A photoreactive probe for the study of sphingosine metabolism
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Photoclick Sphingosine

Item No. 25364

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3R,4E)-2-amino-13-[3-(4-pentyn-1-yl)-3H-diazirin-3-yl]-4-tridecene-1,3-diol
CAS Number
1823021-14-2
Synonyms
  • Click Tag™ Sphingosine
  • pacSph
  • pacSphingosine (d18:1)
Molecular Formula
C19H33N3O2
Formula Weight
335.5
Purity
≥95%
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: soluble
λmax
349 nm
SMILES
OC[C@H](N)[C@H](O)/C=C/CCCCCCCCC1(N=N1)CCCC#C
InChi Code
InChI=1S/C19H33N3O2/c1-2-3-11-14-19(21-22-19)15-12-9-7-5-4-6-8-10-13-18(24)17(20)16-23/h1,10,13,17-18,23-24H,3-9,11-12,14-16,20H2/b13-10+/t17-,18+/m0/s1
InChi Key
CNCJUDANJBAFRY-WOKGBUJHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $469

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    1 mg

    $888

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    Product Description

    Photoclick sphingosine is a photoreactive probe for the study of sphingosine metabolism.1 It contains a terminal clickable alkyne moiety and a photoactivatable diazirine group that allow its interaction with sphingosine binding proteins and photo-activated cross-linking of its interacting partners, respectively. Photoclick sphingosine has been used to monitor the metabolism of sphingosine and visualize protein-lipid interaction complexes in S1PL-/- mouse embryonic fibroblasts (MEFs).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Haberkant, P., Stein, F., Höglinger, D., et al. Bifunctional sphingosine for cell-based analysis of protein-sphingolipid interactions. ACS Chem. Biol. 11(1), 222-230 (2016).