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D3439

D-erythro-Dihydrosphingosine 1-phosphate

Name: <SC>D</SC>-<I>erythro</I>-Dihydrosphingosine 1-phosphate
Brand: SIGMA

≥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

NACRES:

NA.77

PubChem Substance ID:

24893757

UNSPSC Code:

12352211

MDL number:

MFCD00871363

Assay:

≥98% (TLC)

Form:

waxy solid

Quality level:

200

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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)

Related Categories

Phosphates

Biochem/physiol Actions

Negative control for sphingosine-1-phosphate.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Van Brocklyn, J.R., et al.

The Journal of Biological Chemistry, 142, 229-229 (1998)

Sphingomyelin synthase 2 loss suppresses steatosis but exacerbates fibrosis in the liver of mice fed with choline-deficient, L-amino acid-defined, high-fat diet.

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

Sphinganine-1-phosphate protects kidney and liver after hepatic ischemia and reperfusion in mice through S1P1 receptor activation.

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

Untargeted metabolomics reveals a mild impact of remote ischemic conditioning on the plasma metabolome and α-hydroxybutyrate as a possible cardioprotective factor and biomarker of tissue ischemia.

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

Possible involvement of sphingomyelin in the regulation of the plasma sphingosine 1-phosphate level in human subjects.

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)

Global Trade Item Number

SKU	GTIN
D3439-1MG	04061826674437

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