Sphingosine-1-phosphate (d18:1) (CAS 26993-30-6) | Cayman Chemical
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Sphingosine-1-phosphate (d18:1)

Item № 62570
CAS № 26993-30-6
Purity ≥98%
product image
                (CAS 26993-30-6)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $95.00 0.00
     5 mg $356.00 0.00
     10 mg $570.00 0.00
     25 mg $1,069.00 0.00

Pricing updated 2018-11-16. Prices are subject to change without notice.

Description
Synonyms
  • S1P (d18:1)
  • Sphingosine-1-Phosphoric Acid

Sphingosine-1-phosphate (S1P) is the product of phosphorylation of sphingosine by sphingosine kinase. Like many products of sphingomyelin, it exhibits a wide range of biological activities. Not only does it enhance cell growth,1 but it can inhibit the normal apoptotic response to a variety of stimuli.2 The ability of PKC to block apoptosis is likely due to the formation of S1P. S1P stimulates MAPK and counteracts the ceramide-induced activation of SAPK and JNK.2 It also increases intracellular calcium levels by both the liberation of calcium from internal stores3 and through activation of a Gi protein-coupled receptor resulting in the opening of a cell surface calcium channel.4

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Technical Information
Formal Name
2S-amino-4E-octadecene-1,3R-diol 1-(dihydrogen phosphate)
CAS Number
26993-30-6
Synonyms
  • S1P (d18:1)
  • Sphingosine-1-Phosphoric Acid
Molecular Formula
C18H38NO5P
Formula Weight
379.5
Purity
≥98%
Formulation
A crystalline solid
SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)COP(O)(O)=O
InChI Code
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+/m0/s1
InChI Key
DUYSYHSSBDVJSM-KRWOKUGFSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 1 year
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Additional Information

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References & Product Citations
Product Description References

1. Olivera, A., and Spiegel, S. Sphingosine-1-phosphate as second messenger in cell proliferation induced by PDGF and FCS mitogens Nature 365, 557-560 (1993).

2. Cuvillier, O., Pirianov, G., Kleuser, B., et al. Suppression of ceramide-mediated programmed cell death by sphingosine-1-phosphate Nature 381, 800-803 (1996).

3. Mattie, M., Brooker, G., and Spiegel, S. Sphingosine-1-phosphate, a putative second messenger, mobilizes calcium from internal stores via an inositol trisphosphate-independent pathway The Journal of Biological Chemisty 269, 3181-3188 (1994).

4. van Koppen, C.J., zu Heringdorf, D.M., Laser, K.T., et al. Activation of a high affinity Gi protein-coupled plasma membrane receptor by sphingosine-1-phosphate The Journal of Biological Chemisty 271, 2082-2087 (1996).

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