Bis(2-cyanoethyl)-1-(N-tert-butyloxycarbonyl)-D-erythro-D-sphingosine-1-phosphate-13C2, D2
Product Code
TRC-B419852
Product Format
Neat
Molecular Formula
C27 13C2 H50 D2 N3 O7 P
Molecular Weight
589.72
Product Categories
Stable isotopes, Kinase Modulators, Kinase C, Memory, Learning and Cognition, TRC
Product Type
Stable Isotope LabelledUnlabelled CAS Number
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- Product Name: Bis(2-cyanoethyl)-1-(N-tert-butyloxycarbonyl)-D-erythro-D-sphingosine-1-phosphate-13C2, D2
- Product Code: TRC-B419852
- Brand: TRC
Product Information
Chemical Data
Analyte Name
Bis(2-cyanoethyl)-1-(N-tert-butyloxycarbonyl)-D-erythro-D-sphingosine-1-phosphate-13C2, D2
Molecular Formula
C27 13C2 H50 D2 N3 O7 P
Molecular Weight
589.72
Accurate Mass
589.37
SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[13C@@H](NC(OC(C)(C)C)=O)[13C]([2H])(OP(OCCC#N)(OCCC#N)=O)[2H]
InChI
InChI=1S/C29H52N3O7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-27(33)26(32-28(34)39-29(2,3)4)25-38-40(35,36-23-18-21-30)37-24-19-22-31/h17,20,26-27,33H,5-16,18-19,23-25H2,1-4H3,(H,32,34)/b20-17+/t26-,27+/m0/s1/i25+1D2,26+1
IUPAC
tert-butyl ((2S,3R,E)-1-((bis(2-cyanoethoxy)phosphoryl)oxy)-3-hydroxyoctadec-4-en-2-yl-1,2-13C2-1,1-d2)carbamate
Unlabelled CAS Number
161090-79-5
SIL Type
Carbon, Deuterium
Product Data
Shipping Temperature
Room Temperature
Country of Origin
CANADA
Product Format
Neat
Product Description
Intermediate for 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)
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