79710
O-Phospho-DL-serine
≥98.0% (NT), suitable for cell culture
Synonym(s):
DL-2-Amino-3-hydroxypropanoic acid 3-phosphate, DL-SOP, DL-Serine monophosphoric acid
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About This Item
Empirical Formula (Hill Notation):
C3H8NO6P
CAS Number:
Molecular Weight:
185.07
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
241-834-7
MDL number:
Beilstein/REAXYS Number:
1726828
Product Name
O-Phospho-DL-serine, ≥98.0% (NT)
Quality Level
assay
≥98.0% (NT)
form
powder or crystals
technique(s)
cell culture | mammalian: suitable
impurities
≤0.5% free serine (TLC), ≤1% water
color
white to faint beige
SMILES string
NC(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)
InChI key
BZQFBWGGLXLEPQ-UHFFFAOYSA-N
Biochem/physiol Actions
O-Phospho-DL-serine (pSer) is used in the study of non-enzymatic aminophospholipid glycation.
O-Phosphoserine is used in alternative pathways for biosynthesis of cysteine and of selenocysteine (Sec) by tRNA-dependent conversion of O-phosphoserine (Sep) by O-phosphoseryl-tRNA:selenocysteinyl-tRNA synthase (SepSecS).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Yoko Chiba et al.
The Journal of biological chemistry, 288(16), 11448-11458 (2013-03-13)
Novel-type serine-synthesizing enzymes, termed metal-independent phosphoserine phosphatases (iPSPs), were recently identified and characterized from Hydrogenobacter thermophilus, a chemolithoautotrophic bacterium belonging to the order Aquificales. iPSPs are cofactor-dependent phosphoglycerate mutase (dPGM)-like phosphatases that have significant amino acid sequence similarity to dPGMs
Yuhei Araiso et al.
Nucleic acids research, 36(4), 1187-1199 (2007-12-26)
The micronutrient selenium is present in proteins as selenocysteine (Sec). In eukaryotes and archaea, Sec is formed in a tRNA-dependent conversion of O-phosphoserine (Sep) by O-phosphoseryl-tRNA:selenocysteinyl-tRNA synthase (SepSecS). Here, we present the crystal structure of Methanococcus maripaludis SepSecS complexed with
Seong-Jun Kim et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(17), 6413-6418 (2014-04-16)
Mitochondrial dynamics is crucial for the regulation of cell homeostasis. Our recent findings suggest that hepatitis C virus (HCV) promotes Parkin-mediated elimination of damaged mitochondria (mitophagy). Here we show that HCV perturbs mitochondrial dynamics by promoting mitochondrial fission followed by