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Merck

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:
17885-08-4
Molecular Weight:
185.07
NACRES:
NA.26
PubChem Substance ID:
57652815
UNSPSC Code:
12352209
EC Number:
241-834-7
MDL number:
MFCD00021723
Beilstein/REAXYS Number:
1726828

Product Name

O-Phospho-DL-serine, ≥98.0% (NT)

InChI key

BZQFBWGGLXLEPQ-UHFFFAOYSA-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)

SMILES string

NC(COP(O)(O)=O)C(O)=O

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

Quality Level

100

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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).

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4120
BCCF2414
BCCC8927
BCBP8155V
BCBK6447V

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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
Anselm Sauerwald et al.
Science (New York, N.Y.), 307(5717), 1969-1972 (2005-03-26)
Several methanogenic archaea lack cysteinyl-transfer RNA (tRNA) synthetase (CysRS), the essential enzyme that provides Cys-tRNA(Cys) for translation in most organisms. Partial purification of the corresponding activity from Methanocaldococcus jannaschii indicated that tRNA(Cys) becomes acylated with O-phosphoserine (Sep) but not with
Zejuan Sheng et al.
Science translational medicine, 4(164), 164ra161-164ra161 (2012-12-18)
Mutations in the leucine-rich repeat kinase 2 (LRRK2) gene are the most common cause of familial Parkinson's disease (PD). Although biochemical studies have shown that certain PD mutations confer elevated kinase activity in vitro on LRRK2, there are no methods
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