Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

79710

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C3H8NO6P
CAS Number:
17885-08-4
Molecular Weight:
185.07
Beilstein:
1726828
EC Number:
241-834-7
MDL number:
MFCD00021723
UNSPSC Code:
12352209
PubChem Substance ID:
57652815
NACRES:
NA.26

product name

O-Phospho-DL-serine, ≥98.0% (NT)

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
Po-Hsiang Wang et al.
The ISME journal, 13(4), 1042-1055 (2019-01-05)
Microbes in ecosystems often develop coordinated metabolic interactions. Therefore, understanding metabolic interdependencies between microbes is critical to deciphering ecosystem function. In this study, we sought to deconstruct metabolic interdependencies in organohalide-respiring consortium ACT-3 containing Dehalobacter restrictus using a combination of
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service