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D3439

Sigma-Aldrich

D-erythro-Dihydrosphingosine 1-phosphate

≥98% (TLC), waxy solid

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About This Item

Empirical Formula (Hill Notation):
C18H40NO5P
CAS Number:
19794-97-9
Molecular Weight:
381.49
MDL number:
MFCD00871363
UNSPSC Code:
12352211
PubChem Substance ID:
24893757
NACRES:
NA.77

Quality Level

200

Assay

≥98% (TLC)

form

waxy solid

color

yellow

solubility

methanol: THF: water (6:3:1): >0.5 mg/mL

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)COP(O)(O)=O

InChI

1S/C18H40NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h17-18,20H,2-16,19H2,1H3,(H2,21,22,23)/t17-,18+/m0/s1

InChI key

YHEDRJPUIRMZMP-ZWKOTPCHSA-N

Gene Information

human ... S1PR1(1901) , S1PR2(9294) , S1PR3(1903) , S1PR4(8698) , S1PR5(53637)

Biochem/physiol Actions

Negative control for sphingosine-1-phosphate.

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’.

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Van Brocklyn, J.R., et al.
The Journal of Biological Chemistry, 142, 229-229 (1998)
Masayuki Sugimoto et al.
Biochemical and biophysical research communications, 533(4), 1269-1275 (2020-10-17)
Sphingomyelin synthase 2 (SMS2) regulates sphingomyelin synthesis and contributes to obesity and hepatic steatosis. Here, we investigated the effect of SMS2 deficiency on liver fibrosis in mice fed with choline-deficient, L-amino acid-defined, high-fat diet (CDAHFD) or injected with carbon tetrachloride
Sang Won Park et al.
Laboratory investigation; a journal of technical methods and pathology, 90(8), 1209-1224 (2010-05-12)
Liver failure due to ischemia and reperfusion (IR) and subsequent acute kidney injury are significant clinical problems. We showed previously that liver IR selectively reduced plasma sphinganine-1-phosphate levels without affecting sphingosine-1-phosphate (S1P) levels. Furthermore, exogenous sphinganine-1-phosphate protected against both liver
Mia Roest Laursen et al.
Metabolomics : Official journal of the Metabolomic Society, 13(6), 67-67 (2017-05-06)
Remote ischemic conditioning (RIC) is a maneuver by which short non-lethal ischemic events are applied on distant organs or limbs to reduce ischemia and reperfusion injuries caused by e.g. myocardial infarct. Although intensively investigated, the specific mechanism of this protective
Ryunosuke Ohkawa et al.
Clinical biochemistry, 48(10-11), 690-697 (2015-04-12)
Sphingosine 1-phosphate (S1P) is a bioactive sphingolipid mediator. Although the plasma S1P concentration is reportedly determined by cellular components, including erythrocytes, platelets, and vascular endothelial cells, the possible involvement of other factors, such as serum sphingomyelin (SM) and autotaxin (ATX)

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