-L-tyrosine

form

powder

form

powder

form

-

form

powder

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

100

storage condition

under inert gas

storage condition

-

storage condition

-

storage condition

-

mp

190 °C (lit.)

mp

-

mp

190 °C (lit.)

mp

225 °C

Gene Information

human ... GRM4(2914), GRM7(2917), GRM8(2918)

Gene Information

-

Gene Information

-

Gene Information

-

Biochem/physiol Actions

Group III metabotropic glutamate receptor agonist (mGluR4, mGluR7, and mGluR8).
O-Phospho-L-serine (L-SOP) is a molecule which resembles phosphatidylserine head group and it mediates partial inhibition of microglial phagocytosis of apoptotic cells. In zebrafish, L-SOP inhibits Müller glia proliferation and blocks cone cell regeneration in the light-damaged retina.[1] In vivo, L-SOP acts as a substrate for CysM, a cysteine synthase from Mycobacterium tuberculosis.[2]

Application

O-Phospho-L-serine has been used:
  • for the expression, purification and phosphorylation of protein[3]
  • to study its chemical shift[4]
  • to spectroscopically determine its pKa values using Raman spectroscopy[5]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1313
BCCK0889
BCCG8818
BCCF9576
BCCF1357

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Detection of amino acid and peptide phosphate protonation using Raman spectroscopy
Xie Y, et al.
Analytical Biochemistry, 343(2), 223-230 (2005)
Phosphorylation of OPTN by TBK1 enhances its binding to Ub chains and promotes selective autophagy of damaged mitochondria
Richter B, et al.
Proceedings of the National Academy of Sciences of the USA, 113(15), 4039-4044 (2016)
O-phospho-L-serine and the thiocarboxylated sulfur carrier protein CysO-COSH are substrates for CysM, a cysteine synthase from Mycobacterium tuberculosis.
O'Leary SE
Biochemistry, 47(44), 11606-11615 (2008)
Improved peak identification in 31P-NMR spectra of environmental samples with a standardized method and peak library
Cade-Menun BJ
Geoderma, 257, 102-114 (2015)
Carlo Chiarla et al.
SpringerPlus, 3, 279-279 (2014-08-01)
The determination of plasma phosphoserine concentration in sepsis is uncommon, and the clinical and metabolic correlations of abnormally high phosphoserine are basically unknown. We analyzed 430 determinations of phosphoserine, other amino acid (AA) levels and ancillary variables obtained in 18
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