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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

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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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This Item
S43118495993851
O-Phospho-DL-serine ≥98.0% (NT)

Sigma-Aldrich

79710

O-Phospho-DL-serine

L-Serine from non-animal source, meets EP, USP testing specifications, suitable for cell culture, 98.5-101.0%

Sigma-Aldrich

S4311

L-Serine

L-Serine BioUltra, ≥99.5% (NT)

Sigma-Aldrich

84959

L-Serine

DL-o-Tyrosine ≥96.0% (NT)

Sigma-Aldrich

93851

DL-o-Tyrosine

form

powder or crystals

form

powder

form

powder or crystals

form

powder

assay

≥98.0% (NT)

assay

98.5-101.0%

assay

≥99.5% (NT)

assay

≥96.0% (NT)

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

HPLC: suitable

Quality Level

100

Quality Level

300

Quality Level

200

Quality Level

-

color

white to faint beige

color

white

color

white

color

white to faint brown

impurities

≤0.5% free serine (TLC)

impurities

endotoxin, tested

impurities

insoluble matter, passes filter test, ≤0.3% foreign amino acids

impurities

-

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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Daniel Agren et al.
The Journal of biological chemistry, 283(46), 31567-31574 (2008-09-19)
The biosynthesis of cysteine is a crucial metabolic pathway supplying a building block for de novo protein synthesis but also a reduced thiol as a component of the oxidative defense mechanisms that appear particularly vital in the dormant state of
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
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
View All Related Papers

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