D-erythro-Sphingosine-1-phosphate-13C2,D2

CAS: 26993-30-6

Ref. TR-S681502

Product Information

• Name: D-erythro-Sphingosine-1-phosphate-13C2,D2
• Synonyms: (4E)-2-Amino-3-hydroxy-4-octadecen-1-yl dihydrogen phosphate, (4E)-2-Amino-3-hydroxy-4-octadecen-1-yldihydrogen-phosphat, (4E)-2-amino-3-hydroxyoctadec-4-en-1-yl dihydrogen phosphate, 4-Octadecene-1,3-diol, 2-amino-, 1-(dihydrogen phosphate), (2S,3R,4E)-, 4-Octadecene-1,3-diol, 2-amino-, 1-(dihydrogen phosphate), (E)-<span class="text-smallcaps">D</span>-erythro-, 4-Octadecene-1,3-diol, 2-amino-, 1-(dihydrogen phosphate), [R-[R*,S*-(E)]]-, <span class="text-smallcaps">D</span>-erythro-Sphingosine-1-phosphate, C₁₈-Sphingosine 1-phosphate, Dihydrogène phosphate de (4E)-2-amino-3-hydroxy-4-octadécèn-1-yle, Proteins, S1P, S1P protein, Sphingosine 1-phosphate, Sphingosine 1-phosphic acid, D-erythro-Sphingosine-1-phosphate, D-erythro-Sphingosine 1-phosphate, 4-Octadecene-1,3-diol, 2-amino-, 1-(dihydrogen phosphate), (E)-D-erythro-

Description

Stability Moisture, Temperature Sensitive; Hygroscopic
Applications A labelled putative lipid second messenger; found to inhibit cellular mobility of melanoma cells at very low concentrations with no toxic effects thereby making it a possible agent for prevention of tumor cell metastasis and inflammatory processes; mobilizes intracellular calcium stores; decreases cellular cAMP; activates phospholipase D; does not inhibitprotein kinase C.
References Zhang, H., et al.: J. Cell Biol., 114, 155 (1991) Sadahira, Y., et al.: Proc. Natl. Acad. Sci. USA (1992), Cuvillier, O., et al.: Nature, 381, 800 (1996)

• Brand: TRC

Chemical properties

• Molecular weight: 383.47
• Formula: C₁₆₁₃C₂H₃₆D₂NO₅P
• Color/Form: Neat
• InChI: InChI=1S/C18H38NO5P/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/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18-/m1/s1/i16+1D2,17+1
• InChI key: InChIKey=DUYSYHSSBDVJSM-DOWGOISZSA-N
• SMILES: [2H][13C]([2H])(OP(=O)(O)O)[13C@@H](N)[C@H](O)/C=C/CCCCCCCCCCCCC