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79710

Sigma-Aldrich

O-Phospho-DL-serine

≥98.0% (NT), suitable for cell culture

Sinónimos:

DL-2-Amino-3-hydroxypropanoic acid 3-phosphate, DL-SOP, DL-Serine monophosphoric acid

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About This Item

Fórmula empírica (notación de Hill):
C3H8NO6P
Número de CAS:
17885-08-4
Peso molecular:
185.07
Beilstein/REAXYS Number:
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)

Quality Level

100

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

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Categorías relacionadas

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análisis (COA)

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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
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
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
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